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Issue 11, 2015
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A twist of nature – the significance of atropisomers in biological systems

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Abstract

Covering: up to mid-2015

Recently identified natural atropisomeric compounds with potential medicinal applications are presented. The ability of natural receptors to possess differential binding between atropisomers is an important factor when considering active and inactive atropisomeric drugs, and has required the development of new techniques for atropselective synthesis of desired targets. Advances in this field therefore have significant relevance to modern pharmaceutical and medicinal chemistry. The atropisomeric natural products discussed include hibarimicinone, flavomannins, talaromannins, viriditoxin, rugulotrosin A, abyssomicin C, marinopyrroles, dixiamycins, streptorubin B, ustiloxins A–F, haouamine A, bisnicalaterines, and tedarene B, all of which show significant potential as leads in antibiotic, antiviral and anticancer studies. The importance for the development of common practices regarding atropisomer recognition and classification is also emphasized.

Graphical abstract: A twist of nature – the significance of atropisomers in biological systems

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Article information


Submitted
15 Sep 2014
First published
18 Aug 2015

Nat. Prod. Rep., 2015,32, 1562-1583
Article type
Review Article
Author version available

A twist of nature – the significance of atropisomers in biological systems

J. E. Smyth, N. M. Butler and P. A. Keller, Nat. Prod. Rep., 2015, 32, 1562
DOI: 10.1039/C4NP00121D

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