- Synthesis and antibacterial activity of oxime ester derivatives containing 1,2,4-triazole or 1,3,4-oxadiazole moiety
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A series of oxime ester derivatives containing 1,2,4-triazole or 1,3,4-oxadiazole moiety were designed and synthesized, and their antibacterial activities in vitro against Xanthomonas axonopodis pv. citri (Xac) and Xanthomonas oryzae pv. oryzae (Xoo) were
- Wang, Xiaobin,Zhong, Xinmin,Zhu, Xuesong,Wang, Hua,Li, Qin,Zhang, Juping,Ruan, Xianghui,Xue, Wei
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- Triazole based ratiometric fluorescent probe for Zn2+ and its application in bioimaging
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An efficient fluorescent chemosensor 4-((2-hydroxynaphthalen-1-yl) methyleneamino)-3-phenyl-1H-1,2,4-triazole-5(4H)-thione, based on triazole has been designed by condensing 2-hydroxy-1-napthaldehyde with amine, appended to 1,2,4-triazole unit. The probe
- Iniya, Murugan,Jeyanthi, Dharmaraj,Krishnaveni, Karuppiah,Mahesh, Ayyavu,Chellappa, Duraisamy
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- Identification of Novel Class of Triazolo-Thiadiazoles as Potent Inhibitors of Human Heparanase and their Anticancer Activity
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Background: Expression and activity of heparanase, an endoglycosidase that cleaves heparan sulfate (HS) side chains of proteoglycans, is associated with progression and poor prognosis of many cancers which makes it an attractive drug target in cancer therapeutics. Methods: In the present work, we report the in vitro screening of a library of 150 small molecules with the scaffold bearing quinolones, oxazines, benzoxazines, isoxazoli(di)nes, pyrimidinones, quinolines, benzoxazines, and 4-thiazolidinones, thiadiazolo[3,2-a]pyrimidin-5-one, 1,2,4-triazolo-1,3,4-thiadiazoles, and azaspiranes against the enzymatic activity of human heparanase. The identified lead compounds were evaluated for their heparanase-inhibiting activity using sulfate [35S] labeled extracellular matrix (ECM) deposited by cultured endothelial cells. Further, anti-invasive efficacy of lead compound was evaluated against hepatocellular carcinoma (HepG2) and Lewis lung carcinoma (LLC) cells. Results: Among the 150 compounds screened, we identified 1,2,4-triazolo-1,3,4-thiadiazoles bearing compounds to possess human heparanase inhibitory activity. Further analysis revealed 2,4-Diiodo-6-(3-phenyl-[1, 2, 4]triazolo[3,4-b][1, 3, 4]thiadiazol-6yl)phenol (DTP) as the most potent inhibitor of heparanase enzymatic activity among the tested compounds. The inhibitory efficacy was demonstrated by a colorimetric assay and further validated by measuring the release of radioactive heparan sulfate degradation fragments from [35S] labeled extracellular matrix. Additionally, lead compound significantly suppressed migration and invasion of LLC and HepG2 cells with IC50 value of ~5 μM. Furthermore, molecular docking analysis revealed a favourable interaction of triazolo-thiadiazole backbone with Asn-224 and Asp-62 of the enzyme. Conclusions: Overall, we identified biologically active heparanase inhibitor which could serve as a lead structure in developing compounds that target heparanase in cancer.
- Baburajeev,Mohan, Chakrabhavi Dhananjaya,Rangappa, Shobith,Mason, Daniel J.,Fuchs, Julian E.,Bender, Andreas,Barash, Uri,Vlodavsky, Israel,Basappa,Rangappa, Kanchugarakoppal S.
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- Antibacterial, antioxidant and anthelmintic studies of inclusion complexes of some 4-arylidenamino-5-phenyl-4H-1,2,4-triazole-3-thiols
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A series of 4-arylidenamino-5-phenyl-4H-1,2,4-triazole-3-thiols have been synthesised and their inclusion complexes have been prepared with β-cyclodextrin. The compounds and their inclusion complexes have been characterised by studying their physical and
- Panda, Sunakar,Nayak, Sashikanta
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- Synthesis, characterization, and anticancer activity of some azole-heterocyclic complexes with gold(III), palladium(II), nickel(II), and copper(II) metal ions
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Four new complexes of Au(III), Pd(II), Ni(II), and Cu(II) ions were synthesized, derived from a novel heterocyclic ligand (L) that has both triazole and tetrazole rings. The ligand synthesis was through successive steps to achieve both heterocyclic rings.
- Abdnoor, Zahraa M.,Alabdali, Ammar J.
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- Anionic ligands tune the structural and catalytic properties of quinoxaline-based copper(II) complexes as mimetics of copper-containing oxidase protein
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The hexadentate ligand containing quinoxaline backbone along with its Cu(II) -based complexes with various anionic ligands were synthesized and their structures were determined. Molecular formulae were assigned based on the data of both elemental analysis
- Fathy, Ahmed M.,Hessien, Mahmoud M.,Ibrahim, Mohamed M.,Ramadan, Abd El-Motaleb M.
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- Discovery of Novel Triazolothiadiazines as Fungicidal Leads Targeting Pyruvate Kinase
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Pyruvate kinase (PK) was discovered as a potent new target for novel fungicide development. A series of novel triazolothiadiazine derivatives were rationally designed and synthesized by a ring expansion strategy and computer-aided pesticide design using the 3D structure of Rhizoctonia solani PK (RsPK) obtained by homology modeling as a receptor and our previously discovered lead YZK-C22 as a ligand. The in vitro bioassay results indicated that compounds 4g, 6h, 6m, 6n, 6o, and 6p exhibited good activity against R. solani with the EC50 values falling between 10.99 and 72.76 μM. Especially, 6m showed similar potency to YZK-C22 (10.99 vs 11.97 μM of the EC50 value, respectively). The in vivo bioassay results suggested that 6m against R. solani at a concentration of 200 μg/mL displayed a numerically higher inhibition than YZK-C22 (70 vs 60%, respectively). A field experiment validated that 6m at an application rate of 120 g ai/ha showed comparable efficacy against R. solani to thifluzamide at an application rate of 80 g ai/ha (77.80 vs 84.5%, respectively). Enzymatic inhibition suggested that the potency of 6m was about twofold lower than that of YZK-C22 (67.30 vs 32.64 μM of IC50, respectively). Fluorescence quenching studies validated that RsPK was quenched by both 6m and YZK-C22, implying that they both might act at the same target site of PK. A possible binding conformation of 6m in the RsPK active site was depicted by molecular docking. Our studies suggest that 6m could be a fungicidal lead targeting PK.
