Glucosylated Suspensosides, Water-Soluble Pheromone Conjugates from the Oral Secretions of Male Anastrepha suspensa

[摘要]：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), its the aglycon precursor.

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