- Synthesis and characterization of transition metal complexes of potassium 3-(pyridine-4-carbonylmethyl)-dithiocarbazate
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The preparation and characterization of some dipositive metal ion complexes derived from potassium 3-(pyridine-4-carbonylmethyl)-dithiocarbazate (PCDHK) are reported. The solid complexes of the composition ML·nH2O (M=Cu(II), Co(II), Mn(II), Zn(II), Cd(II), Ni(II), Pb(II), L = PCD-2, n = 0, 1, PCD-2= PCDHK-K+-H+) and ML 2·2H2O (M=UO2(IV), L=PCDH-1, PCDH-1=PCDHK-K+) have been characterized by elemental analyses, IR, UV, and 1H NMR spectra. The IR spectral data indicate that PCDHK behaves as either a mononegative or binegative ligand and coordinates in a tridentate or bridging tetradentate manner.
- Liu, Dong,Liu, Su-Yan,Yang, Xin-Ping,Xu, Peng-Fei,Zhang, Zi-Yi
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- Syntheses, structural and thermal studies on Zn(II) complexes of 5-aryl-1,3,4-oxadiazole-2-thione and dithiocarbamates: Antibacterial activity and DFT calculations
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The new complexes [Zn(pyot)2(en)2] (1), [Zn(mphot)2(en)2] (2), [Zn(bhpzdtc)2(py)] (3), [Zn(bhpzdtc)2(4-pic)] (4) and [Zn(ecpzdtc)(bpy)(Cl)] (5) {pyot = 5-(4-pyridyl)-1,3,4-oxadiazole-2-thio
- Bharty,Dani,Nath,Bharti,Singh,Prakash, Om,Singh, Ranjan K.,Butcher
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- Synthesis, spectral and structural studies of a Mn(II) complex of [N′-(pyridine-4-carbonyl)-hydrazine]-carbodithioic acid ethyl ester and Mn(II) and Ni(II) complexes of [N′-(pyridine-4-carbonyl)-hydrazine]-carbodithioic acid methyl ester
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The new complexes [Mn(Hpchce)2(o-phen)], {2[Mn(pchcm)(o-phen)2]}·7H2O and [Ni(Hpchcm)(o-phen)2]Cl·CH3OH with [N′-(pyridine-4-carbonyl)-hydrazine]-carbodithioic acid ethyl ester (H2pchce) and [N′-(pyridine-4-carbonyl)-hydrazine]-carbodithioic acid methyl ester (H2pchcm) have been synthesized, containing o-phenanthroline (o-phen) as a coligand. These ligands and their complexes have been characterized by elemental analyses, IR, magnetic susceptibility and single crystal X-ray data. H2pchce (2), [Mn(Hpchce)2(o-phen)] (3) {2[Mn(pchcm)(o-phen)2]}·7H2O (4) and [Ni(Hpchcm)(o-phen)2]Cl·CH3OH (5) crystallized in the monoclinic system, space group Pc, C2/c, P21/n and P21/n, respectively. The (N, O) donor sites of the bidentate ligands chelate the Mn(II) and Ni(II) centers forming a five-membered CN2OM ring. The resulting complexes are paramagnetic and have a distorted octahedral geometry.
- Singh,Bharty,Kushawaha,Singh,Tyagi, Pooja
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- Synthesis, structural characterization, DFT, fluorescence, and redox behaviour of 4-[5-(2-picolylsulfanyl)-1,3,4-oxadiazole-2-yl]-pyridine
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The effective experimental content of this paper reports the synthesis of new 1,3,4-oxadiazole derivative 4-[5-(2-picolylsulfanyl)-1,3,4-oxadiazole-2-yl]-pyridine (pop) which was carried out in a cyclization reaction containing potassium N′-(pyridine-4-carbonyl)-hydrazinecarbodithioate in the presence of 2-picolyl chloride. The synthesized compound pop has been characterized by elemental analyses, UV–vis., Infrared, NMR, and X-ray diffraction data which crystallizes in a triclinic system having space group P-1. The dihedral angle formed between the pyridine ring and oxadiazole ring indicates that all the rings present in the compound are planar with each other. An electrochemical study shows that compound pop exhibits a reversible redox process assignable to a one-electron transfer reaction. The intermolecular C–H···N hydrogen bonding and π···π interactions provide stability to the structure of compound pop. The fingerprint plots associated with Hirshfeld surface analysis clearly shows that there are two types of weak interactions N···H–C and S···C through red spots. Fluorescence spectra of Co2+, Cr2+, Cu2+, Cd2+, Hg2+, and Zn2+ ions with pop exhibit better fluorescence whereas Mn2+ and Ni2+ ions are less fluorescent as compared to the free pop. To get a better understanding of Frontier molecular orbitals and intramolecular charge transfer property, theoretical calculations, such as density functional theory (DFT), were performed which indicates that compound pop is soft and highly reactive.
- Bharty, M. K.,Butcher, R. J.,Chandra, S.,Gond, M. K.,Jaiswal, S.,Kushwaha, D.,Maiti, B.
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- Design, synthesis, antibacterial evaluation, and computational studies of hybrid oxothiazolidin–1,2,4-triazole scaffolds
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Bacterial infections are a serious threat to human health due to the development of resistance against the presently used antibiotics. The problem of growing and widespread antibiotic resistance is only getting worse with the shortage of new classes of antibiotics, creating a substantial unmet medical need in the treatment of serious bacterial infections. Therefore, in the present work, we report 18 novel hybrid thiazolidine–1,2,4-triazole derivatives as DNA gyrase inhibitors. The derivatives were synthesized by multistep organic synthesis and characterized by spectroscopic methods (1H and 13C nuclear magnetic resonance and mass spectroscopy). The derivatives were tested for DNA gyrase inhibition, and the result emphasized that the synthesized derivatives have a tendency to inhibit the function of DNA gyrase. Furthermore, the compounds were also tested for antibacterial activity against three Gram-positive (Bacillus subtilis [NCIM 2063], Bacillus cereus [NCIM 2156], Staphylococcus aureus [NCIM 2079]) and two Gram-negative (Escherichia coli [NCIM 2065], Proteus vulgaris [NCIM 2027]) bacteria. The derivatives showed a significant-to-moderate antibacterial activity with noticeable antibiofilm efficacy. Quantitative structure–activity relationship (QSAR), ADME (absorption, distribution, metabolism, elimination) calculation, molecular docking, radial distribution function, and 2D fingerprinting were also performed to elucidate fundamental structural fragments essential for their bioactivity. These studies suggest that the derivatives 10b and 10n have lead antibacterial properties with significant DNA gyrase inhibitory efficacy, and they can serve as a starting scaffold for the further development of new broad-spectrum antibacterial agents.
