A twist of nature--the significance of atropisomers in biological systems.
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.
School of Chemistry, University of Wollongong, Wollongong, Australia 2522. keller@uow.edu.au.
Jamie E
JE
Smyth
School of Chemistry, University of Wollongong, Wollongong, Australia 2522. keller@uow.edu.au.
Nicholas M
NM
Butler
School of Chemistry, University of Wollongong, Wollongong, Australia 2522. keller@uow.edu.au.
Paul A
PA
Keller
D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000494:pharmacology; D001688:Biological Products / Q000737:chemistry* / Q000494:pharmacology; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D000900:Anti-Bacterial Agents; D001688:Biological Products; D019086:Bridged Bicyclo Compounds, Heterocyclic; C509797:abyssomicin C