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
收藏
页码：1349 / 1351
页数：3
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