Design, Synthesis and Cytotoxicity of Chalcone Analogs Derived from 2-Phenylimino-3-phenylthiazolidin-4-one

Document Type

Article

Publication Date

1-2012

Publication Source

Letters in Drug Design and Discovery

Volume Number

9

Issue Number

1

First Page

704

Last Page

708

Publisher

Bentham Science Publishers

ISSN

1570-1808

Abstract

Eleven novel chalcone analogs having a 2-phenylimino-3-phenylthiazolidin-4-one core structure were designed, synthesized and investigated for cytotoxicity against murine B16 and L1210 cancer cells. Single crystal X-ray structure analyses confirmed that these chalcone analogs adopt a Z-geometry about the alkene bond. One of the compounds, 3j, which possesses a 2-chloro-5-bromo substitution in the phenyl moiety, showed moderate cytotoxicity against murine (B16) and human melanoma (MDA-MB-435) cell lines with an IC(50) value of 57 and 12 mu M, respectively. At 30 mu M, compound 3j had virtually no effects on the microtubules in A10 cells.

Keywords

Chalcones; 2-Phenylimino-3-phenylthiazolidin-4-one; Cytotoxicity; Tubulin

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