- Chen, Hongyu,Chen, Lai,Chen, Lei,Fan, Zhijin,Gao, Wei,Liu, Xiaoyu,Qi, Xin,Tang, Liangfu,Ye, Rong,Zhang, Yue
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p. 1047 - 1057
(2022/02/14)
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- Electrocatalytic oxygen evolution and antiproliferative activity of Co(III) complexes stabilized by in situ generated bis(5-furan/phenyl-1,2,4-triazole)-3-sulfinamide
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Electrocatalytic water oxidation by transition metal complexes is an emerging area of research. Here, two cobalt(III) complexes [Co(ftsm)NH3(o-phen)]·H2O (1) {ftsm?= bis(5-furan-1,2,4-triazole)-3-sulfinamide} and [Co(ptsm)NH3/s
- Bharty, Manoj Kumar,Singh, Aarti,Bharati, Pooja,Pandey, Shivendra Kumar,Singh, Devesh Kumar,Ganesan, Vellaichamy,Verma, Praveen Kumar,Acharya, Arvind,Bharti, Akhilesh,Butcher, Ray J.
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- Efficient Synthesis of Fluorinated [1,2,4]Triazolo[3,4-b][1,3,4]thiadiazoles
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Abstract: An efficient synthesis of fluorinated [1,2,4]triazolo[3,4-b][1,3,4]thiadiazole derivatives has been achievedby cyclocondensation of 5-substituted 4-amino-1,2,4-triazole-3-thiols withfluoro-substituted aromatic acids using phosphoryl chloride as a cyclizingagent. The synthesized compounds were characterized by spectroscopic techniques,including IR, 1H NMR, and mass spectra.
- Dhotre, B. K.,Jagrut, V. B.,Pathan, M. A.,Patharia, M. A.,Raut, S. V.
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p. 1135 - 1140
(2021/09/08)
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- Design, Synthesis, and Evaluation of Novel Strobilurins Derivatives as Potential Fungicidal Agents
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To find new strobilurin analogs with high activity against resistant pathogens, a series of new strobilurin derivatives containing 1, 2, 4-triazole Schiff base side chain were designed and synthesized. Their structures were confirmed by IR, 1H
- Liu, Xin,Pang, Yanping,Wang, Xianyou,Wu, Guangchen,Zhao, Xin,Zhao, Zhilei,Zheng, Jiayan
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p. 613 - 619
(2022/01/26)
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- Methoxy acrylate compound containing 1, 2, 4-triazole Schiff base and preparation method and application thereof
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The invention provides a methoxy acrylate compound containing 1, 2, 4-triazole Schiff base and preparation method and application thereof, the compound has a structure as shown in a general formula I,in the general formula I, a substituent R1 is independe
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Paragraph 0022; 0027-0028
(2020/08/22)
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- Synthesis and Evaluation of Antioxidant, Antibacterial, and Target Protein-Molecular Docking of Novel 5-Phenyl-2,4-dihydro-3H-1,2,4-triazole Derivatives Hybridized with 1,2,3-Triazole via the Flexible SCH2-Bonding
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Abstract: Synthesis of some new 5-phenyl-2,4-dihydro-3H-1,2,4-triazole derivatives as hybrids with 1,2,3-triazoles via a flexible bonding, and their antioxidant and antibacterial activity have been studied. IR, 1H and 13C NMR spectra
- Ashry, E. S. H. El,Elshatanofy,Badawy,Kandeel,Elhady,Abdel-Sayed
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p. 2419 - 2434
(2021/02/12)
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- Synthesis and Biological Activity of Some New N-bridged Heterocycles of Piperonal-based Triazolo-thiadiazoles
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A new series of 6-(6-nitro/bromo/hydrobenzo[d][1,3]dioxol-5-yl)-3-alkyl/aryl-[1,2,4] triazolo[3,4-b][1,3,4]thiadiazoles (4a-o) was synthesized by cyclocondensation of 6-nitro/bromobenzo/ hydro[d][1,3]dioxole-5-carboxylic acids (2a-c) with 3-alkyl/aryl-4-amino-5-mercapto-1,2,4-triazoles (3a-e) in the presence of phosphorus oxychloride as a cyclizing agent. The newly synthesized compounds were characterized by LC–MS, FT-IR, 1H-NMR, and also CHN analysis. All the newly synthesized compounds were tested for their bacterial inhibition ability along with antioxidant properties. Among the synthesized compounds, compounds 4o (11.0 ± 1.4) and 4l (10.5 ± 0.20) exhibited good bacterial inhibition against E. coli, whereas compounds 4i and 4g also showed (10.5 ± 1.8) and (10.0 ± 0.70) good inhibition against B. subtilis and S. aureus, respectively. The majority of the synthesized compounds exhibited poor antioxidant activity due to lack of electron/proton donor capacity in the synthesized compounds.
- Rahiman, M. Abdul,Manju,Laksmegowda, Sharath C.,Ganagadharappa, Vasanth A.
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p. 615 - 619
(2021/01/25)
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- 4-Amino-1,2,4-triazole-3-thione-derived Schiff bases as metallo-β-lactamase inhibitors
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Resistance to β-lactam antibiotics in Gram-negatives producing metallo-β-lactamases (MBLs) represents a major medical threat and there is an extremely urgent need to develop clinically useful inhibitors. We previously reported the original binding mode of 5-substituted-4-amino/H-1,2,4-triazole-3-thione compounds in the catalytic site of an MBL. Moreover, we showed that, although moderately potent, they represented a promising basis for the development of broad-spectrum MBL inhibitors. Here, we synthesized and characterized a large number of 4-amino-1,2,4-triazole-3-thione-derived Schiff bases. Compared to the previous series, the presence of an aryl moiety at position 4 afforded an average 10-fold increase in potency. Among 90 synthetic compounds, more than half inhibited at least one of the six tested MBLs (L1, VIM-4, VIM-2, NDM-1, IMP-1, CphA) with Ki values in the μM to sub-μM range. Several were broad-spectrum inhibitors, also inhibiting the most clinically relevant VIM-2 and NDM-1. Active compounds generally contained halogenated, bicyclic aryl or phenolic moieties at position 5, and one substituent among o-benzoic, 2,4-dihydroxyphenyl, p-benzyloxyphenyl or 3-(m-benzoyl)-phenyl at position 4. The crystallographic structure of VIM-2 in complex with an inhibitor showed the expected binding between the triazole-thione moiety and the dinuclear centre and also revealed a network of interactions involving Phe61, Tyr67, Trp87 and the conserved Asn233. Microbiological analysis suggested that the potentiation activity of the compounds was limited by poor outer membrane penetration or efflux. This was supported by the ability of one compound to restore the susceptibility of an NDM-1-producing E. coli clinical strain toward several β-lactams in the presence only of a sub-inhibitory concentration of colistin, a permeabilizing agent. Finally, some compounds were tested against the structurally similar di-zinc human glyoxalase II and found weaker inhibitors of the latter enzyme, thus showing a promising selectivity towards MBLs.
