用于新型吲哚-噻唑混合衍生物的合成、分子对接和抗炎评估的多组分反应。

IF 3.9 2区 化学 Q2 CHEMISTRY, APPLIED Molecular Diversity Pub Date : 2024-08-15 DOI:10.1007/s11030-024-10969-8
Faeza Alkorbi, Shareefa Ahmed Alshareef, Mahmoud A Abdelaziz, Noha Omer, Rasha Jame, Ibrahim Saleem Alatawi, Ali M Ali, Omran A Omran, Rania B Bakr
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引用次数: 0

摘要

本文在三乙胺(TEA)存在下,通过在乙醇中回流处理硫代氨基脲(1)与一些异汀衍生物 2a-f 和 N-(4-(2-溴乙酰基)苯基)-4-甲苯基磺酰胺(3),合成了新型噻唑-吲哚啉-2-酮衍生物 4a-f。通过元素分析和光谱分析,阐明了新产品的结构。此外,还以塞来昔布为参照药物,研究了所有化合物的体内抗炎活性。目标化合物 4b 是最活跃的抗炎候选化合物,3 小时后的水肿抑制率(EI = 38.50%)高于塞来昔布(EI = 34.58%)。化合物 4b 和 4f 都显示出与 COX-2 结合位点的良好拟合,对接能谱分别为 - 11.45 kcal/mol 和 - 10.48 kcal/mol。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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Multicomponent reaction for synthesis, molecular docking, and anti-inflammatory evaluation of novel indole-thiazole hybrid derivatives.

In this article, novel thiazol-indolin-2-one derivatives 4a-f have been synthesized via treatment of thiosemicarbazide (1) with some isatin derivative 2a-f and N-(4-(2-bromoacetyl)phenyl)-4-tolyl-sulfonamide (3) under reflux in ethanol in the presence of triethyl amine (TEA). The structures of new products were elucidated by elemental and spectral analyses. Moreover, all compounds were investigated for their in vivo anti-inflammatory activity using celecoxib as a reference drug. The target compound 4b was the most active anti-inflammatory candidate and exhibited higher edema inhibition (EI = 38.50%) than that recorded by celecoxib (EI = 34.58%) after 3 h. Furthermore, the most active compounds 4b and 4f were subjected to a molecular docking study inside COX-2 enzyme to show their binding interactions. Both compounds 4b and 4f showed good fitting into COX-2 binding site with docking energy scores - 11.45 kcal/mol and - 10.48 kcal/mol, respectively which indicated that compound 4b revealed the most promising and effective anti-inflammatory potential.

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来源期刊
Molecular Diversity
Molecular Diversity 化学-化学综合
CiteScore
7.30
自引率
7.90%
发文量
219
审稿时长
2.7 months
期刊介绍: Molecular Diversity is a new publication forum for the rapid publication of refereed papers dedicated to describing the development, application and theory of molecular diversity and combinatorial chemistry in basic and applied research and drug discovery. The journal publishes both short and full papers, perspectives, news and reviews dealing with all aspects of the generation of molecular diversity, application of diversity for screening against alternative targets of all types (biological, biophysical, technological), analysis of results obtained and their application in various scientific disciplines/approaches including: combinatorial chemistry and parallel synthesis; small molecule libraries; microwave synthesis; flow synthesis; fluorous synthesis; diversity oriented synthesis (DOS); nanoreactors; click chemistry; multiplex technologies; fragment- and ligand-based design; structure/function/SAR; computational chemistry and molecular design; chemoinformatics; screening techniques and screening interfaces; analytical and purification methods; robotics, automation and miniaturization; targeted libraries; display libraries; peptides and peptoids; proteins; oligonucleotides; carbohydrates; natural diversity; new methods of library formulation and deconvolution; directed evolution, origin of life and recombination; search techniques, landscapes, random chemistry and more;
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