Synthesis of novel 5-(3-alkylquinolin-2-yl)-3-aryl isoxazole derivatives and their cytotoxic activity

被引：28

作者：

Rao, P. Sambasiva ^{[1
]}

Kurumurthy, C. ^{[1
]}

Veeraswamy, B. ^{[1
]}

Poornachandra, Y. ^{[2
]}

Kumar, C. Ganesh ^{[2
]}

Narsaiah, B. ^{[1
]}

机构：

[1] CSIR Indian Inst Chem Technol, Fluoroorgan Div, Hyderabad 500007, Andhra Pradesh, India

[2] CSIR Indian Inst Chem Technol, Med Chem & Pharmacol Div, Hyderabad 500007, Andhra Pradesh, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2014年 / 24卷 / 05期

关键词：

Aldoxime; Isoxazole; Quinoline; Jones reagent; Cytotoxic activity; QUINOLINE; TRIFLATE;

D O I：

10.1016/j.bmcl.2014.01.038

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The propargyl alcohol on reaction with aldoxime and NaOCl in DCM gave exclusively (3-arylisoxazol-5-yl) methanol 1. The compound 1 was oxidized to an aldehyde 2 followed by reaction with aniline resulted in Schiff's base 3. The compounds 3 were further reacted with various aldehydes having a-hydrogen using molecular iodine as catalyst and which yielded 5-(3-alkylquinolin-2-yl)-3-aryl isoxazole derivatives 4. All the final compounds 4 were screened against four human cancer cell lines (A549, COLO 205, MDA-MB 231 and PC-3) and among these compounds 4n showed potent cytotoxicity against all the cell lines at IC50 values of < 12 mu M. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：1349 / 1351

页数：3

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