- Baud, Damien,Bebrone, Carine,Becker, Katja,Benvenuti, Manuela,Cerboni, Giulia,Chelini, Giulia,Cutolo, Giuliano,De Luca, Filomena,Docquier, Jean-Denis,Feller, Georges,Fischer, Marina,Galleni, Moreno,Gavara, Laurent,Gresh, Nohad,Kwapien, Karolina,Legru, Alice,Mangani, Stefano,Mercuri, Paola,Pozzi, Cecilia,Sannio, Filomena,Sevaille, Laurent,Tanfoni, Silvia,Verdirosa, Federica,Berthomieu, Dorothée,Bestgen, Beno?t,Frère, Jean-Marie,Hernandez, Jean-Fran?ois
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- Synthesis and antimicrobial activity of piperine analogues containing 1,2,4-triazole ring
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A series 1,2,4-triazole piperine analogues (TP1-TP6) were designed and synthesized. The structures were confirmed using 1H NMR and 13C NMR. Antibacterial study was done using Gram-positive (Staphylococcus aureus and Bacillus cereus) and Gram-negative microorganisms (E. coli and Pseudomonas aeruginosa) by disc diffusion method. Compound containing chloro substitution (TP6) showed the highest effect, while compound TP1, TP3, TP4, TP5 showed the moderate activity.
- Kumar, Kottakki Naveen,Amperayani, Karteek Rao,Ummdi, V. Ravi Sankar,Parimi, Uma Devi
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p. 1077 - 1080
(2019/04/05)
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- Synthesis and antitumor evaluation of novel fused heterocyclic 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole derivatives
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In this study, twenty three 3,6-disubstituted 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole derivatives were synthesized and their antiproliferative activities in vitro were studied against SMMC-7721, HeLa, A549, and L929 by the CCK-8 assay. The bioassay results demonstrated that all tested compounds 8(a–w) exhibited antiproliferation with different degrees, and some compounds showed better effects than reference drug 5-fluorouracil. Among these screened compounds, compounds 8a, 8d, and 8l displayed significant antitumor activities in inhibiting SMMC-7721cell proliferation with IC50 values of 1.64, 1.74, and 1.61 μM, respectively. Compounds 8d and 8l were manifested highly effective biological activity versus HeLa cells with IC50 values of 2.23 and 2.84 μM, respectively. Compound 8l was found to have the highest antitumor potency against A549 cells with IC50 value of 2.67 μM. Furthermore, all compounds exhibited weaker cytotoxic effects than 5-fluorouracil on normal cell lines L929.
- Liu, Xiao-Jia,Liu, Hai-Ying,Wang, Hai-Xin,Shi, Yan-Ping,Tang, Rui,Zhang, Shuai,Chen, Bao-Quan
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p. 1718 - 1725
(2019/08/02)
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- Synthesis and characterization of Mn(II) complexes of 4-phenyl(phenyl-acetyl)-3-thiosemicarbazide, 4-amino-5-phenyl-1,2,4-triazole-3-thiolate, and their application towards electrochemical oxygen reduction reaction
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Two new complexes, [Mn(ppt)2(o-phen)] (1) and [Mn(aptt)(Cl)(o-phen)2]·2Haptt·H2O (2) with 4-phenyl (phenyl-acetyl)-3-thiosemicarbazide (Hppt) and 4-amino-5-phenyl-1,2,4-triazole-3-thiolate (Haptt) have been synthesized containing o-phenanthroline (o-phen) as a coligand. These complexes have been characterized by elemental analyses, IR and UV–Vis spectroscopic techniques, thermogravimetric analysis (TGA), magnetic susceptibility and single crystal X-ray diffraction data. The complexes are paramagnetic and have a distorted octahedral geometry. In complex 2, two molecules of Haptt and one water molecule are cocrystalized outside the coordination sphere. Complexes 1 and 2 are fluorescent and upon their excitation at 38 167 cm?1, exhibit emissions at 27 173 and 32 894 cm?1, respectively. TGA of complexes 1 and 2 indicate that the metal is converted into metal oxide at very high temperature. In the solid state, the crystal structure of both complexes are stabilized by various inter and intramolecular interactions. To explore the possible electrochemical applications of the complexes 1 and 2, they are immobilized on glassy carbon electrode using Nafion?. Cyclic voltammetry technique is used to characterize the metal complex immobilized electrodes in basic medium. Both complexes demonstrate excellent electrocatalytic activity towards electrochemical oxygen reduction. Since the electrocatalytic materials for oxygen reduction can dramatically increase the efficiency of the fuel cells and metal-air batteries, these metal complexes can be used as cathodic catalyst material in fuel cells and in metal-air batteries.
- Bharti, A.,Bharty, M. K.,Butcher, R. J.,Chaudhari, U. K.,Chaurasia, R.,Ganesan, V.,Kushawaha, S. K.,Sonkar, P. K.
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- Synthesis and biological activities of cyclanone O-(2-(3-aryl-4- amino-4H-1,2,4-triazol-3-yl)thio)acetyl)oxime derivatives
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Twelve cyclanone O-(2-(3-aryl-4-amino-4H-1,2,4-triazol-3-yl)thio)acetyl)oxime derivatives were synthesized and their structures were confirmed by spectroscopy (IR, 1H NMR, 13C NMR, 19F NMR) and elemental analysis. Their antifungal and antibacterial activities were evaluated against six fungi (Gibberella zeae, Fusarium oxysporum, Clematis mandshurica, Phytophthora infestans, Paralepetopsis sasakii, Sclerotinia sclerotiorum) and two bacteria (Xanthomonas oryzae pv. oryzae (Xoo), Xanthomonas citri subsp. Citri (Xcc)). The results indicated that most of the title compounds exhibited good antibacterial activities. Among them, compounds 6d, 6g, 6h, and 6j showed better antibacterial activities against Xoo and Xcc than that of the commercial agent thiodiazole-copper.