- Pathak, Prateek,Novak, Jurica,Shukla, Parjanya K.,Grishina, Maria,Potemkin, Vladimir,Verma, Amita
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- Synthesis and Biological Evaluation of 1,2,4-Triazole Thioethers as Both Potential Virulence Factor Inhibitors against Plant Bacterial Diseases and Agricultural Antiviral Agents against Tobacco Mosaic Virus Infections
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Targeting the virulence factors of phytopathogenic bacteria is an innovative strategy for alleviating or eliminating the pathogenicity and rapid outbreak of plant microbial diseases. Therefore, several types of 1,2,4-triazole thioethers bearing an amide l
- Fang, Zi-Mian,Guo, Deng-Xuan,Ji, Jin,Liu, Li-Wei,Qi, Pu-Ying,Shao, Wu-Bin,Wang, Jin-Jing,Wang, Pei-Yi,Yang, Song,Zhou, Xiang
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p. 15108 - 15122
(2021/12/27)
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- HERBICIDAL COMPOUNDS
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Compounds of the formula (I) wherein the substituents are as defined in claim 1, useful as a pesticides, especially as herbicides.
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Page/Page column 88-89
(2021/04/10)
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- Design, synthesis, biological activity, crystal structure and theoretical calculations of novel 1,2,4-triazole derivatives
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Series of 1,2,4-triazole Schiff base (Ia-f) were designed and synthesized. Their in-vitro antifungal activity to pythium solani, gibberlla nicotiancola, fusarium oxysporium fs.p. niveum and gibberlla saubinetii were evaluated. The results showed compound If exhibited good activity with tested fungi, which indicated that 1,2,4-triazole scaffold with introduction of imidazole phenyl could keep the antifungal activity. In order to further research the compound If, the crystal structure was detected by X-ray diffraction. Meanwhile, the FT-IR, FT-Raman, natural bond orbital (NBO), HOMO-LUMO and MEP were calculated at B3LYP/6-311G+(d,p) level. All the results will be helpful for further drug design in 1,2,4-triazole analogues.
- Jin, Ruyi,Wang, Yanyan,Guo, Hui,Long, Xu,Li, Jiajia,Yue, Shijun,Zhang, Shuan,Zhang, Guanghui,Meng, Qinghua,Wang, Chuan,Yan, Hao,Tang, Yuping,Zhou, Sha
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- 1,2,4-Triazole-conjugated 1,3,4-thiadiazole hybrid scaffolds: A potent ameliorant of carrageenan-induced inflammation by lessening proinflammatory mediators
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Inflammation acts as an alarming signal for the progression of various biological complications. Various reports in the literature have revealed that heterocycle-containing synthetic compounds have a restorative capability against acute and chronic inflammatory stages. In the current study, we synthesized a series of 1,2,4-triazole-conjugated 1,3,4-thiadiazole hybrid scaffolds and evaluated their impacts against carrageenan-induced paw edema and proinflammatory markers in Wistar rats. Further, 3D QSAR study (three-dimensional quantitative structure–activity relationships), ADMET (absorption, distribution, metabolism, and excretion) profiling, and docking studies were performed to determine the possible mechanism of the action of the derivatives. The study shows that the most active derivatives, 13f and 13g, have optimal logP, a higher anti-inflammatory activity score, and poor metabolism at various sites of cytochrome P450. The docking studies recommended that the synthesized compounds have a similar affinity as the ligands A307, 63X, and S58 to interact with tumor necrosis factor-α, COX-1, and COX-2. So, these molecules will definitely hold a promise for the future drug development initiative.
- Pathak, Prateek,Shukla, Parjanya K.,Naumovich, Vladislav,Grishina, Maria,Verma, Amita,Potemkin, Vladimir
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- Synthesis of some new acylhydrazone compounds containing the 1,2,4-triazole structure and their neuritogenic activities in Neuro-2a cells
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In the present study, a novel series of acylhydrazone compounds (A0-A10) with the structure of 1,2,4-triazole have been designed and synthesized. In addition, all the synthesized compounds have been evaluated for neuritogenic activity in mouse neuroblastoma (Neuro-2a) cells. Notably, we found that one of these 11 acylhydrazone compounds, compoundA5(2-(4-amino-5-(pyridin-4-yl)-4H-1,2,4-triazol-3-ylthio)-N′-(2-hydroxybenzylidene)-acetohydrazide) displays excellent neuritogenic activity. Moreover, our present study revealed that compoundA5had the ability to induce neurite outgrowth through the PI3K/Akt and MEK-ERK signaling pathway in Neuro-2a cells. These findings suggest that compoundA5might exert neuritogenic effects and thus may be useful for the treatment of neural repair and regeneration.
- Jiang, Xia,Tang, Genyun,Yang, Jie,Ding, Jiacheng,Lin, Hongwei,Xiang, Xiaoliang
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p. 18927 - 18935
(2020/06/08)
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- Synthesis, characterisation of new derivatives with mono ring system of 1,2,4-triazole scaffold and their anticancer activities
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In the present study, two important starting materials and 18 new 1,2,4-triazole compounds with mono ring system have been synthesized and characterized. The mono system showed 16 compounds of a Schiff base moiety attached to the triazole ring which was prepared from the corresponding starting material 5(A–B) or piperidinium salt system 6(A–B). All these compounds were characterized using Fourier Transform Infrared (FT-IR) and Nuclear Magnetic Resonance (NMR) spectroscopy and carbon hydrogen nitrogen (CHN) elemental analysis. The compounds were selected for in vitro anticancer study to test the therapeutic cytotoxic potential against cancer cells. The MTT test was conducted against human breast (MCF-7) and colorectal (HCT-116) cancer cells. Among all the compounds tested, 7A-i demonstrated more pronounced in vitro anticancer effect against MCF-7 and HCT-116 cells with IC50 of 38 and 19.2 μM, respectively, comparable to that of the standard reference drugs, tamoxifen and 5-fluorouracil, respectively. Compound 7A-vi showed a considerable cytotoxic effect with IC50 53 and 41.2 μM against MCF-7 and HCT-116 cells, respectively. Compounds 7A-ii, 7A-iii and 7A-v exhibited moderate cytotoxicity with IC50 68, 91 and 85 μM, respectively against MCF-7 cells and also 59.3, 81.7 and 137.1 μM against HCT-116 cells, respectively. However, all other compounds tested in this study showed poor cytotoxicity against both the cell lines. Cellular morphological analysis revealed that the cytotoxicity induced by the compounds could probably due to autophagy. It can be concluded that 1,2,4-triazole derivatives can be promising therapeutic agents. Further studies will be done to investigate the antitumor efficacy of the 1,2,4-triazole derivatives using suitable preclinical models.
