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

Authors :
Sambasiva Rao P
Kurumurthy C
Veeraswamy B
Poornachandra Y
Ganesh Kumar C
Narsaiah B
Source :
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2014 Mar 01; Vol. 24 (5), pp. 1349-51. Date of Electronic Publication: 2014 Jan 25.
Publication Year :
2014

Abstract

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 α-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 μM.<br /> (Copyright © 2014 Elsevier Ltd. All rights reserved.)

Details

Language :
English
ISSN :
1464-3405
Volume :
24
Issue :
5
Database :
MEDLINE
Journal :
Bioorganic & medicinal chemistry letters
Publication Type :
Academic Journal
Accession number :
24507927
Full Text :
https://doi.org/10.1016/j.bmcl.2014.01.038