- Chen, Meihang,Chen, Lijuan,Zhu, Xuesong,Wang, Xiaobin,Li, Qin,Zhang, Juping,Lu, Daowang,Xue, Wei
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p. 1259 - 1263
(2017/10/18)
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- Synthesis, biological activities and SAR studies of new 3-substitutedphenyl-4-substitutedbenzylideneamino-1,2,4-triazole Mannich bases and bis-Mannich bases as ketol-acid reductoisomerase inhibitors
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A series of new 3-substitutedphenyl-4-substitutedbenzylideneamino-1,2,4-triazole Mannich bases and bis-Mannich bases were synthesized through Mannich reaction with high yields. Their structures were confirmed by means of IR, 1H NMR, 13C NMR and elemental analysis. The preliminary bioassay indicated that compounds 7g, 7h and 7l exhibited potent in vitro inhibitory activities against ketol-acid reductoisomerase (KARI) with Ki value of (0.38 ± 0.25), (6.59 ± 2.75) and (8.46 ± 3.99) μmol/L, respectively, and were comparable with IpOHA. They could be new KARI inhibitors for follow-up research. Some of the title compounds also exhibited obvious herbicidal activities against Echinochloa crusgalli and remarkable in vitro fungicidal activities against Physalospora piricola and Rhizoctonia cerealis. The SAR of the compounds were analyzed, in which the molecular docking revealed the binding mode of 7g with the KARI, and the 3D-QSAR results provided useful information for guiding further optimization of this kind of structures to discover new fungicidal agents towards Rhizoctonia cerealis.
- Wang, Bao-Lei,Zhang, Li-Yuan,Liu, Xing-Hai,Ma, Yi,Zhang, Yan,Li, Zheng-Ming,Zhang, Xiao
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supporting information
p. 5457 - 5462
(2017/11/17)
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- A process for preparing 3 - substituted - 6 - ferrocenyl methylene - 1, 2, 4 - triazolo [3.4 - b] - 1, 3, 4 - thiadiazole method
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The invention relates to a method for preparing 3-substituted-6-ferrocenylmethylene-1,2,4-triazolo[3.4-b]-1,3,4-thiadiazole. The method comprises the following steps: 1) adding A mmol of ferrocenyl acetic acid, B mmol of 3-substituted-4-amino-5-sulfhydryl
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Paragraph 0034
(2017/11/21)
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- Pharmacological screening of some newly synthesized triazoles for H1 receptor antagonist activity
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The present work deals with the pharmacological screening of some newly synthesized triazoles. A series of 1,2,4-triazoles have been synthesized using benzoic acid or 4-chloro benzoic acid as the starting materials. The synthesized compounds were characterized by physical and spectral analysis viz., Fourier transform infrared spectroscopy, 1H nuclear magnetic resonance, 13C nuclear magnetic resonance, Gas Chromatography-Mass Spectrometry and elemental analysis Carbon, Hydrogen and Nitrogen analysis in order to confirm the structure. Acute toxicity studies were carried out in accordance with the Organization for Economic Co-operation and Development guideline 425. The compounds were not found to be lethal even at a dose level of 2000 mg/kg. Pharmacological evaluation was done following three intact animal experiments and one experiment on the isolated tissue. Results of the study indicated that the compound 7bi and 7bj protected up to 60% against histamine-induced dyspnea. Antihistaminic nature of the test compounds 7bi, 7bj, 7ai, and 7bk were also confirmed by the loss of catalepsy after the administration of clonidine (1%, s.c.). During experiments on isolated tissue, suppression of dose-response curve of histamine indicates a noteworthy denouement in favor of the said effect.
- Gupta, Jeetendra Kumar,Mishra, Pradeep
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p. 2260 - 2271
(2017/10/03)
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- Preliminary SAR and biological evaluation of antitubercular triazolothiadiazine derivatives against drug-susceptible and drug-resistant Mtb strains
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Following up the SAR study of triazolothiadiazoles for their antitubercular activities targeting Mt SD in our previous study, on the principle of scaffold hopping, the C3 and C6 positions of triazolothiadiazine were examined systematically to define a preliminary structure–activity relationship (SAR) with respect to biological activity. This study herein highlights the potential of two highly potent advanced leads 6c-3, 6g-3 and several other compounds with comparable potencies as promising new candidates for the treatment of TB (6c-3, MIC-H37Rv?=?0.25?μg/mL; MIC-MDRTB?=?2.0?μg/mL; MIC-RDRTB?=?0.25?μg/mL; Mt SD-IC50?=?86.39?μg/mL; and 6g-3, MIC-H37Rv?=?1.0?μg/mL; MIC-MDRTB?=?4.0?μg/mL; MIC-RDRTB?=?2.0?μg/mL; Mt SD-IC50?=?73.57?μg/mL). Compounds 6c-3 and 6g-3 possessed a para-nitro phenyl at the 6 position showed low Vero and HepG2 cells toxicity, turning out to be two excellent lead candidates for preclinical trials. In addition, in vitro Mt SD inhibitory assay indicates that Mt SD is at least one of the targets for their antitubercular activity. Thus, they may turn out to be promising multidrug-resistance-reversing agents.
- Li, Ziqiang,Bai, Xiaoguang,Deng, Qi,Zhang, Guoning,Zhou, Lei,Liu, Yishuang,Wang, Juxian,Wang, Yucheng
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p. 213 - 220
(2016/12/18)
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- Synthesis and biological evaluation of disulfides bearing 1,2,4-triazole moiety as antiproliferative agents
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A series of novel nonsymmetrical disulfides bearing 1,2,4-triazole moiety were designed, synthesized, and evaluated for their in vitro antiproliferative activities against human cancer cell lines SMMC-7721, Hela, A549, and normal cell lines L929 by CCK-8 assay. The preliminary bioassay results demonstrated that most of the tested compounds 8a–r exhibited good antiproliferative activities, and some compounds showed better effects than positive control 5-fluorouracil against various cancer cell lines. Among these compounds, compound 8l showed significant antiproliferative activity against SMMC-7721 cells with IC50 value of 2.97 μM. Compound 8f displayed highly effective biological activity against Hela cells with IC50 value of 3.51 μM. Compound 8d exhibited the best inhibitory effect against A549 cells with IC50 value of 2.79 μM. Furthermore, some of the tested compounds showed weak cytotoxic effect against the normal cell lines L929. The pharmacological results suggest that the substituent groups are vital for improving the potency and selectivity of this class of compounds.
- Wang, Xue-Feng,Zhang, Shuai,Li, Bao-Lin,Zhao, Ji-Jun,Liu, Yu-Ming,Zhang, Rui-Lian,Li, Bo,Chen, Bao-Quan
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p. 3367 - 3374
(2017/11/16)
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- Synthesis and biological evaluation of novel glycosyl-containing 1,2,4-triazolo[3,4-b][1,3,4]thiadiazole derivatives as acetylcholinesterase inhibitors
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An efficient protocol for the synthesis of novel glycosyl-containing 1,2,4-triazolo[3,4-b][1,3,4]thiadiazole derivatives starting from the commercially available d-glucosamine hydrochloride is described by reaction of glycosyl isothiocyanate with various aminotriazoles in DMF. Glycosyl isothiocyanate is an important intermediate and synthetic methods are discussed. The acetylcholinesterase inhibitory activity of these compounds was tested by Ellman’s method. It was found that most compounds exhibited over 90% inhibition and they were subsequently evaluated for their IC50values.
