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Synthesis and Investigation of Novel Spiro-isoxazolines as Anti-Cancer Agents.


ABSTRACT: A series of structurally diverse 4-bromo spiro-isoxazolines possessing a variety of aromatic and aliphatic substituents at the 3 position, were synthesized through a 1,3-dipolar cycloaddition followed by intramolecular cyclization of a pendant hydroxyl or carboxylic acid group. The biochemical antiproliferative activity was evaluated in vitro by using two breast cancer cell lines (MCF-7 and MDA-MB-231) and two prostate cancer cell lines (PC-3 and DU-145) using the MTT viability assay, and the IC50 values were obtained. Spiro-isoxazoline derivatives bearing a p-chloro or an o-dichloro aromatic substituent at the 3-position of the isoxazoline showed considerable antitumor activities in all four cell lines with IC50 value ranging from 43?M to 56?M.

SUBMITTER: Das P 

PROVIDER: S-EPMC4371604 | biostudies-literature | 2015 Apr

REPOSITORIES: biostudies-literature

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Synthesis and Investigation of Novel Spiro-isoxazolines as Anti-Cancer Agents.

Das Prasanta P   Omollo Ann O AO   Sitole Lungile J LJ   McClendon Eric E   Valente Edward J EJ   Raucher Drazen D   Walker Leslie R LR   Hamme Ashton T AT  

Tetrahedron letters 20150401 14


A series of structurally diverse 4-bromo spiro-isoxazolines possessing a variety of aromatic and aliphatic substituents at the 3 position, were synthesized through a 1,3-dipolar cycloaddition followed by intramolecular cyclization of a pendant hydroxyl or carboxylic acid group. The biochemical antiproliferative activity was evaluated <i>in vitro</i> by using two breast cancer cell lines (MCF-7 and MDA-MB-231) and two prostate cancer cell lines (PC-3 and DU-145) using the MTT viability assay, and  ...[more]

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