Combinatorial chemistry in insects: A library of defensive macrocyclic polyamines

Frank C. Schröder; Jay J. Farmer; Athula B. Attygalle; Scott R. Smedley; Thomas Eisner; Jerrold Meinwald

doi:10.1126/science.281.5375.428

Combinatorial chemistry in insects: A library of defensive macrocyclic polyamines

Frank C. Schröder
, Jay J. Farmer
, Athula B. Attygalle
, Scott R. Smedley
, Thomas Eisner
, Jerrold Meinwald

Department of Chemistry and Chemical Biology

Cornell University
Trinity College Hartford

Research output: Contribution to journal › Article › peer-review

68 Scopus citations

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.

Original language	English
Pages (from-to)	428-431
Number of pages	4
Journal	Science
Volume	281
Issue number	5375
DOIs	https://doi.org/10.1126/science.281.5375.428
State	Published - 17 Jul 1998

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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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AU - Attygalle, Athula B.

AU - Smedley, Scott R.

AU - Eisner, Thomas

AU - Meinwald, Jerrold

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AB - 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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VL - 281

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Combinatorial chemistry in insects: A library of defensive macrocyclic polyamines

Abstract

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