- Liu, Xiu-Jian,Wang, Lei,Yin, Long,Cheng, Feng-Chang,Sun, Hui-Min,Liu, Wei-Wei,Shia, Da-Hua,Caoa, Zhi-Ling
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p. 571 - 575
(2017/11/14)
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- Design, synthesis and antimicrobial activities of thiouracil derivatives containing triazolo-thiadiazole as SecA inhibitors
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A series of novel thiouracil derivatives containing a triazolo-thiadiazole moiety (7a-7l) have been synthesized by structural modifications on a lead SecA inhibitor, 2. All the compounds have been evaluated for their antibacterial activities against Bacillus amyloliquefaciens, Staphylococcus aureus, and Bacillus subtilis. Compounds 7d and 7g were also tested for their inhibitory activities against SecA ATPase due to their promising antimicrobial activities. The inhibitory activity of compound 7d was found to be higher than that of 2. Molecular docking work suggests that compound 7d might bind at a pocket close to the ATPase ATP-binding domain.
- Cui, Penglei,Li, Xiaoliu,Zhu, Mengyuan,Wang, Binghe,Liu, Jing,Chen, Hua
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p. 159 - 165
(2017/01/03)
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- 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole compound and application thereof
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The invention discloses a group of 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole compounds, and application thereof, namely application of ten 3-substituted phenyl-6-butyl dithio-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole compounds comprising 3-phenyl-6-n-butyl dithio-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole, 3-phenyl-6-isobutyl dithio-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole, 3-p-methoxyphenyl-6-n-butyl dithio-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole and the like. The ten compounds have antitumor activity, are used for preparing drugs for fighting against cervical cancer (Hela), liver cancer (SMMC-7721) and lung cancer (A549), and create a new way for developing a new cancer-fighting drug.
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- Novel Triazole-Piperazine Hybrid Molecules Induce Apoptosis via Activation of the Mitochondrial Pathway and Exhibit Antitumor Efficacy in Osteosarcoma Xenograft Nude Mice Model
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Mitochondria impart a crucial role in the regulation of programmed cell death and reactive oxygen species (ROS) generation, besides serving as a primary energy source. Mitochondria appeared as an important target for the therapy of cancer due to their significant contribution to cell survival and death. Here, we report the design and synthesis of a novel series of triazole-piperazine hybrids as potent anticancer agents. MCS-5 emerged as an excellent anticancer agent which showed better anticancer activity than the standard drug doxorubicin in in vitro and in vivo studies. MCS-5 displayed an IC50 value of 1.92 μM and induced apoptosis in Cal72 (human osteosarcoma cell line) cells by targeting the mitochondrial pathway. This compound arrested the G2/M phase of the cell cycle and induced ROS production and mitochondrial potential collapse in Cal72 cells. MCS-5 displayed excellent anticancer activity in the Cal72 xenograft nude mice model, where it significantly reduced tumor progression, leading to enhanced life span in treated animals compared to control and doxorubicin treated animals without exerting noticeable toxicity. In addition, a 2DG optical probe guided study clearly evoked that MCS-5 remarkably reduced tumor metastasis in the Cal72 xenograft nude mice model. These results indicate that MCS-5 appeared as a novel chemical entity which is endowed with excellent in vitro as well as in vivo anticancer activity and may contribute significantly to the management of cancer in the future.
- Mishra, Chandra Bhushan,Mongre, Raj Kumar,Kumari, Shikha,Jeong, Dong Kee,Tiwari, Manisha
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p. 753 - 768
(2017/03/24)
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- 1,2,4-Triazole-3-thione Compounds as Inhibitors of Dizinc Metallo-β-lactamases
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Metallo-β-lactamases (MBLs) cause resistance of Gram-negative bacteria to β-lactam antibiotics and are of serious concern, because they can inactivate the last-resort carbapenems and because MBL inhibitors of clinical value are still lacking. We previously identified the original binding mode of 4-amino-2,4-dihydro-5-(2-methylphenyl)-3H-1,2,4-triazole-3-thione (compound IIIA) within the dizinc active site of the L1 MBL. Herein we present the crystallographic structure of a complex of L1 with the corresponding non-amino compound IIIB (1,2-dihydro-5-(2-methylphenyl)-3H-1,2,4-triazole-3-thione). Unexpectedly, the binding mode of IIIB was similar but reverse to that of IIIA. The 3 D structures suggested that the triazole–thione scaffold was suitable to bind to the catalytic site of dizinc metalloenzymes. On the basis of these results, we synthesized 54 analogues of IIIA or IIIB. Nineteen showed IC50 values in the micromolar range toward at least one of five representative MBLs (i.e., L1, VIM-4, VIM-2, NDM-1, and IMP-1). Five of these exhibited a significant inhibition of at least four enzymes, including NDM-1, VIM-2, and IMP-1. Active compounds mainly featured either halogen or bulky bicyclic aryl substituents. Finally, some compounds were also tested on several microbial dinuclear zinc-dependent hydrolases belonging to the MBL-fold superfamily (i.e., endonucleases and glyoxalase II) to explore their activity toward structurally similar but functionally distinct enzymes. Whereas the bacterial tRNases were not inhibited, the best IC50 values toward plasmodial glyoxalase II were in the 10 μm range.
