Biomimetic Synthesis of 4-Acetylbenzoxazolin-2(3H)-one Isolated from Zea mays

Carlos A. Escobar, Michael Kluge, Dieter Sicker

Resultado de la investigación: Contribución a una revistaArtículorevisión exhaustiva

4 Citas (Scopus)

Resumen

4-Acctylbenzoxazolin-2(3H)-one has been prepared biomimetically during attempts to synthesize the hemiacetalic hydroxamic acid 5-acetyl-2,4-dihydroxy-2H-1,4-benzoxazin-3(4H)-one by the immediate degradation of this unstable compound generated as an intermediate. Thus, 4-acetylbenzoxazolin-2(3H)one recently isolated from Zea mays kernels, and similar to other benzoxazolin-2(3H)-ones known from plant sources, is assumed to have originated from the degradation of natural 5-acetyl-2,4-dihydroxy-2H-1,4-benzoxazin-3(4H)-one which in turn could have been enzymatically released by a β-glucosidase from the corresponding 2-β-D-glucoside.

Idioma originalInglés
Páginas (desde-hasta)1407-1414
Número de páginas8
PublicaciónJournal of Heterocyclic Chemistry
Volumen34
N.º5
DOI
EstadoPublicada - 1997

Áreas temáticas de ASJC Scopus

  • Química orgánica

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