17061-90-4Relevant articles and documents
New ursolic acid derivatives bearing 1,2,3-triazole moieties: design, synthesis and anti-inflammatory activity in vitro and in vivo
Bai, Xue-Qian,Cao, Li-Ting,Li, Chun-Shi,Sun, Si-Mei,Zhang, Tian-Yi,Zhao, Dong-Hai
, (2021/06/07)
Abstract: In order to discover novel anti-inflammatory agents, three series of compounds obtained by appending 1,2,3-triazole moieties on ursolic acid were designed and synthesized. All compounds have been screened for their anti-inflammatory activity by using an ear edema model. The potent anti-inflammatory compound was subjected to in vitro cyclooxygenase COX-1/COX-2 inhibition assays. In general, the derivatives were found to be potent anti-inflammatory activity. Especially, the compound 11b exhibited the strongest activity of all of the compounds prepared, with 82.81% inhibition after intraperitoneal administration, which was better than celecoxib as a positive control. Molecular docking results unclose the rationale for the interaction of the compound 11b with COX-2 enzyme. Further studies revealed that compound 11b exhibited effective COX-2 inhibitory activity, with half-maximal inhibitor concentration (IC50) value of 1.16?μM and selectivity index (SI = 64.66) value close to that of celecoxib (IC50 = 0.93?μM, SI = 65.47). Taken together, these results could suggest a promising chemotype for development of new COX-2-targeting anti-inflammatory agent. Graphic abstract: [Figure not available: see fulltext.]
Synthesis, characterization, and antiplasmodial efficacy of sulfonamide-appended [1,2,3]-triazoles
Batra, Neha,Dutta, Roshan Kumar,Ghosh, Prahlad C.,Gupta, Rinkoo D.,Lathwal, Ankit,Nath, Mahendra,Rajendran, Vinoth,Wadi, Ishan
, (2020/02/04)
A series of benzenesulfonamide-appended [1,2,3]-triazole hybrids was synthesized by using [3 + 2] cycloaddition of primary, secondary, and tertiary sulfonamide azides with various phenoxymethylacetylenes under click reaction conditions. After structural c
1,2,3-Triazole-based kojic acid analogs as potent tyrosinase inhibitors: Design, synthesis and biological evaluation
Ashooriha, Morteza,Khoshneviszadeh, Mehdi,Khoshneviszadeh, Mahsima,Moradi, Seyed Ershad,Rafiei, Alireza,Kardan, Mostafa,Emami, Saeed
, p. 414 - 422 (2018/11/21)
A series of kojic acid-derived compounds 6a-p bearing aryloxymethyl-1H-1,2,3-triazol-1-yl moiety were designed by modifying primary alcoholic group of kojic acid as tyrosinase inhibitors. The target compounds 6a-p were synthesized via click reaction. All
Preparation of novel 1,2,3-triazole furocoumarin derivatives via click chemistry and their anti-vitiligo activity
Niu, Chao,Lu, Xueying,Aisa, Haji Akber
, p. 1671 - 1678 (2019/01/24)
The extracts of Psoralea corylifolia?L. were often used for the repigmentation of leukoderma (vitiligo) in traditional Uygur medicine thousands years ago. Nowadays, its active ingredient, furocoumarins, has been clinically applied since it exhibited stron
Bimetal-Catalyzed Cascade Reaction for Efficient Synthesis of N-Isopropenyl 1,2,3-Triazoles via In-Situ Generated 2-Azidopropenes
Liu, Zhenhua,Hao, Wenjing,Liu, Zhixian,Gao, Wen,Zhang, Zhihai,Zhang, Yanan,Li, Xiang,Tong, Lili,Tang, Bo
supporting information, p. 2149 - 2154 (2019/06/13)
A bimetal-catalyzed cascade reaction for the synthesis of N-isopropenyl 1,2,3-triazoles in high yield is reported. This reaction involves the generation of 2-azidopropenes in situ by C(sp3)-OAr bond cleavage for click reaction and features a broad substrate scope, good functional group tolerance and readily available substrates.