- Sevaille, Laurent,Gavara, Laurent,Bebrone, Carine,De Luca, Filomena,Nauton, Lionel,Achard, Maud,Mercuri, Paola,Tanfoni, Silvia,Borgianni, Luisa,Guyon, Carole,Lonjon, Pauline,Turan-Zitouni, Gülhan,Dzieciolowski, Julia,Becker, Katja,Bénard, Lionel,Condon, Ciaran,Maillard, Ludovic,Martinez, Jean,Frère, Jean-Marie,Dideberg, Otto,Galleni, Moreno,Docquier, Jean-Denis,Hernandez, Jean-Fran?ois
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p. 972 - 985
(2017/06/27)
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- An efficient method for synthesis of some heterocyclic compounds containing 3-iminoisatin and 1,2,4-triazole using Fe3O4 magnetic nanoparticles
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1,2,4-triazole derivatives were prepared by reaction of thiocarbohydrazide and some esters in 60% ethanol. Condensation of 1,2,4-triazole derivatives with isatin gave Schiff bases of 3-iminoisatin derivatives. Reaction of malonic or succinic acid dihydraz
- Nami, Navabeh,Zareyee, Daryoush,Ghasemi, Maryam,Asgharzadeh, Ameneh,Forouzani, Mehdi,Mirzad, Somayeh,Hashemi, S. Milad
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p. 279 - 290
(2017/05/04)
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- A 4-amino-5-substituted -1, 2, 4-triazole-3-thione and its preparation method
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The invention discloses 4-amino-5-substittued-1,2,4-triazole-3-thioketone and a preparation method thereof. The preparation method comprises the following steps: adding A moles of carboxylic acid, B moles of symmetry dithiosemicarbazide and C moles of pho
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Paragraph 0027 - 0029
(2016/11/28)
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- 1,2,4-Triazolethione derivative containing (hetero)aryl group and piperazine, and preparation method and application thereof
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The invention discloses a 1,2,4-triazolethione derivative containing a (hetero)aryl group and piperazine, and a preparation method and an application thereof. The synthesis method has the advantages of few reaction steps, simple and mild conditions, simple operation and high yield. The derivative has a structural formula represented by general formula I and general formula II, and R, R and R in the general formula I and the general formula II are as defined in claim 1. The above compounds have certain in vitro inhibition activity to cucumber fusarium wilt, Cercospora arachidicola Hori, Macrophoma kawatsukai, Altemaria solani, Fusarium graminearum, Rhizoctonia cerealis and other plant pathogens, and especially have high in vitro inhibition activity on the cucumber fusarium wilt, Cercospora arachidicola Hori, Macrophoma kawatsukai and Rhizoctonia cerealis. The compounds of the general formula I and general formula II simultaneously have rice KARI enzyme in vitro inhibition activity. The derivative is suitable for comprehensive control of fungus damages on various crops.
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Paragraph 0062; 0063; 0064
(2016/10/07)
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- 1,2,4-triazole compound containing oxime carboxylate, and preparation method and application thereof
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The invention discloses a 1,2,4-triazole compound containing oxime carboxylate, and a preparation method and application thereof. The general formula (I) of the compound is described in the specification. In the formula (I), R is selected from a group consisting of a phenyl group, a 4-fluorophenyl group, a 4-chlorophenyl group, a 4-trifluoromethylphenyl group, a 4-nitrophenyl group, a 4-methoxyphenyl group, a 3,4-dimethyoxyphenyl group and a 3,4,5-trimethoxyphenyl group; R1 is a methyl group or ethyl group; and R2 is a methyl group. The compound provided by the invention has good biological activity in inhibition of Xanthomonas axonopodis pv.citri, Ralstonia solanacearum and Xanthomonas oryzae pv.oryzae.
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Paragraph 0020; 0025
(2018/02/04)
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- 1, 2, 4- triazoles[3, 4-b]-1, 3, 4-thiadiazole derivative containing glucosamine, and preparation method and application thereof
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The invention relates to a 1, 2, 4- triazoles[3, 4-b]-1, 3, 4-thiadiazole derivative containing glucosamine. Theinvention also relates to a synthetic method of the 1, 2, 4- triazoles[3, 4-b]-1, 3, 4-thiadiazole derivative containing glucosamine. The method comprises the following steps of: reacting substituted hydrazine with potassium hydroxide and carbon disulfide to obtain potassium salt; conducting cyclization on the potassium salt under the action of hydrazine hydrate to obtain 3-substituted-4-amino-5- sulfydryl-1,2,4-triazole, reacting the 3-substituted-4-amino-5- sulfydryl-1,2,4 -triazole with 2-deoxy-2-isothiocyanate-1,3,4,6-quaternary-O-benzyl-beta-D-glucopyranose for direct synthesis of N- (1,3,4, 6- quaternary-O-benzyl-beta-D-glucopyranose-2-yl) -6-amino-3- substituted-1,2,4-triazole[3,4-b]-1,3,4- thiadiazole. The synthesis method of the invention is simple, has small environmental pollution and simple posttreatment; and the synthesized material has strong inhibiting effect on acetylcholinesterase has broad application prospects in preparing anti-acetylcholinesterase drugs.
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Paragraph 0046
(2017/01/17)
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- Impact of inclusion complex formation on absorption and emission characteristics of some 4-arylidenamino-5-phenyl-4H-1,2,4-triazole-3-thiols
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The inclusion complexes of a series of 4-arylidenamino-5-phenyl-4H-1,2,4-triazole-3-thiols have been synthesized with β-cyclodextrin. The compounds and their inclusion complexes have been characterized by studying their physical and spectral properties. The thermodynamic stability constant and free energy of activation have been determined to know the stability of inclusion complexes and type of host-guest relation. Finally, the absorption, excitation and emission spectra of the compounds and their inclusion complexes have been taken to examine whether the inclusion complex formation has any impact on absoption and emission characteristics of 4-arylidenamino-5-phenyl-4H-1,2,4-triazole-3-thiols. It is found that inclusion complex formation brings about a drastic change in absorption, excitation and emission spectra of newly synthesized compounds.
- Panda, Sunakar,Nayak, Sashikanta,Das,Singh
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p. 981 - 986
(2016/03/01)
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- Impact of inclusion complex formation on antibacterial, antioxidant and anthelmintic activities of some 4-arylidenamino-5-phenyl-4H-1,2,4-triazole-3-thiols
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Three different 4-arylidenamino-5-phenyl-4H-l,2,4-triazole-3-thiols have been synthesized and their inclusion complexes are prepared with β-cyclodextrin. The compounds and their inclusion complexes have been characterized by studying their physical and spectral properties. The determination of thermodynamic stability constant and standard free energy change indicates that inclusion complexes of the newly synthesized compounds are stable and their formation is thermodynamically allowed. Finally, the compounds and their inclusion complexes are screened for antibacterial, antioxidant and anthelmintic activities. It is found that inclusion complex formation increases the antibacterial, antioxidant and anthelmintic activities significantly as compared to naked compounds. The higher pharmacological activities have been explained in terms of enhanced solubility in the systemic circulation which makes them more available to specific tissues for better therapeutic efficacy.
