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J Nat Prod

Title:		"Glucosylated suspensosides, water-soluble pheromone conjugates from the oral secretions of male Anastrepha suspensa"
Author(s):		Walse SS; Lu F; Teal PE;
Address:		"United States Department of Agriculture, Agricultural Research Service, Center for Medical, Agricultural, and Veterinary Entomology 1700 S.W. 23rd Drive, Gainesville, Florida 32604, USA"
Journal Title:		J Nat Prod
Year:		2008
Volume:		20080918
Issue:		10
Page Number:		1726 - 1731
DOI:		10.1021/np800096k
ISSN/ISBN:		1520-6025 (Electronic) 0163-3864 (Linking)
Abstract:		"A diastereomeric mixture of the glycosylated pheromones (6R)-(1a) and (6S)-beta-D-glucopyranosyl 2-(2,6-dimethyl-6-vinylcyclohex-1-enyl)acetate (1b), which we named respectively suspensoside A and suspensoside B, was isolated from the oral secretions of male Caribbean fruit flies, Anastrepha suspensa. The absolute stereochemical configurations were established using microsample NMR instrumentation, chiral gas chromatography, and chemical synthesis utilizing pure enantiomers of anastrephin, (3aS,4R,7aS)-(4a) or (3aR,4S,7aR)-4,7a-dimethyl-4-vinylhexahydrobenzofuran-2(3H)one (4b), as the aglycon precursor"
Keywords:		"Animals Glucosides/chemistry/*isolation & purification/*metabolism Glycosides/chemistry/*isolation & purification/*metabolism Male Molecular Structure Nuclear Magnetic Resonance, Biomolecular Pheromones/chemistry/*isolation & purification/*metabolism Solu;"
Notes:		"MedlineWalse, Spencer S Lu, Fang Teal, Peter E A eng Research Support, U.S. Gov't, Non-P.H.S. 2008/09/19 J Nat Prod. 2008 Oct; 71(10):1726-31. doi: 10.1021/np800096k. Epub 2008 Sep 18"