Issue 4, 2013

First synthesis of (+)-myrrhanol C, an anti-prostate cancer lead

Abstract

The first synthesis of (+)-myrrhanol C (1), an antitumor polypodane-type bicyclic triterpene with inhibitory activity against androgen insensitive prostate cancers, is reported herein (IC50 10 μmolar). A key step in our convergent synthesis of (+)-myrrhanol C and related analogues is the employment of a microbial stereo- and regioselective late stage C–H oxidation. A low-waste and sustainable process has been developed to prepare (+)-myrrhanol C for further biological studies.

Graphical abstract: First synthesis of (+)-myrrhanol C, an anti-prostate cancer lead

Supplementary files

Article information

Article type
Communication
Submitted
04 Oct 2012
Accepted
02 Nov 2012
First published
02 Nov 2012

Org. Biomol. Chem., 2013,11, 559-562

First synthesis of (+)-myrrhanol C, an anti-prostate cancer lead

V. Domingo, L. Lorenzo, J. F. Quilez del Moral and A. F. Barrero, Org. Biomol. Chem., 2013, 11, 559 DOI: 10.1039/C2OB26947C

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