- Nayak, Sashikanta,Panda, Sunakar
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p. 1144 - 1150
(2017/04/28)
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- Synthesis, Antimicrobial, and Antioxidant Activities of Some Fused Heterocyclic [1,2,4]Triazolo[3,4-b][1,3,4]thiadiazole Derivatives
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In the present work, we synthesized a series of [1,2,4]triazolo[3,4-b][1,3,4]thiadiazole derivatives (6a, 6b, 6c, 6d, 6e, 6f and 7a, 7b, 7c, 7d, 7e, 7f) by using simple starting materials, namely, β-amino acids and different aromatic acid hydrazides. The
- Seelolla, Gangadhara,Ponneri, Venkateswarlu
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p. 929 - 936
(2016/05/19)
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- Synthesis, structural characterization and biological studies of neodymium(III) and samarium(III) complexes with mercaptotriazole Schiff bases
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A series of neodymium(III) and samarium(III) complexes of type [Ln(L)Cl(H2O)3] have been synthesized with Schiff bases (LH2) derived from 3-(phenyl/substituted phenyl)-4-amino-5-mercapto-1,2,4-triazoles and isatin. The str
- Ain, Qurratul,Pandey, Sarvesh Kumar,Pandey, Om Prakash,Sengupta, Soumitra Kumar
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p. 102 - 108
(2016/01/29)
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- Studies on Absorption and Emission Characteristics of Inclusion Complexes of Some 4-Arylidenamino-5-phenyl-4H-1, 2, 4-triazole-3-thiols
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The inclusion complexes of a series of 4-arylidenamino-5-phenyl-4H-1, 2, 4-triazole-3-thiols have been prepared with β-cyclodextrin. The compounds and their inclusion complexes have been characterized by studying their physical and spectral properties. Th
- Panda, Sunakar,Nayak, Sashikanta
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p. 413 - 425
(2016/03/12)
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- SAR studies on 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles as inhibitors of Mtb shikimate dehydrogenase for the development of novel antitubercular agents
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Shikimate dehydrogenase, an essential protein for the biosynthesis of the chorismate end product, is a highly promising therapeutic target, especially for the discovery and development of new-generation anti-TB agents. Following up the identification of one lead 3,6-disubstituted 1,2,4-triazolo[3,4-b][1,3,4]thiadiazole (1), targeting Mt SD in our previous study, an extensive SAR study for optimization of the lead compound was performed through systematic modification of the 3 and 6 positions. This study has successfully led to the discovery of two highly potent advanced leads 6d-4, 6c-4 and several other compounds with comparable potencies (6d-4, MIC-H37Rv = 0.5 μg mL-1; MIC-MDRTB = 4.0 μg mL-1; MIC-RDRTB = 0.5 μg mL-1; Mt SD-IC50 = 14.20 μg mL-1; and 6c-4, MIC-H37Rv = 0.5 μg mL-1; MIC-MDRTB = 4.0 μg mL-1; MIC-RDRTB = 1.0 μg mL-1; Mt SD-IC50 = 6.82 μg mL-1). These advanced lead compounds possess a para-halogen phenyl at the 3 position. In vitro Mt SD inhibitory assay indicates that Mt SD is the target for their antitubercular activity. Moreover, the BacT/ALERT 3D liquid culture technology and in vitro Mt SD inhibitory assay were initially applied.
- Li, Ziqiang,Liu, Yishuang,Bai, Xiaoguang,Deng, Qi,Wang, Juxian,Zhang, Guoning,Xiao, Chunling,Mei, Yaning,Wang, Yucheng
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p. 97089 - 97101
(2015/12/01)
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- Facile synthesis of new 10-substituted-5H-naphtho[1,2-e][1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-5-ones
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The reaction of 2-bromo-1,4-naphthoquinone with 4-amino-5-aryl-4H-1,2,4-triazole-3-thiols in ethanol at 50 °C gave the corresponding 2-[(4-amino-5-aryl-4H-1,2,4-triazol-3-yl)thio]naphthalene-1,4-diones. Their treatment with EtOH/HCl under reflux conditions produced 10-substituted-5H-naphtho[1,2-e][1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-5-ones through intramolecular cyclization.
- Khalafy, Jabbar,Mohammadlou, Mahsa,Mahmoody, Miri,Salami, Fatemeh,Poursattar Marjani, Ahmad
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p. 1528 - 1530
(2015/03/14)
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- Synthesis and Biological Evaluation of Kojic Acid Derivatives Containing 1,2,4-triazole as Potent Tyrosinase Inhibitors
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A series of 5-substituted-3-[5-hydroxy-4-pyrone-2-yl-methymercapto]-4-amino-1,2,4-triazole derivatives were synthesized by nucleophilic substitution reaction of 5-hydroxy-2-chloromethyl -4H-pyran-4-one with 5-substituted-3-mercapto-4-amino-1,2,4-triazole,
- Xie, Wenlin,Zhang, Jingai,Ma, Xiaojing,Yang, Wenqian,Zhou, Ying,Tang, Xufu,Zou, Yan,Li, Hui,He, Jingjing,Xie, Shimin,Zhao, Yunhui,Liu, Fengping
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p. 1087 - 1092
(2015/10/28)
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- Synthesis and antimicrobial evaluation of 5-aryl-1,2,4-triazole-3-thione derivatives containing a rhodanine moiety
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Three series of 5-aryl-1,2,4-triazole-3-thione derivatives containing a rhodanine moiety (5a-k, 6a-i, and 7a-i) have been synthesized, characterized and evaluated for their antibacterial activity. Some of these displayed potent antibacterial activity against several Gram-positive and Gram-negative bacterial strains (including multidrug-resistant clinical isolates) with minimum inhibitory concentration (MIC) values in the range of 4-64 μg/mL and minimum bactericidal concentration (MBC) values in the range of 8-256 μg/mL. Compared with previously reported rhodanine derivatives, these compounds exhibited a broad spectrum of antibacterial activity by means of introducing 4-amino-5-aryl-1,2,4-triazole-3-thione moiety. Notably, compound 5f exhibited good antibacterial activity against Staphylococcus aureus RN 4220, S. aureus 209, S. aureus 503, Gram-negative bacteria (Escherichia coli 1924), and Candida albicans 7535 with MBC values of 8 or 16 μg/ml. All of the compounds synthesized in the current Letter were characterized by 1H NMR, 13C NMR, infrared and mass spectroscopy.
- Li, Chao,Liu, Jia-Chun,Li, Ya-Ru,Gou, Cheng,Zhang, Mei-Ling,Liu, Hong-Yan,Li, Xiao-Zhen,Zheng, Chang-Ji,Piao, Hu-Ri
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supporting information
p. 3052 - 3056
(2015/06/22)
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- Synthesis of novel (E)-α-(methoxyimino) benzeneacetate derivatives and their fungicidal activities
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In order to find novel strobilurin derivatives with good fungicidal activities, a series of (E)-α-(methoxyimino)benzeneacetate analogues containing 1,2,4-triazole Schiff base moiety were designed and synthesized. Their structures were confirmed by IR,sup
- Wang, Xianyou,Wang, Hua,Chen, Peiyun,Pang, Yanping,Zhao, Zhilei,Wu, Guangchen
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p. 502 - 510
(2015/08/04)
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- Synthesis, docking and evaluation of antioxidant and antimicrobial activities of novel 1,2,4-triazolo[3,4-b][1,3,4]thiadiazol-6-yl)selenopheno[2,3- d]pyrimidines
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A series of 1,2,4-(triazolo[3,4-b][1,3,4]thiadiazol-6-yl)selenopheno[2,3-d] pyrimidines (10a-j) were synthesized with various substituted anilines and benzoic acids. Structures of newly synthesized compounds were established by IR, 1H & 13C NMR and LC-MS spectral data. The antioxidant activity of the synthesized compounds was evaluated by DPPH, NO and H 2O2 radical scavenging methods. The newly synthesized compounds were evaluated for their antimicrobial activity against Gram +ve and Gram -ve bacteria and antifungal activity by well diffusion method. Compounds 10d, 10h and 10i showed promising antioxidant, antibacterial as well as antifungal activity and these were found to be the most potent activity molecules when compared with that of standard drugs. Molecules docking studies have been performed on Staphylococcus aureus (SA) of Gram +ve bacteria.