- Slaihim, Mukhlif Mohsin,Al-Suede, Fouad Saleih R.,Khairuddean, Melati,Khadeer Ahamed, Mohamed B.,Shah Abdul Majid, Amin Malik
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- Acylhydrazone compound and preparation method and application thereof
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The invention relates to an acylhydrazone compound and a preparation method and the application thereof. The acylhydrazone compound has the following structure as shown in a formula, wherein, R is selected from one of the two parts of the formula. The acylhydrazone compound can promote neural cell differentiation and neurite growth.
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Paragraph 0079-0083
(2019/04/02)
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- Design, synthesis, biological activities and DFT calculation of novel 1,2,4-triazole Schiff base derivatives
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Series of 1,2,4-triazole Schiff bases (2a-2d, 2f-2h and 3a-3h) have been designed and synthesized. The structure of title compounds was confirmed on the basis of their spectral data and elemental analysis. All the target compounds were screened for their in vitro antifungal activity and antibacterial activity. Two of the tested compounds (2a and 2b) exhibited significant antifungal activity against most fungi, especially compound 2a showed better antifungal activity than triadimefon. Meanwhile, the antibacterial activity assay also indicated compound 2a exhibited excellent antibacterial activities comparable to chloramphenicol. The SAR manifested no substitution at position 5 of the triazole ring caused an increase in activity, and 3-phenoxy phenyl group introduced in 1,2,4-triazole scaffold can enhance the antibacterial activity. The DFT calculation indicated triazole ring, S atom and benzene ring in both of the 2a and 3a make a major contribution to the activity.
- Jin, Ru-Yi,Zeng, Chu-Yue,Liang, Xu-Hua,Sun, Xiao-Hong,Liu, Yuan-Fa,Wang, Yan-Yan,Zhou, Sha
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p. 253 - 260
(2018/07/06)
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- Design, Synthesis, and Antifungal Activities of Novel 1,2,4-Triazole Schiff Base Derivatives
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With the aim to find new compounds with high antifungal activity, 21 4-amino-5-substituted-1,2,4-triazole Schiff bases (2a?–?2g, 3a?–?3g, and 4a?–?4g) were designed and synthesized. Their antifungal activities against Pythium solani, Gibberlla nicotiancola, Fusarium oxysporium f. sp. niveum, Gibberlla saubinetii, Alternaria iycopersici, Phytophthora capsici, Physalospora piricola, Cercospora arachidicola hori, and Fusarium oxysporium f. sp. cucumber were tested, parts of the compounds exhibited excellent antifungal activity. This research provides useful information for further study of antifungal agents.
- Jin, Ruyi,Liu, Jingli,Zhang, Guanghui,Li, Jiajia,Zhang, Shuan,Guo, Hui
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- 3. 6 - Disubstituted [1, 2, 4] triazolo [3, 4 - b] [1, 3, 4] thiadiazole compound and use thereof
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The invention discloses 3,6-disubstituted[1,2,4]triazolyl[3,4-b][1,3,4]thiadiazole compounds represented by general formula (I), and pharmaceutically acceptable salts or pharmaceutically acceptable solvates thereof. The compounds can be used as a transpeptidase SrtA inhibitor of Staphylococcus aureus, Bacillus pyogenes, Bacillus anthracis, Streptococcus pneumoniae and other Gram-positive bacteria, and can be used to prepare drugs for treating pathogen infection diseases with the transpeptidase SrtA of the Gram-positive bacteria, such as Staphylococcus aureus, Bacillus pyogenes, Bacillus anthracis and Streptococcus pneumoniae as target. The compounds avoid selection pressure induced drug resistance of pathogens to a certain degree, and mitigate threat of continuous drug-resistant pathogens to the health of human.
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- Design, synthesis, characterization and antitubercular screening of some new 1,2,4-triazoles derived from isonicotinic acid hydrazides
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Background: A new series of substituted 1,2,4-triazoles derivative were synthesized and characterized by IR,1 HNMR,13 CNMR spectra, mass spectroscopy and elemental analysis. Methods: The isonicotinic acid hydrazide (INH) was used as starting material. These synthesized compounds were screened for antitubercular activities by Luciferase Reporter Phase (LRP) assay against drug sensitive reference strain (H37 RV) and on S, H, R & E resistant M. tuberculosis (MDR) clinical isolate. First line drug Rifampicin and Isoniazid were used as standard drugs. Result: The study revealed that all the screened compounds showed good to moderate activity except compounds 5b & 5q. Conclusion: The antitubercular activity indicated that the substitution of groups at third and fourth position of 1,2,4-triazole potentiate the activity as compare to isoniazid and rifampicin.
- Rajoriya, Vaibhav,Kashaw, Varsha,Kashaw, Sushil K.
