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Structure elucidation of some highly unusual tricyclic cis-caryophyllane sesquiterpenes from Marasmiellus troyanus

Evans, Liam and Hedger, John N. and O'Donnell, Gemma and Skelton, Brian W. and White, Allan H. and Williamson, R. Thomas and Gibbons, Simon (2010) Structure elucidation of some highly unusual tricyclic cis-caryophyllane sesquiterpenes from Marasmiellus troyanus. Tetrahedron Letters, 51 (41). pp. 5493-5496. ISSN 0040-4039

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Official URL: http://dx.doi.org/10.1016/j.tetlet.2010.08.036

Abstract

Three new unusual sesquiterpenes (1–3) were isolated from the tropical rainforest basidiomycete, Marasmiellus troyanus and their structure elucidation was achieved by NMR spectroscopy, single-crystal Xray structural analysis and a modified Mosher’s ester method to determine the absolute stereochemistry of compound 1. These unusual metabolites are probably derived from the caryophyllane class of sesquiterpenes and a possible biosynthetic route to these compounds is proposed. These small natural products represent the best possible features of chemical diversity, being chiral and exhibiting extensive functional group chemistry highlighting the value of natural products as a screening resource for therapeutics discovery programmes.

Item Type:Article
Research Community:University of Westminster > Life Sciences, School of
ID Code:9031
Deposited On:20 Jan 2011 14:53
Last Modified:20 Jan 2011 14:53

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