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二苯甲酮标记的噻唑烷酮类似物的合成、黄嘌呤氧化酶抑制及抗氧化筛选

Synthesis, xanthine oxidase inhibition, and antioxidant screening of benzophenone tagged thiazolidinone analogs.

作者信息

Ranganatha V Lakshmi, Begum A Bushra, Naveen P, Zameer Farhan, Hegdekatte Raghavendra, Khanum Shaukath Ara

机构信息

Department of Chemistry, Yuvaraja's College (Autonomous), University of Mysore, Mysore, Karnataka, India.

出版信息

Arch Pharm (Weinheim). 2014 Aug;347(8):589-98. doi: 10.1002/ardp.201400058. Epub 2014 May 22.

Abstract

A series of novel 2-(diaryl methanone)-N-(4-oxo-2-phenyl-thiazolidin-3-yl)-acetamides were synthesized by various Schiff bases of (4-benzoyl-phenoxy)-aceto hydrazide with thioglycolic acid. The structures of the newly synthesized compounds were confirmed by IR, (1) H NMR, mass spectra, and C, H, N analysis. Further, all the synthesized compounds 9a-n were evaluated for xanthine oxidase (XO) inhibition and antioxidant properties. Among all the tested compounds, 9f, 9m, and 9n demonstrated potent XO inhibition of 52, 76, and 26%, respectively, compared to the standard drug allopurinol, which is evident from in vitro and in silico analysis. On the other hand, compounds 9c, 9d, and 9k exhibit potent antioxidant properties.

摘要

通过(4-苯甲酰基-苯氧基)-乙酰肼与巯基乙酸的各种席夫碱合成了一系列新型的2-(二芳基甲酮)-N-(4-氧代-2-苯基-噻唑烷-3-基)-乙酰胺。通过红外光谱、¹H核磁共振、质谱以及碳、氢、氮分析确定了新合成化合物的结构。此外,对所有合成的化合物9a-n进行了黄嘌呤氧化酶(XO)抑制和抗氧化性能评估。在所有测试化合物中,与标准药物别嘌醇相比,9f、9m和9n分别表现出52%、76%和26%的强效XO抑制作用,这在体外和计算机模拟分析中都很明显。另一方面,化合物9c、9d和9k表现出强效的抗氧化性能。

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