Synthesis of buprestins D, E, F, G and H; structural confirmation and biological testing of acyl glucoses from jewel beetles (Coleoptera: Buprestidae).

A chemical and enzymatic synthesis was developed for five variant buprestins termed D, E, F, G and H found in jewel beetles (Coleoptera: Buprestidae). Selective acylation of the primary hydroxyl group of beta-D-glucopyranose-1,2-bis(pyrrole-2-carboxylate) with substituted benzoic or cinnamic acid derivatives followed by deprotection gave the target compounds. Using coinjection the identity with the natural extracts was confirmed.