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p. 451 - 462
(2018/06/19)
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- Synthesis and biological evaluation of 1,2,4-triazole-3-thione and 1,3,4-oxadiazole-2-thione as antimycobacterial agents
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Resistance among dormant mycobacteria leading to multidrug-resistant and extremely drug-resistant tuberculosis is one of the major threats. Hence, a series of 1,2,4-triazole-3-thione and 1,3,4-oxadiazole-2-thione derivatives (4a–5c) have been synthesized and screened for their antitubercular activity against Mycobacterium tuberculosis H37Ra (H37Ra). The triazolethiones 4b and 4v showed high antitubercular activity (both MIC and IC50) against the dormant H37Ra by in vitro and ex vivo. They were shown to have more specificity toward mycobacteria than other Gram-negative and Gram-positive pathogenic bacteria. The cytotoxicity was almost insignificant up to 100?μg/ml against THP-1, A549, and PANC-1 human cancer cell lines, and solubility was high in aqueous solution, indicating the potential of developing these compounds further as novel therapeutics against tuberculosis infection.
- Sonawane, Amol D.,Rode, Navnath D.,Nawale, Laxman,Joshi, Rohini R.,Joshi, Ramesh A.,Likhite, Anjali P.,Sarkar, Dhiman
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p. 200 - 209
(2017/07/13)
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- 1,2,4-triazolothiadiazole thioether derivative and preparation method and application thereof
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The invention discloses a 1,2,4-triazolothiadiazole thioether derivative and a preparation method and application thereof. The 1,2,4-triazolothiadiazole thioether derivative is a 1,2,4-triazol[3,4-b][1,3,4] thiadiazole thioether derivative, and shows better inhibition performance on pythium ultimum (such as tomato damping-off fungi) at the concentration of 100 mug/mL; the inhibition rate is as high as 100 percent. A bactericide prepared from a compound I-1, a compound I-3 and a compound I-4 obtained by the invention has an obvious inhibition effect on preventing and treating the pythium ultimum. The compound belongs to a novel compound with sterilization activity; the foundation is laid for the research and development of novel pesticides.
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- Synthesis, characterization of 1,2,4-triazole Schiff base derived 3d-metal complexes: Induces cytotoxicity in HepG2, MCF-7 cell line, BSA binding fluorescence and DFT study
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Two novel Schiff base ligands H2L1 and H2L2 have been synthesized by condensation reaction of amine derivative of 1,2,4-triazole moiety with 2-hydroxy-4-methoxybenzaldehyde. Co(II), Ni(II), Cu(II) and Zn(II) of the synthesized Schiff bases were prepared by using a molar ratio of ligand:metal as 1:1. The structure of the Schiff bases and synthesized metal complexes were established by 1H NMR, UV–Vis, IR, Mass spectrometry and molar conductivity. The thermal stability of the complexes was study by TGA. Fluorescence quenching mechanism of metal complexes 1–4 show that Zn(II) and Cu(II) complex binds more strongly to BSA. In DFT studies the geometries of Schiff bases and metal complexes were fully optimized with respect to the energy using the 6-31?+?g(d,p) basis set. The spectral data shows that the ligands behaves as binegative tridentate. On the basis of the spectral studies, TGA and DFT data an octahedral geometry has been assigned for Co(II), Ni(II), square planar for Cu(II) and tetrahedral for Zn(II) complexes. The anticancer activity were screened against human breast cancer cell line (MCF-7) and human hepatocellular liver carcinoma cell line (Hep-G2). Result indicates that metal complexes shows increase cytotoxicity in proliferation to cell lines as compared to free ligand.
- Tyagi, Prateek,Tyagi, Monika,Agrawal, Swati,Chandra, Sulekh,Ojha, Himanshu,Pathak, Mallika
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p. 246 - 257
(2016/08/23)
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- Microwave assisted synthesis of new S-substituted derivatives of 1,2,4-triazolo[3,4-b][1,3,4]thiadiazole and evaluation of their antifungal activity
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A novel series of 1,2,4-triazolo[3,4-b][1,3,4]thiadiazole derivatives were synthesized from isonicotinic acid as starting material using microwave method. Their chemical structures were analyzed by 1H NMR, MS and elemental analysis, and the antifungal activities of the title compounds were tested at 100 μg/mL in vivo. It was found that compound6-((2-methylbenzyl) thio)-3-(pyridin-4-yl) -[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole possess good antifungal activity against Pythium ultimum.
- Ding, Xiao-Min,Zhai, Zhi-Wen,Lv, Lu-Ping,Sun, Zhao-Hui,Liu, Xing-Hai
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p. 990 - 995
(2016/11/22)
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- Exploiting the Role of Molecular Electrostatic Potential, Deformation Density, Topology, and Energetics in the Characterization of S?N and Cl?N Supramolecular Motifs in Crystalline Triazolothiadiazoles
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A detailed analysis of the molecular and crystal packing of a series of pharmaceutically active triazolothiadiazole derivatives is reported. The most notable feature from the analysis of the supramolecular motifs is the presence of inversion dimers due to the formation of strong S?N chalcogen bonds. This has been unequivocally established via inputs from energy calculations from PIXEL, the topological analysis using the approach of QTAIM from AIMALL, an analysis of the molecular electrostatic potentials plotted on Hirshfeld surfaces, and the analysis of the 3D-deformation densities obtained using Crystal Explorer. The total interaction energy for this contact is in the range of 28-33 kJ/mol in the molecules under investigation, and the electrostatic (Coulombic + polarization) contribution toward the total stabilization energy is more than 70%, indicating that such interactions are principally electrostatic in origin. The results from the analysis of the molecular ESP depict that this interaction exists between a strongly electropositive σ-hole on the sulfur atom and an electronegative region on the nitrogen. 3D-deformation density (DD) maps reveal the presence of a charge depletion (CD) region on the sulfur atom which is directed toward the charge concentration (CC) region on the nitrogen atom facilitating formation of such contacts in the crystal. These are further invesigated by QTAIM based calculations which establish the closed-shell nature of these contacts. The crystal packing is further stabilized by the presence of significantly important π?π stacking interactions, wherein the interaction energies, calculated by the PIXEL method, reveal that some of these interactions in crystals have significant contributions from electrostatic components, with a lesser contribution from dispersion forces that normally dominate such interactions. The existence of a contribution of ~48% from electrostatics between stacked rings owing to their unique electrostatic complementarity is a rare supramolecular feature observed in crystal packing in these solids. In addition, the existence of C-H?O, C-H?N, C-H?F, and Cl?N interactions is also characterized by a significant electrostatic component in their formation in crystals of these compounds.
