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Issue 71, 2014
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Design and synthesis of optically pure 3-aryl-6-methyl-2-thioxotetrahydropyrimidin-4(1H)-ones as anti-prostate cancer agents

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Abstract

3-Aryl-6-methyl-2-thioxotetrahydropyrimidin-4(1H)-ones were proposed as a new class of anti-prostate cancer agents on the basis of molecular modeling studies. Stereoselective synthesis of 3-aryl-6-methyl-2-thioxotetrahydropyrimidin-4(1H)-one derivatives was achieved by chiral induction employing (R)/(S)-α-methyl benzylamine and subsequent debenzylation with HBr in AcOH afforded the desired enantiomers in good yields. The compounds were screened in vitro against prostate cancer cell lines, PC-3 and LNCaP and the most potent derivatives were identified.

Graphical abstract: Design and synthesis of optically pure 3-aryl-6-methyl-2-thioxotetrahydropyrimidin-4(1H)-ones as anti-prostate cancer agents

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Supplementary files

Article information


Submitted
29 Jun 2014
Accepted
06 Aug 2014
First published
06 Aug 2014

RSC Adv., 2014,4, 37868-37877
Article type
Paper
Author version available

Design and synthesis of optically pure 3-aryl-6-methyl-2-thioxotetrahydropyrimidin-4(1H)-ones as anti-prostate cancer agents

V. Kumar, M. Rachamalla, P. Nandekar, G. L. Khatik, A. T. Sangamwar, K. Tikoo and V. A. Nair, RSC Adv., 2014, 4, 37868
DOI: 10.1039/C4RA06391K

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