Leaf-cutting ants toxicity of limonexic acid and degraded limonoids from Raulinoa echinata. X-ray structure of epoxy-fraxinellone

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Biavatti, Maique W.
Westerlon, Rosângela
Vieira, Paulo C.
Da Silvab, M. Fátima G. F.
Fernandes, João B.
Peñaflor, M. Fernanda G. V. [UNESP]
Bueno, Odair C. [UNESP]
Ellena, Javier

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Phytochemical survey of roots extracts of the South Brazilian endemic plant Raulinoa echinata Cowan, Rutaceae led to the isolation of known degraded limonoids: fraxinellone, fraxinellonone and epoxy-fraxinellone. The latter was previously isolated also from the stems, but the relative configuration could not be solved by NMR experiments. This paper deals with the X-ray diffraction analysis of epoxy-fraxinellone and its toxicity to leaf-cutting ants, describes the isolation of fraxinellonone and fraxinellone for the first time in Raulinoa. Epoxy-fraxinellone showed no toxicity to the leaf-cutting ants (Atta sexdens rubropilosa). The limonoid limonexic acid, isolated from stems, presented high toxicity to the leaf-cutting ants, diminishing considerably their longevity. ©2005 Sociedade Brasileira de Química.



Atta sexdens rubropilosa, Degraded limonoids, Limonexic acid, Raulinoa echinata, X-ray structure

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Journal of the Brazilian Chemical Society, v. 16, n. 6 B, p. 1443-1447, 2005.