N-methylepiamauromine, epiamauromine and cycloechinulin antiinse

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...

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544339, 544341, A61K 31495, C07D24136

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active

052867277

ABSTRACT:
Diketopiperazine compounds designated N-methylepiamauromine, epiamauromine and cycloechinulin have been isolated from the sclerotia of the fungi Aspergillus ochraceus. The compounds are effective for controlling Coleopteran and Lepidopteran insects. The compounds have the structures: ##STR1## wherein: R is a hydrogen atom or a methyl group, such that the compound formed when R is a hydrogen atom is designated epiamauromine and the compound formed when R is a methyl group is designated N-methylepiamauromine; and cycloechinulin has the structure: ##STR2##

REFERENCES:
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Gloer et al, J. Org. Chem. 53:5457 (1988).
Te Paske et al, J. Org. Chem. 55:5299 (1990).
Gloer et al, J. Org. Chem. 54:2530 (1989).
Takase et al. "Structure of Amauromine, A New Hypotensive Vasodilator Produced By Amaroascus Sp." Tetrahedron, vol. 41, 1985. pp. 3037-3048.
Takase et al. "Structure of Amauromine, A New Alkaloid with Vasolidating Activity Produced By Amauroascus Sp." Tetrahedron Lett., vol. 25, 1984. pp. 4673-4676.
Marchelli et al. "The Structures Of Five New Didehydropeptides Related To Neoechinulin Isolated From Aspergillus amstelodami" J. C. S. Perkin I, 1977. pp. 713-717.
Chang et al. "Chemical Abstracts" vol. 72, 1970, Abstract 67267X.

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