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Ryczek, Sebastian ; Dettner, Konrad ; Unverzagt, Carlo:
Synthesis of buprestins D, E, F, G and H; structural confirmation and biological testing of acyl glucoses from jewel beetles (Coleoptera: Buprestidae).
In: Bioorganic & Medicinal Chemistry.
Bd. 17
(2009)
Heft 3
.
- S. 1187-1192.
ISSN 0968-0896
DOI: https://doi.org/10.1016/j.bmc.2008.12.038
Abstract
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 β-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. The activity of the variant buprestins as deterrents for ants was assayed.