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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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Publication details

The article was received on 15 Sep 2014 and first published on 18 Aug 2015


Article type: Review Article
DOI: 10.1039/C4NP00121D
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Nat. Prod. Rep., 2015,32, 1562-1583

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    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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