A new clerodane diterpenoid, bafoudiosbulbin H (1), was isolated from the flowers of Dioscorea bulbifera L. var sativa. Its acetylation using acetic anhydride-pyridine and catalytic amount of 4-DMAP at 60 8C yielded bafoudiosbulbin H acetate (2) together with a clerodane with an unprecedented acylation pattern (bafoudiosbulbin H1, 3). The reaction of the known bafoudiosbulbin G (4) in the same conditions yielded demethylbafoudiosbulbin G (5). Structural elucidation of 5 led to the revision of the stereochemistry previously assigned to 4. Structures were elucidated using spectroscopic techniques, including 1D and 2D NMR (1H, 13C, HSQC, COSY, HMBC, ROESY, NOESY) and mass spectrometry (HRESIMS).

Bafoudiosbulbin H, a new clerodane diterpene from the flowers of Dioscorea bulbifera L. var sativa

BARBONI, Luciano
2013-01-01

Abstract

A new clerodane diterpenoid, bafoudiosbulbin H (1), was isolated from the flowers of Dioscorea bulbifera L. var sativa. Its acetylation using acetic anhydride-pyridine and catalytic amount of 4-DMAP at 60 8C yielded bafoudiosbulbin H acetate (2) together with a clerodane with an unprecedented acylation pattern (bafoudiosbulbin H1, 3). The reaction of the known bafoudiosbulbin G (4) in the same conditions yielded demethylbafoudiosbulbin G (5). Structural elucidation of 5 led to the revision of the stereochemistry previously assigned to 4. Structures were elucidated using spectroscopic techniques, including 1D and 2D NMR (1H, 13C, HSQC, COSY, HMBC, ROESY, NOESY) and mass spectrometry (HRESIMS).
2013
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11581/263981
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