- Khan, Imtiaz,Panini, Piyush,Khan, Salah Ud-Din,Rana, Usman Ali,Andleeb, Hina,Chopra, Deepak,Hameed, Shahid,Simpson, Jim
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p. 1371 - 1386
(2016/03/12)
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- Development of 3,5-Dinitrobenzylsulfanyl-1,3,4-oxadiazoles and Thiadiazoles as Selective Antitubercular Agents Active Against Replicating and Nonreplicating Mycobacterium tuberculosis
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Herein, we report the discovery and structure-activity relationships of 5-substituted-2-[(3,5-dinitrobenzyl)sulfanyl]-1,3,4-oxadiazoles and 1,3,4-thiadiazoles as a new class of antituberculosis agents. The majority of these compounds exhibited outstanding in vitro activity against Mycobacterium tuberculosis CNCTC My 331/88 and six multidrug-resistant clinically isolated strains of M. tuberculosis, with minimum inhibitory concentration values as low as 0.03 μM (0.011-0.026 μg/mL). The investigated compounds had a highly selective antimycobacterial effect because they showed no activity against the other bacteria or fungi tested in this study. Furthermore, the investigated compounds exhibited low in vitro toxicities in four proliferating mammalian cell lines and in isolated primary human hepatocytes. Several in vitro genotoxicity assays indicated that the selected compounds have no mutagenic activity. The oxadiazole and thiadiazole derivatives with the most favorable activity/toxicity profiles also showed potency comparable to that of rifampicin against the nonreplicating streptomycin-starved M. tuberculosis 18b-Lux strain, and therefore, these derivatives, are of particular interest.
- Karabanovich, Galina,Zemanová, Júlia,Smutny, Tomá?,Székely, Rita,?arkan, Michal,Centárová, Ivana,Vocat, Anthony,Pávková, Ivona,?onka, Patrik,Něme?ek, Jan,Stola?íková, Ji?ina,Vejsová, Marcela,Vávrová, Kate?ina,Klime?ová, Věra,Hrabálek, Alexandr,Pávek, Petr,Cole, Stewart T.,Miku?ová, Katarína,Roh, Jaroslav
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p. 2362 - 2380
(2016/04/09)
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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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- Linked pyridinyl-thiadiazoles: Design and synthesis as potential candidate for treatment of XDR and MDR tuberculosis
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Abstract Multi-drug resistant (MDR) and extremely drug resistant (XDR) Mycobacterium tuberculosis strains have turned tuberculosis (TB) as "on the verge of eradication" to "most life threatening" disease. Furthermore, synergy with HIV and other immunosuppressive disease have strengthened its prevalence. This research reports small molecule anti-infectives which are specifically potent against several strains and isolates of TB. The hit compound 7f has also proved to be active against almost 25 clinical isolates comparable to marketed anti-TB agents.
- Mahajan, Niranjan S.,Dhawale
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p. 243 - 248
(2015/09/01)
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- Synthesis of Schiff bases of 4-Amino-3-mercapto-5-pyridin-4yl-4H-1,2,4-triazole and their evaluation as SAR inducers
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A series of twenty five Schiff bases 6a-y of 4-Amino-3-mercapto-5-pyridin-4yl-4H-1,2,4-triazole having different substitution in the aryl ring attached to imine group designed incorporating the isonicotinic acid moiety present in INA, a known SAR inducer have been synthesized and characterized using 1H and 13C NMR, FT-IR spectroscopy and elemental analysis. All twenty five Schiff bases, 4-Arylideneamino-3-mercapto-5-pyridin-4-yl-4H-1,2,4-triazoles have been screened for systemic acquired resistance (SAR) inducing activity against sheath blight of rice and five potential compounds viz. 6f, 6g, 6r, 6t and 6u analogues have been further evaluated. All the five compounds have considerably decreased the relative lesion height (RLH) as compared to control with maximum reduction in RLH shown by compound 6u (47.15%). These five potential compounds have been further studied for their effect on phenol content, PAL and peroxidase activity. The compound 6u has been identified as the most potent SAR inducer both based on phenotypic and biochemical study and also does not show direct fungicidal activity against R. solani. Its RI activity is found better than 2,6-dichloroisonicotinic acid (INA), a resistance inducing chemical used as standard.
- Majumder, Sujan,Bashyal, Bishnu Maya,Gupta
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p. 1260 - 1274
(2015/11/25)
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- Design, spectral characterization, thermal, DFT studies and anticancer cell line activities of Co(II), Ni(II) and Cu(II) complexes of Schiff bases derived from 4-amino-5-(pyridin-4-yl)-4H-1,2,4-triazole-3-thiol
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A series of two biologically active Schiff base ligands L1, L2 have been synthesized in equimolar reaction of 4-amino-5-(pyridin-4-yl)-4H-1,2,4-triazole-3-thiol with thiophene-2-carbaldehyde and furan-2-carbaldehyde. The synthesized Schiff bases were used for complexation with different metal ions like Co(II), Ni(II) and Cu(II) by using a molar ratio of ligand: metal as 1:1 and 2:1. The characterization of Schiff bases and metal complexes was done by 1H NMR, UV-Vis, TGA, IR, mass spectrometry and molar conductivity studies. The in DFT studies the geometries of Schiff bases and metal complexes were fully optimized with respect to the energy using the 6-31+g(d,p) basis set. On the basis of the spectral studies an octahedral geometry has been assigned for Co(II), Ni(II) and Cu(II) complexes. The effect of these complexes on proliferation of human breast cancer cell line (MCF-7) and human hepatocellular liver carcinoma cell line (Hep-G2) were studied and compared with those of free ligand. The anticancer cell line results reveal that all metal complexes show moderate to significant % cytotoxicity on cell line HepG2 and MCF-7.
