Intermediates with biosynthetic implications in de novo production of phenyl-phenalenone-type phytoalexins by Musa acuminata revised structure of emenolone
1995; Elsevier BV; Volume: 51; Issue: 14 Linguagem: Inglês
10.1016/0040-4020(95)00129-v
ISSN1464-5416
AutoresJavier G. Luis, Winston Q. Fletcher, Fernando Echeverri, Teresa A. Grillo, Áurea Perales, José Antonío González‐Pérez,
Tópico(s)Banana Cultivation and Research
ResumoThree new intermediates (1 – 3) in de novo biosynthetic pathway to phenyl-phenalenone-type phytoalexins have been isolated from rhizomes of Musa acuminata infected with the fungus Fusarium oxysporum. The structures of the new pre-phytoalexins were elucidated on the basis of spectroscopic evidences, chemical correlation and acid catalyzed biomimetic cyclization of 1 to emenolone (4), isolated from the same source and whose previously reported structure has been unambiguously corrected by X-ray diffraction analysis. The chemical shift for all of the hydrogen and carbon atoms in the substances were unambiguously established by mono- and bidimensional, homo- and heteronuclear NMR experiments (1H NMR, 13C NMR, COSY, ROESY, HMQC and HMBC).
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