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

Evans, Liam, Hedger, John, O'Donnell, Gemma, Skelton, Brian W., White, Allan H., 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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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 X-ray 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
Uncontrolled Keywords: basidiomycetes,caryophyllane,marasmiellus troyanus,sesquiterpene,biochemistry,drug discovery,organic chemistry ,/dk/atira/pure/subjectarea/asjc/1300/1303
Faculty \ School: Faculty of Science > School of Pharmacy
Related URLs:
Depositing User: LivePure Connector
Date Deposited: 15 Jul 2020 23:39
Last Modified: 15 Jul 2020 23:39
URI: https://ueaeprints.uea.ac.uk/id/eprint/76133
DOI: 10.1016/j.tetlet.2010.08.036

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