- Tyagi, Prateek,Chandra, Sulekh,Saraswat,Yadav, Deepak
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p. 155 - 164
(2015/03/18)
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- Synthesis, crystal structures, molecular docking, and urease inhibitory activities of transition-metal complexes with a 1,2,4-triazolecarboxylic acid derived ligand
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Four novel complexes, [Cu(L)2(NH3)2(H2O)2] (1), {[Cu(L)2(H2O)2]·2H2O}n (2), {[Zn(L)2(H2O)2]·2H2O}n (3), and {[Fe(L)2(H2O)2]·2H2O}n (4) (HL = 2-{[4-amino-3-(pyridin-4-yl)-4,5-dihydro-1H-1,2,4-triazol-5-yl]thio}acetic acid) were synthesized and characterized by single-crystal X-ray diffraction analysis. Complex 1 exhibited a mononuclear structure. Complexes 2, 3, and 4 featured 2D networks. The crystal structures were stabilized by intermolecular hydrogen bonds to generate 3D supramolecular frameworks. The inhibitory activity was tested in vitro against jack bean urease. Among the four complexes, the two CuII complexes 1 and 2 exhibited better inhibitory activity than the positive reference acetohydroxamic acid, with IC50 values of 4.052 and 6.868 μM, respectively, whereas the ZnII and FeII complexes showed no activity. To explore the mechanism of inhibition of the enzyme, kinetics studies were carried out; the results indicated that both the activated complexes 1 and 2 operated through a mixed-competitive inhibitory mechanism. Molecular docking was used to insert the most active complex 1 into the crystal structure of jack bean urease at the active site to determine the probable mode of binding. Four novel crystals of copper, zinc, and iron complexes based on 1,2,4-triazole carboxylic acid derivatives were determined by single-crystal X-ray diffraction. The inhibitory activity and kinetic studies were tested in vitro against jack bean urease. The computational predications, biological evaluation, and mechanism study will help in the discovery of new urease inhibitors.
- Xu, Yong-Peng,Chen, Yue-Hu,Chen, Zhi-Jian,Qin, Jie,Qian, Shao-Song,Zhu, Hai-Liang
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p. 2076 - 2084
(2015/05/05)
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- Synthesis and antifungal activity of 1,3,4-thiadiazole derivatives containing pyridine group
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Some 1,3,4-thiadiazole derivatives containing pyridine group were synthesized. The structures of 1,3,4-thiadiazoles were confirmed by 1H NMR, MS, and elemental analysis. The title compounds were investigated for antifungal activities. The results showed that some of them exhibited good antifungal activity.
- Zhang, Lin-Jiong,Yang, Ming-Yan,Sun, Zhao-Hui,Tan, Cheng-Xia,Weng, Jian-Quan,Wu, Hong-Ke,Liu, Xing-Hai
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p. 1107 - 1111
(2015/04/14)
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- Diaryl-Substituted Azolylthioacetamides: Inhibitor Discovery of New Delhi Metallo-β-Lactamase-1 (NDM-1)
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The emergence and spread of antibiotic-resistant pathogens is a global public health problem. Metallo-β-lactamases (MβLs) such as New Delhi MβL-1 (NDM-1) are principle contributors to the emergence of resistance because of their ability to hydrolyze almost all known β-lactam antibiotics including penicillins, cephalosporins, and carbapenems. A clinical inhibitor of MBLs has not yet been found. In this study we developed eighteen new diaryl-substituted azolylthioacetamides and found all of them to be inhibitors of the MβL L1 from Stenotrophomonas maltophilia (KiiiII ion(s) preferentially via the triazole moiety, while other moieties interact mostly with the conserved active site residues Lys224 (CcrA, NDM-1, and ImiS) or Ser221 (L1).
- Zhang, Yi-Lin,Yang, Ke-Wu,Zhou, Ya-Jun,LaCuran, Alecander E.,Oelschlaeger, Peter,Crowder, Michael W.
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p. 2445 - 2448
(2015/08/24)
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- Synthesis, crystal structure and biological evaluation of some novel 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles and 1,2,4-triazolo[3,4-b]-1,3,4- thiadiazines
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Nitrogen-containing heterocycles are of particular interest and significant importance for the discovery of potent bioactive agents in pharmaceutical industry. The present study reports the synthesis of a library of new conjugated heterocycles including 3,6-disubstituted-1,2,4-triazolo-[3,4-b]-1,3,4- thiadiazoles (4a-g and 5a-e) and 3,6-disubstituted-1,2,4-triazolo-[3,4-b]-1,3,4- thiadiazines (6a-h), by cyclocondensation reaction of 4-amino-5-(pyridin-4-yl)- 4H-1,2,4-triazole-3-thiol 3 with various substituted aromatic acids and phenacyl bromides, respectively. The structures of newly synthesized compounds were characterized by elemental analysis, IR, 1H and 13C NMR spectroscopy and in case of 4c by X-ray crystallographic analysis. Newly synthesized triazolothiadiazoles and thiadiazines were screened for acetyl- and butyryl-cholinesterases and alkaline phosphatase inhibition. Almost all of the compounds showed good to excellent activities against acetylcholinesterase more than the reference drugs. Compound 5d exhibited IC50 value 0.77 ± 0.08 μM against acetylcholinesterase and 4a showed IC50 9.57 ± 1.42 μM against butyrylcholinesterase. Among all the tested compounds, 4a also proved as excellent inhibitor of alkaline phosphatase with IC50 0.92 ± 0.03 μM. These heteroaromatic hybrid structures were also tested for their anticancer activity against lung carcinoma (H157) and kidney fibroblast (BHK-21) cell lines and leishmanias. Variable cell growth inhibitory activities were obtained and many compounds exhibit potent %inhibition.
- Khan, Imtiaz,Zaib, Sumera,Ibrar, Aliya,Rama, Nasim Hasan,Simpson, Jim,Iqbal, Jamshed
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p. 167 - 177
(2014/04/17)
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- Synthesis, anti-inflammatory activity, and QSAR study of some Schiff bases derived from 5-mercapto-3-(4′-pyridyl)-4H-1,2,4-triazol-4-yl- thiosemicarbazide
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The purpose of this research is to synthesize better anti-inflammatory compounds derived from 5-mercapto-3-(4′-pyridyl)-4H-1,2,4-triazol-4-yl- thiosemicarbazide (5). 2-Substituted-N-[3-(pyridin-4-yl)-5-sulfanyl-4H-1,2,4- triazol-4-yl]hydrazine carbothioamide derivatives (6a-j)/(7a-e) are synthesized by the condensation of 5 with variously substituted aromatic aldehydes/1H-indole-2,3-diones, respectively, under conventional and microwave irradiation methods. The microwave method is found to be superior with higher chemical yields, tremendous reduction in time, and is environmentally benign as compared to conventional heating method. The chemical structures of the newly synthesized compounds (6/7) have been confirmed by IR, 1H NMR, and 13C NMR spectra and have been evaluated for anti-inflammatory activity by carrageenan-induced acute paw edema method in rats.
