Pyrrolidinoöxazolidine alkaloids from two species of ladybird beetles.

Radford, P; Attygalle, A B; Meinwald, J; Smedley, S R; Eisner, T

Radford, P; Attygalle, A B; Meinwald, J; Smedley, S R; Eisner, T.

Afiliación

Radford P; Baker Laboratory, Department of Chemistry, Cornell University, Ithaca, New York 14853, USA.

J Nat Prod ; 60(8): 755-9, 1997 Aug.

Article en En | MEDLINE | ID: mdl-9287414

RESUMEN

From the mixture of alkaloids obtained from adults of two species of ladybird beetles, Epilachna varivestis and Epilachna borealis, a novel bicyclic alkaloid, 5-(12'-aminotridecyl)pyrrolidinoöxazolidine [(5 alpha, 7 a beta)-hexahydro-alpha-methylpyrrolo[2,1-b]oxazole-5-dodecaneami ne] (2) was characterized on the basis of spectrometric and synthetic investigations. This new alkaloid is related structurally to a monocyclic congener 1-(2-hydroxyethyl)-2-(12'-aminotridecyl)pyrrolidine (1), previously characterized from E. varivestis. Two additional alkaloids (lower homologs of 1 and 2) from E. borealis were characterized as 5-(10'-aminoündecyl)pyrrolidinoöxazolidine [(5 alpha,-7 a beta)-hexahydro-alpha-methylpyrrolo[2,1-b]oxazole-5-decaneamine ] (7) and 1-(2-hydroxyethyl)-2-(10'-aminoündecyl)pyrrolidine (8), on the basis of their mass spectra.

Asunto(s)

Alcaloides/aislamiento & purificación; Escarabajos/química; Alcaloides/química; Animales; Cromatografía de Gases; Masculino; Análisis Espectral

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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Escarabajos / Alcaloides Límite: Animals Idioma: En Revista: J Nat Prod Año: 1997 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos

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