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Combinatorial chemistry in insects: a library of defensive macrocyclic polyamines
F C Schröder1, J J Farmer, A B Attygalle
1Department of Chemistry, Cornell University, Ithaca, NY 14853, USA. fs31@cornell.edu
Abstract:
The pupal defensive secretion of the coccinellid beetle Epilachna borealis is composed principally of a combinatorial library of macrocyclic polyamines. These compounds constitute a previously unrecognized family of natural products, characterized by extremely large-ring lactonic structures derived from a small set of (2-hydroxyethylamino)alkanoic acids. The combinatorial assembly of these simple building blocks generates a high degree of structural diversity, which is further increased by slow, spontaneous intramolecular rearrangement of the macrocycles.
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