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

Evans, L., Hedger, J.N., O'Donnell, G., Skelton, B.W., White, A.H., Williamson, R.T. and Gibbons, S. 2010. Structure elucidation of some highly unusual tricyclic cis-caryophyllane sesquiterpenes from Marasmiellus troyanus. Tetrahedron Letters. 51 (41), pp. 5493-5496.

TitleStructure elucidation of some highly unusual tricyclic cis-caryophyllane sesquiterpenes from Marasmiellus troyanus
AuthorsEvans, L., Hedger, J.N., O'Donnell, G., Skelton, B.W., White, A.H., Williamson, R.T. and Gibbons, S.
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.

JournalTetrahedron Letters
Journal citation51 (41), pp. 5493-5496
ISSN0040-4039
Year13 Oct 2010
PublisherElsevier
Digital Object Identifier (DOI)doi:10.1016/j.tetlet.2010.08.036
Publication dates
Published13 Oct 2010

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