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Synthesis and biological evaluation of retinoid-chalcones as inhibitors of colon cancer cell growth.


ABSTRACT: Based on the observed anticancer activity of chalcones and retinoids, a novel class of retinoid-chalcone hybrids was designed and synthesized. As part of our ongoing studies to discover natural product based anticancer compounds, the retinoid-chalcone hybrids were tested against the colon cancer cell line HT-29. Retinoid like moiety was introduced through Friedel-Crafts alkylation of toluene. Among the synthesized compounds, the cyano derivative (E)-3-(3-oxo-3-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)prop-1-enyl)benzonitrile 8 showed submicromolar inhibitory activity with an IC(50) of 0.66 ?M.

SUBMITTER: Mizuno CS 

PROVIDER: S-EPMC3018291 | biostudies-literature | 2010 Dec

REPOSITORIES: biostudies-literature

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Synthesis and biological evaluation of retinoid-chalcones as inhibitors of colon cancer cell growth.

Mizuno Cassia S CS   Paul Shiby S   Suh Nanjoo N   Rimando Agnes M AM  

Bioorganic & medicinal chemistry letters 20101014 24


Based on the observed anticancer activity of chalcones and retinoids, a novel class of retinoid-chalcone hybrids was designed and synthesized. As part of our ongoing studies to discover natural product based anticancer compounds, the retinoid-chalcone hybrids were tested against the colon cancer cell line HT-29. Retinoid like moiety was introduced through Friedel-Crafts alkylation of toluene. Among the synthesized compounds, the cyano derivative (E)-3-(3-oxo-3-(3,5,5,8,8-pentamethyl-5,6,7,8-tetr  ...[more]

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