()的简易合成及其抗癌活性

IF 0.8 4区化学 Q4 CHEMISTRY, ORGANIC

Heterocycles Pub Date : 2023-10-18 DOI:10.3987/com-23-14909

)-Diethyl 2-Styrylquinoline-3,4-dicarboxylates

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引用次数: 0

摘要

本研究首次以新合成的2-(溴乙基)喹啉-3,4-二羧酸二乙酯为底物，采用一锅序Arbuzov/ Horner-Emmons反应顺序，简单灵活地合成了一系列新的(E)-二乙基- 2-苯基喹啉-3,4-二羧酸酯3a-q，收率较高。二甲基喹啉-3,4-二羧酸二乙酯是通过nbs介导的自由基溴化反应得到的。体外初步评价其对人肿瘤细胞株(A549、HT29和T24)的抗增殖活性，结果表明，具有3,4,5-三甲氧基苯乙烯基片段的化合物3k对A549细胞株的IC50值为2.38µmol•L-1，高于参比顺铂。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

A Facile Synthesis and Anticancer Activity of (

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A Facile Synthesis and Anticancer Activity of (

In the present investigation, a simple and flexible synthesis of a series of novel (E)-diethyl 2-styrylquinoline-3,4-dicarboxylates 3a-q has been achieved for the first time in good yields, involving one-pot sequential Arbuzov/Horner–Emmons reaction sequence using the newly-synthesized diethyl 2-(bromomethyl)quinoline-3,4-dicarboxylate as the substrate. The latter was obtained by NBS-mediated radical bromination reaction of the readily available diethyl 2-methylquinoline-3,4-dicarboxylate. A primary in vitro evaluation for their antiproliferative activity against human cancer cell lines (A549, HT29 and T24) revealed that the compound 3k with 3,4,5-trimethoxystyryl moiety represented the most active molecule against the tested A549 cell lines in this round of effort with the IC50 values of 2.38 µmol•L-1, being higher than the reference cisplatin.

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来源期刊

Heterocycles 化学-有机化学

CiteScore

1.50

自引率

0.00%

发文量

108

审稿时长

1 months

期刊介绍： Since its inception in 1973 HETEROCYCLES has provided a platform for the rapid exchange of research in the areas of organic, pharmaceutical, analytical, and medicinal chemistry of heterocyclic compounds in addition to communications, papers, reviews, a special section of the journal presents newly-discovered natural products whose structure has recently been established. Another section is devoted to the total synthesis of previously documented natural products with heterocyclic ring systems. Due to the fact that the journal is able to publish articles within two months of receipt of the manuscripts, researchers in this field can obtain up-to-date information on heterocyclic research by reading Heterocycles regularly. Audience: Organic and Physical Organic Chemists, Biochemists, Pharmacologists and Scientists studying heterocyclic compounds