Decarboxylative Alkynylation
Smith, Joel M.,Qin, Tian,Merchant, Rohan R.,Edwards, Jacob T.,Malins, Lara R.,Liu, Zhiqing,Che, Guanda,Shen, Zichao,Shaw, Scott A.,Eastgate, Martin D.,Baran, Phil S.
supporting information, p. 11906 - 11910 (2017/09/06)
The development of a new decarboxylative cross-coupling method that affords terminal and substituted alkynes from various carboxylic acids is described using both nickel- and iron-based catalysts. The use of N-hydroxytetrachlorophthalimide (TCNHPI) esters is crucial to the success of the transformation, and the reaction is amenable to in situ carboxylic acid activation. Additionally, an inexpensive, commercially available alkyne source is employed in this formal homologation process that serves as a surrogate for other well-established alkyne syntheses. The reaction is operationally simple and broad in scope while providing succinct and scalable avenues to previously reported synthetic intermediates.
Anti-methicillin resistant Staphylococcus aureus activity, synergism with oxacillin and molecular docking studies of metronidazole-triazole hybrids
Negi, Beena,Kumar, Deepak,Kumbukgolla, Widuranga,Jayaweera, Sampath,Ponnan, Prija,Singh, Ramandeep,Agarwal, Sakshi,Rawat, Diwan S.
, p. e426 - e437 (2016/04/19)
MRSA causes 60-70% of Staphylococcus aureus infection in hospitals and it has developed resistance against the currently available drugs. Interestingly, a series of 35 metronidazole-triazole hybrids on screening against MRSA were found to be active. Compound 22 was found to be effective at 4 μg/mL concentration against nine strains of MRSA. The inhibitory activity was further enhanced upto 1 μg/mL when this compound was used in combination with oxacillin in 1:1 ratio. All the compounds were found to be non-toxic in THP-1 cell line upto a concentration of 50 μM. The time-kill kinetics studies suggested bacteriostatic nature of the compounds. In silico studies show that these compounds interact with Thr600, Ser598, Asn464, His583 and Tyr446 in the active site of PBP2a crystal structure from MRSA.
Synthesis and antibacterial evaluation of novel sulfonamide based [1,2,3]-triazoles
Batra, Neha,Roy, Basabi,Mazumder, Sibnath,Nath, Mahendra
, p. 650 - 655 (2015/05/27)
A new series of sulfonamide based [1,2,3]-triazoles 4a-i, 5 and 6 has been prepared in 65-99% yield through Huisgen [3+2] cycloaddition reaction of 4-azido-N-substitutedbenzenesulfonamides 2a,b with various alkynes (3a-i or phenyl acetylene) in the presence of CuSO4.5H2O and sodium ascorbate in t-butanol and water (1:1) mixture at 40°C. The structures of all the newly synthesized molecules have been established on the basis of IR, 1H and 13C NMR and high resolution mass spectral analysis. Furthermore, these compounds have been evaluated for their preliminary in vitro antibacterial activity against two Gram-negative bacteria viz. Escherichia coli (MTCC 433) and Salmonella enterica ser. typhi (MTCC 733) and a Gram-positive bacterium viz. Streptococcus mutans (MTCC 497) by using MTT assay.
Gold(I)-Catalyzed Dearomative [2+2]-Cycloaddition of Indoles with Activated Allenes: A Combined Experimental-Computational Study
Ocello, Riccardo,De Nisi, Assunta,Jia, Minqiang,Yang, Qing-Qing,Monari, Magda,Giacinto, Pietro,Bottoni, Andrea,Miscione, Gian Pietro,Bandini, Marco
supporting information, p. 18445 - 18453 (2015/12/24)
The gold-catalyzed synthesis of methylidene 2,3-cyclobutane-indoles is documented through a combined experimental/computational investigation. Besides optimizing the racemic synthesis of the tricyclic indole compounds, the enantioselective variant is pres
ARYL AND HETEROARYL ETHER COMPOUNDS AS ROR GAMMA MODULATORS
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Page/Page column 98, (2015/11/09)
The present disclosure is directed to compounds of formula (I) and pharmaceutically acceptable salts thereof, wherein Ring A, Ring B, R, R2, R3, n, and p are as defined herein, which are active as modulators of retinoid-related orpha