- Kotaiah,Nagaraju,Harikrishna,Venkata Rao,Yamini,Vijjulatha
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p. 195 - 202
(2014/03/21)
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- Synthesis and spectral characterization of Zn(II) microsphere series for antimicrobial application
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Microsphere series have been synthesized by reacting zinc(II) acetate dihydrate with Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole/oxadiazole/triazole with salicylaldehyde. Elemental analysis suggests that the complexes have 1:2 and 1:1 stoichiometry of the type [Zn(L)2(H2O)2] and [Zn(L′)(H 2O)2]; LH = Schiff bases derived from 2-hydrazino-5- [substituted phenyl]-1,3,4-thia/oxadiazole with salicylaldehyde; L′H 2 = Schiff bases derived from 3-(substituted phenyl)-4-amino-5- hydrazino-1,2,4-triazole and salicylaldehyde and were characterized by elemental analyses, IR, 1H NMR and 13C NMR spectral data. Scanning electron microscopy (SEM) showed that synthesized materials have microsphere like structure and there EDX analysis comparably matches with elemental analysis. For the antimicrobial application Schiff bases and their zinc(II) complexes were screened for four bacteria e.g. Bacillus subtilis, Pseudomonas aeruginosa, Salmonella typhi, Streptococcus pyogenes and four fungi e.g. Cyrtomium falcatum, Aspergillus niger, Fusarium oxysporium and Curvularia pallescence by the reported method. Schiff base and Zn(II) compounds showed significant antimicrobial activities. However, activities increase upon chelation. Thermal analysis (TGA) data of compound (10) showed its stability up to 300 °C.
- Singh, Ajay K.,Pandey, Sarvesh K.,Pandey,Sengupta
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p. 376 - 383
(2014/07/21)
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- Syntheses, spectral and structural characterization of Ni(II) complexes of 4-amino-5-phenyl/3-pyridyl/thiophen-2H-1,2,4-triazole-3-thione
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New mixed ligand complexes [Ni(aptt)2(en)2] (1), [Ni(apytt)2(en)2]×CHCl3 (2) and [Ni(athtt)2(en)2] (3) with 4-amino-5-phenyl-2H-1,2,4- triazole-3-thione (Haptt), 4-amino-5-(pyridin-3-yl)-4,5-dihydro-3H-1,2,4- triazole-3-thione (Hapytt) and 4-amino-5-thiophen-2H-1,2,4-triazole-3-thione (Hathtt) have been prepared containing en as the secondary ligand. The metal complexes have been characterized with the aid of elemental analyses, IR, magnetic susceptibility and single crystal X-ray data. All the complexes are bonded through two nitrogen atoms of two triazole ligands and four nitrogens of two ethylenediamine and the resulting complexes have distorted octahedral geometry. The triazole ligands behave as uninegative monodentate, bonding through triazole nitrogen due to the hard character of the nickel(II). The complexes contain extended hydrogen bonding providing supramolecular framework. The course of the thermal degradation of complex 2 has been investigated by TG-DTA which suggest the loss of CHCl3 molecule around 200 C and finally a residue of NiS is left behind.
- Bharty,Bharati, Pooja,Bharti,Singh,Singh, Sanjay,Singh
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p. 326 - 332
(2013/12/04)
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- Synthesis and Biological Activities of Some Novel (E)-Alpha-(methoxyimino)benzeneacetate Derivatives with Modified 1,2,4-Triazole Moiety
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To find new strobilurin analogues with high activity against resistant pathogens, a series of (E)-α-(methoxyimino)benzeneacetate derivatives containing 1,2,4-triazole Schiff base side chain were designed and synthesized. Their structures were confirmed by
- Wang, Xianyou,Wang, Hua,Chen, Peiyun,Pang, Yanping,Zhao, Zhilei,Wu, Guangchen
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- Triazole and benzotriazole derivatives as novel inhibitors for p90 ribosomal S6 protein kinase 2: Synthesis, molecular docking and SAR analysis
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A series of triazole and benzotriazole derivatives as novel p90 ribosomal S6 protein kinase 2 (RSK2) inhibitors were designed and synthesized. The in vitro activities against RSK2 were evaluated, and among 14 compounds, compounds 5, 6, 11, 12, 13 and 14 exhibited enzyme IC50 values of 8.91, 2.86, 3.19, 3.05, 4.49 and 2.09 μmol/L respectively. The proposed binding modes were simulated using molecular docking method, and the docking results coupled with the structure-activity relationship (SAR) analysis indicated that all these active compounds bound to the RSK2 ATP binding site at NTKD, and the electron-donating groups on the 4-position of phenyl were the determinant point for the inhibitory activity. In the present study, a series of triazole and benzotriazole derivatives as novel p90 ribosomal S6 protein kinase 2 (RSK2) inhibitors were designed and synthesized. The in vitro activities of the 14 compounds against RSK2 were evaluated, among which, compounds 5, 6, 11, 12, 13 and 14 exhibited enzyme IC50 values of 8.91, 2.86, 3.19, 3.05, 4.49 and 2.09 μmol/L respectively. The proposed binding modes were simulated using molecular docking method, and the docking results coupled with the structure-activity relationship (SAR) analysis indicated that all our active compounds bound to the RSK2 ATP binding site at NTKD, and the electron-donating groups on the 4-position of phenyl were the key point for the inhibitory activity. Copyright
- Yuan, Jun,Zhong, Ye,Li, Shiliang,Zhao, Xue,Luan, Guoqin,Zhao, Zhenjiang,Huang, Jin,Li, Honglin,Xu, Yufang
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p. 1192 - 1198
(2013/10/21)
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- Crystal structure of 6-ferrocenyl-3-phenyl-[1,2,4]triazolo[3,4-b][1,3,4] thiadiazole
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A new compound of 6-ferrocenyl-3-phenyl-[1,2,4]triazolo[3,4-b][1,3,4] thiadiazole is synthesized and its single crystal structure is determined by X-ray diffraction method. The compound belongs to the monoclinic P2 1/c space group with cell par
- Wu
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p. 983 - 985
(2014/01/06)
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