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X-ray crystal structures and anti breast cancer property of 3-tert-butoxycarbonyl-2-arylthiazolidine-4-carboxylic acids

Abstract

The diastereomeric ‘2RS,4R’-2-aryl thiazolidine-4-carboxylic acids (ATCAs) were synthesized and attempted their resolution to chiraly pure N-BOC derivatives by column chromatography. The absolute stereochemistry of the resolved compounds was ascertained by x-ray single crystal structures. Further application of synthesized compounds was studied for their in vitro anti breast cancer activity against MCF7 cell lines using DOX as a standard by MTT assay method. The cell morphology analysis was carried out by fluorescence microscopy. The compounds containing ‘2S’ absolute configuration in thiazolidine ring and presence of 2-NO2, 2,6-Cl groups on ‘2R’-aryl substituent showed significant anti breast cancer activity where some of the compounds were found to be more active than DOX by induced apoptosis mode of MCF7 cell death.

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Publication details

The article was received on 09 Aug 2017, accepted on 05 Dec 2017 and first published on 05 Dec 2017


Article type: Paper
DOI: 10.1039/C7NJ02961F
Citation: New J. Chem., 2017, Accepted Manuscript
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    X-ray crystal structures and anti breast cancer property of 3-tert-butoxycarbonyl-2-arylthiazolidine-4-carboxylic acids

    S. K. Pardeshi, R. M. Jagtap, S. H. Thorat, R. G. Gonnade and A. Khan, New J. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7NJ02961F

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