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合成及表征含香豆素部分的新型噻唑烷酮及其抗菌和抗氧化活性。

Synthesis and characterization of new thiazolidinones containing coumarin moieties and their antibacterial and antioxidant activities.

机构信息

College of Science and Arts at Ar-Rass, Qassim University, P.O. Box 53, Saudi Arabia.

出版信息

Molecules. 2012 Aug 3;17(8):9321-34. doi: 10.3390/molecules17089321.

DOI:10.3390/molecules17089321
PMID:22864240
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6268791/
Abstract

New coumarin derivatives, namely (2-(4-methyl-2-oxo-2H-chromen-7-yloxy)-N-(4-oxo-2-phenylthiazolidin-3-yl)acetamide, N-(2-(3-methoxyphenyl)-4-oxothiazolidin-3-yl)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)acetamide, 2-(4-methyl-2-oxo-2H-chromen-7-yloxy)-N-(4-oxo-2-(2,3,4trimethoxyphenyl)thiazolidin-3-yl)acetamide and N-(2-(4-bromophenyl)-4-oxothiazolidin-3-yl)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)acetamide) were synthesized starting from 4-methyl-7-hydroxycoumarin. The structures of the obtained compounds were confirmed by analytical IR and NMR spectra to elucidate the different positions of protons and carbons and as well as theoretical studies (DFT/B3LYP). The new compounds were screened for antibacterial activity. Most of them are more active against E. coli S. aureus and B. subtilis than standard references.

摘要

新型香豆素衍生物，即（2-（4-甲基-2-氧代-2H-色烯-7-基氧基）-N-（4-氧代-2-苯基噻唑烷-3-基）乙酰胺、N-（2-（3-甲氧基苯基）-4-氧代噻唑烷-3-基）-2-（4-甲基-2-氧代-2H-色烯-7-基氧基）乙酰胺、2-（4-甲基-2-氧代-2H-色烯-7-基氧基）-N-（4-氧代-2-（2,3,4-三甲氧基苯基）噻唑烷-3-基）乙酰胺和 N-（2-（4-溴苯基）-4-氧代噻唑烷-3-基）-2-（4-甲基-2-氧代-2H-色烯-7-基氧基）乙酰胺）是由 4-甲基-7-羟基香豆素合成的。通过分析 IR 和 NMR 光谱确定了所得化合物的结构，以阐明质子和碳的不同位置以及理论研究（DFT/B3LYP）。新化合物被筛选出具有抗菌活性。它们中的大多数对大肠杆菌、金黄色葡萄球菌和枯草芽孢杆菌的活性均强于标准参考物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f0d2/6268791/d9fab6ae1413/molecules-17-09321-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f0d2/6268791/3e3694dd89e8/molecules-17-09321-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f0d2/6268791/42633c5ce036/molecules-17-09321-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f0d2/6268791/57d29932e708/molecules-17-09321-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f0d2/6268791/d9fab6ae1413/molecules-17-09321-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f0d2/6268791/3e3694dd89e8/molecules-17-09321-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f0d2/6268791/42633c5ce036/molecules-17-09321-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f0d2/6268791/57d29932e708/molecules-17-09321-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f0d2/6268791/d9fab6ae1413/molecules-17-09321-g003.jpg

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