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Chirality. 2013 May;25(5):265-74. doi: 10.1002/chir.22145.

Biological stereoselectivity of atropisomeric natural products and drugs.

Author information

  • 1Department of Chemistry, Columbia University, New York, New York 10027, USA. az2280@columbia.edu

Abstract

Selected examples of natural product and drug atropisomers that exhibit stereoselectivity towards receptor and enzyme targets are reviewed. The atropisomeric preference of the receptors and enzyme binding domains makes these agents attractive molecules for drug development in the treatment of various diseases. Included are commonly recognized atropisomers containing a chiral biaryl axis along with some less common examples of atropisomers without a biaryl axis. The biological targets include: antiapoptotic proteins; bacteria; microtubules; kinases; vasopressin receptors; a G-protein coupled receptor related to obesity; monocarboxylate transporters; tachykinin NK1 -receptors; cyclooxygenase-1 and squalene synthase.

Copyright © 2013 Wiley Periodicals, Inc.

PMID:
23620262
[PubMed - indexed for MEDLINE]
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