- Sachdeva, Harshita,Dwivedi, Diksha,Arya, Kapil,Khaturia, Sarita,Saroj, Rekha
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p. 4953 - 4963
(2013/09/23)
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- Hg(II) complexes of 4-phenyl-5-(3-pyridyl)-1,2,4-triazole-3-thione and 5-(4-pyridyl)-1,3,4-oxadiazole-2-thione and a Ni(II) complex of 5-(thiophen-2-yl)-1,3,4-oxadiazole-2-thione: Synthesis and X-ray structural studies
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Three new mixed ligand complexes, [Hg(en)(4-pptt)2] (2) {4-pptt = 4-phenyl-5(3-pyridyl)-1,2,4-triazole-3-thione}, [Hg(en)(4-pot)2] (3) {4-pot = 5-(4-pyridyl)-1,3,4-oxadiazole-2-thione} and [Ni(en) 2(5-thot)2] (4
- Bharti,Bharty,Kashyap,Singh,Butcher,Singh
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p. 582 - 591
(2013/03/28)
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- N-Heterocyclic dicarboxylic acids: Broad-spectrum inhibitors of metallo-β-lactamases with co-antibacterial effect against antibiotic-resistant bacteria
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In an effort to identify novel, broad-spectrum inhibitors against the metallo-β-lactamases (MβLs), several N-heterocyclic derivatives were tested as inhibitors of MβLs CcrA, ImiS, and L1, which are representative enzymes from the distinct MβL subclasses. Three N-heterocyclic dicarboxylic acid derivatives were competitive inhibitors of CcrA and L1, exhibiting K i values ≤2 μM, while only 2,4-thiazolidinedicarboxylic acid (1b) was a competitive inhibitor of ImiS. Two 2-mercapto-1,3,4-thiadiazole derivatives were noncompetitive inhibitors of CcrA and ImiS, exhibiting K i values 7 μM; however, these same compounds did not inhibit L1. Two 2-mercapto-1,3,4-triazole derivatives were shown not to inhibit any of the tested MβLs. The N-heterocyclic derivatives were tested for antibacterial activity by examining the MIC values for existing antibiotics in the presence/absence of these derivatives. Consistent with the steady-state inhibition data, the inclusion of three N-heterocyclic dicarboxylic acid derivatives resulted in lower MIC values when using Escherichia coli BL21(DE3) cells containing the CcrA or L1 plasmids or Klebsiella pneumoniae (ATCC 700603), while 1b was the only dicarboxylic acid derivative to lower the MIC value of E. coli cells containing the ImiS plasmid. Inclusion of the 2-mercapto-1,3,4- thiadiazole derivatives resulted in lower MIC values for E. coli cells containing ImiS or L1 plasmids; however, these derivatives did not alter the MIC values for K. pneumoniae or E. coli cells containing the L1 plasmid. None of the N-heterocyclic derivatives affected the MIC of two methicillin resistant Staphylococcus aureus (MRSA) strains. Taken together, these studies demonstrate that N-heterocyclic dicarboxylic acids 1a-c and pyridylmercaptothiadiazoles 2a,b are good scaffolds for future broad-spectrum inhibitors of the MβLs.
- Feng, Lei,Yang, Ke-Wu,Zhou, Li-Sheng,Xiao, Jian-Min,Yang, Xia,Zhai, Le,Zhang, Yi-Lin,Crowder, Michael W.
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p. 5185 - 5189
(2012/09/07)
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- Synthesis and evaluation of antimicrobial activity of some new hetaryl-azoles derivatives obtained from 2-aryl-4-methylthiazol-5- carbohydrazides and isonicotinic acid hydrazide
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A series of new 1,3,4-oxadiazole/thiadiazole and 1,2,4-triazole derivatives have been synthesized starting from 2-aryl-4-methylthiazol-5-carbohydrazides and isonicotinic acid hydrazide. All the newly synthesized compounds were characterized by IR, 1
- Tiperciuc, Brindusa,Zaharia, Valentin,Colosi, Ioana,Moldovan, Cristina,Crisan, Ovidiu,Pirnau, Adrian,Vlase, Laurian,Duma, Mihaela,Oniga, Ovidiu
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p. 1407 - 1414
(2013/02/22)
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- 6-Phenyl-3-(4-pyridyl)-1,2,4-triazolo-[3,4-b][1,3,4]thiadiazole: Synthesis, experimental, theoretical characterization and biological activities
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The molecular geometry, vibrational frequencies, and gauge including atomic orbital (GIAO) 1H and 13C NMR chemical shift values of the title compound in the ground state have been calculated using the Hartree-Fock (HF) and density fu
- Cansiz, Ahmet,Cetin, Ahmet,Orek, Cahit,Karatepe, Mustafa,Sarac, Kamiran,Kus, Alper,Koparir, Pelin
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p. 606 - 615
(2012/11/07)
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- Synthesis and antihyperlipidemic activity of some novel 4-(substitutedamino)-5-substituted-3-mercapto-(4H)-1,2,4-triazoles
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Hyperlipidemia is considered one of the key factors for cardiovascular diseases. Based on earlier work on a series of 5-alkyl-4-aryl-3-mercapto-(4H)-1, 2,4-triazoles, for further lead modification, a series of 4-(substituted)amino- 5-substituted-3-mercapto-(4H)-1,2,4-triazoles was designed. Target compounds were synthesized by the well known Hoggarth synthesis of substituted 1,2,4-triazoles. Synthesized compounds were screened for lipid lowering activity using the "Poloxamer 407 induced hyperlipidemia in rats" model at a dose of 100 mg/kg p. o. Compounds were found to alter serum lipid levels significantly. Most of the compounds significantly reduced serum cholesterol and triglyceride levels. Some of the compounds were found to reduce triglycerides and elevate high density lipoprotein (HDL) levels more than the standard drug atorvastatin (CAS 134523-03-8). Compounds with chloro substitution on aryl rings were found more active in reducing serum lipid levels than other substitutions. ECV ? Editio Cantor Verlag.
