Synthesis of 2-alkylthio-N-(quinazolin-2-yl)benzenesulfonamide derivatives: anticancer activity, QSAR studies, and metabolic stability.

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Monatshefte Fur Chemie Pub Date : 2018-01-01 Epub Date: 2018-07-13 DOI:10.1007/s00706-018-2251-6

Aneta Pogorzelska, Beata Żołnowska, Jarosław Sławiński, Anna Kawiak, Krzysztof Szafrański, Mariusz Belka, Tomasz Bączek

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引用次数: 4

Abstract

Abstract: A new series of 2-alkylthio-N-(quinazolin-2-yl)benzenesulfonamide derivatives have been synthesized and evaluated in vitro for their antiproliferative activity by MTT assay against cancer cell lines HCT-116, MCF-7, and HeLa as well as the NCI-60 human tumor cell lines screen. In NCI screen, three compounds inhibited approximately 50% growth of RPMI-8226 and A549/ATCC cell lines. The mean of IC₅₀ calculated in MTT assays for three tested cell lines was about 45 μM for four compounds. The QSAR allowed finding statistically significant OPLS models for HeLa cell line. Metabolic stability in vitro studies indicated favorable and unfavorable structural elements. The good metabolic stability, with t_1/2 higher than 40 min, was observed for three derivatives, which together with their antiproliferative activity and good ADMET profile, makes them good leading structures for further research.

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2-烷基硫代- n-(喹唑啉-2-基)苯磺酰胺衍生物的合成:抗癌活性、QSAR研究和代谢稳定性。

摘要:合成了一系列新的2-烷基硫代- n-(喹唑啉-2-基)苯磺酰胺衍生物，并通过MTT法对HCT-116、MCF-7和HeLa癌细胞以及NCI-60人肿瘤细胞系进行了体外抗增殖活性评价。在NCI筛选中，三种化合物抑制RPMI-8226和A549/ATCC细胞株约50%的生长。四种化合物在三种被测细胞系的MTT测定中计算的IC50平均值约为45 μM。QSAR允许发现具有统计学意义的HeLa细胞系ops模型。体外代谢稳定性研究表明有利和不利的结构因素。3个衍生物均具有良好的代谢稳定性，t1/2均大于40 min，且具有良好的抗增殖活性和ADMET谱，为进一步研究提供了良好的先导结构。图形化的简介:

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来源期刊

Monatshefte Fur Chemie 化学-化学综合

CiteScore

3.70

自引率

5.60%

发文量

116

审稿时长

3.3 months

期刊介绍： "Monatshefte für Chemie/Chemical Monthly" was originally conceived as an Austrian journal of chemistry. It has evolved into an international journal covering all branches of chemistry. Featuring the most recent advances in research in analytical chemistry, biochemistry, inorganic, medicinal, organic, physical, structural, and theoretical chemistry, Chemical Monthly publishes refereed original papers and a section entitled "Short Communications". Reviews, symposia in print, and issues devoted to special fields will also be considered.