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Issue 2, 2018
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X-ray crystal structures and anti-breast cancer property of 3-tert-butoxycarbonyl-2-arylthiazolidine-4-carboxylic acids

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Abstract

Diastereomeric ‘2RS,4R’-2-arylthiazolidine-4-carboxylic acids (ATCAs) were synthesized and their resolution to chiraly pure N-BOC derivatives was attempted by column chromatography. The absolute stereochemistry of the resolved compounds was ascertained by X-ray single crystal structures. Further application of the synthesized compounds was studied for their in vitro anti-breast cancer activity against MCF7 cell line using DOX as a standard by MTT assay method. 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 in terms of induced apoptosis mode of MCF7 cell death.

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

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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., 2018,42, 1078-1086
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    X-ray crystal structures and anti-breast cancer property of 3-tert-butoxycarbonyl-2-arylthiazolidine-4-carboxylic acids

    R. M. Jagtap, S. H. Thorat, R. G. Gonnade, A. A. Khan and S. K. Pardeshi, New J. Chem., 2018, 42, 1078
    DOI: 10.1039/C7NJ02961F

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