- Chhabria, Mahesh T.,Suhagia, Bhanubhai N.,Brahmkshatriya, Pathik S.,Raval, Priyesha M.
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experimental part
p. 452 - 457
(2012/06/16)
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- Synthesis and pharmacological evaluation of condensed heterocyclic 6-substituted 1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazole and 1,3,4-oxadiazole derivatives of isoniazid
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The significance of this study was to prepare various isoniazid derivatives by introducing the isoniazid core into several molecules to explore the possibilities of some altered biological activities. Series of 6-substituted-1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazole (3a-g) and 1,3,4-oxadiazole (4a-g and 5) derivatives of isoniazid were synthesized in satisfactory yield and pharmacologically evaluated for their anti-inflammatory, analgesic, ulcerogenic, and lipid peroxidation activities by known experimental models.
- Gilani, Sadaf J.,Khan, Suroor A.,Siddiqui, Nadeem
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scheme or table
p. 4762 - 4765
(2010/10/04)
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- Synthesis of some 1, 2, 4-triazole derivatives and investigation of their fungicidal activities
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The synthesis of a series of 3-pyridyl-6-aryl-s-triazolo (3. 4-b) (1, 3. 4) - thiadiazoles are described, synthesis of 3-pyndyl-6-aryl-s-triazolo (3. 4-b) (1, 3, 4) - thiadiazoles (3a-m) have been achieved by the condensation of potassium dithiocarbazinate (1) with hydrazine hydrate and water. was under reflux 8 hours to yield 4-amino-3-pyridyl-5-mercapto-s-triazole (2). followed bv treatment with aromatic acid The compounds (3a-m) were characterized by spectral and elemental analyses. All thirteen compounds have been assayed for their fungicidal activity against P. oryzae. B. cinerea, A. nigar, C. albicans and T. rubrum. Compounds containing aryl substituents at position six and the 1. 2, 4-triazole moiety at position one or two showed reasonable fungicidal activity.
- Singh, Ram Janam,Singh, Dharmendra Kumar
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experimental part
p. 235 - 239
(2011/10/08)
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- Synthesis of new chiral 2,5-disubstituted 1,3,4-thiadiazoles possessing γ-butenolide moiety and preliminary evaluation of in vitro anticancer activity
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A new series of chiral 1,3,4-thiadiazoles derivatives possessing γ-substituted butenolide moiety were synthesized and evaluated for in vitro anticancer properties. All the compounds showed good anticancer activities against Hela cell lines. Of all the studied compounds, compound 9e exhibited the best inhibitory activity with an IC50 of 0.9 μM. After being treated with 0.1 μg/mL compound 9e for 24 h, the growth inhibition rate of Hela cell lines was 59.2%.
- Wei, Meng-Xue,Feng, Lei,Li, Xue-Qiang,Zhou, Xue-Zhang,Shao, Zhi-Hui
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scheme or table
p. 3340 - 3344
(2009/12/01)
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- A simple and efficient procedure for synthesis of optically active 1,2,4-Triazolo-[3,4-b]-1,3,4-thiadiazole derivatives containing l-amino acid moieties
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Some new and optically active 1,2,4-triazolo thiadiazoles bearing N-phthaloyl-L-amino acids were synthesized by reaction of 4-amino-5-(3-or 4-)pyridyl-3-mercapto-(4H)-1,2,4-triazoles with N-phthaloyl-L-amino acids in the presence of phosphorus oxychloride. All the newly synthesized compounds were confirmed by IR, 1HNMR, 13C NMR and elemental analysis.
- Foroughifar, Naser,Mobinikhaledi, Akbar,Ebrahimi, Sattar,Fard, Mohammad Ali Bodaghi,Moghanian, Hassan
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experimental part
p. 1043 - 1047
(2010/08/07)
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- Synthesis and in-vitro antimicrobial activity of new 1,2,4-triazoles
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We have described the synthesis of new 1,2,4-triazoles and have evaluated their antimicrobial profile. Antitubercular activity was determined in triplicate using the Lowenstein-Jensen medium. A loopful of Mycobacterium tuberculosis suspension was inoculated on the surface of each Lowenstein-Jensen media containing the test compounds (100, 10 or 1 μg mL-1). To evaluate in-vitro antibacterial activity, compounds (50, 5 or 0.5 μg) were evaluated against B. subtilis, Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus and Staphylococcus typhi by the disc diffusion method. To evaluate antifungal activity Sabourauds Dextrose agar medium was used. Some of the compounds (5, 0.5 or 0.05 μg mL-1) were screened for activity against Aspergillus niger 88 and Aspergillus niger 90 and others were screened for activity against T. rubrum TR1, T. rubrum R6, T. rubrum R7 and T. mentagrophyte M1, using the cup plate method. Our results show that the triazoles with a pyrazine moiety at position 3 were more active as antitubercular and antifungal agents compared with the triazoles which had a pyrazine moiety at position 4 of the molecule.
- Bhat,Bhat,Shenoy
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p. 267 - 272
(2007/10/03)
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- Synthesis, antibacterial, antifungal and anti-HIV evaluation of Schiff and Mannich bases of isatin and its berivatives with triazole
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Isatin (indole 2,3-dione) and its 5-chloro and 5-bromo derivatives have been reacted with 3-(4'-pyridyl)-4-amino-5-mercapto-4-(H)-1,2,4-triazole to form Schiff bases and the N-Mannich bases of these compounds were synthesised by reacting them with formaldehyde and several secondary amines. Their chemical structures have been confirmed by means of their IR, 1HNMR data and by elemental analysis. Investigation of antimicrobial activity of compounds was done by agar dilution method against 27 pathogenic bacteria, 8 pathogenic fungi and anti-HIV activity against replication of HIV-1 (III B) in MT-4 cells. Among the compounds tested 1-(piperidinomethyl) 5-bromo 3-[3'-(4''- pyridyl)-5'-mercapto-4'-(H)-1',2',4'-triazol 4'-yl]imino isatin showed the most favourable antimicrobial activity.
- Pandeya, Surendra N.,Sriram, Dharmarajan,Nath, Gopal,De Clercq, Erik
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