Heliespirones B and C: two new plant heliespiranes with a novel spiro heterocyclic sesquiterpene skeleton

Francisco A Macías; José L G Galindo; Rosa M Varela; Ascensión Torres; José M G Molinillo; Frank R Fronczek

doi:10.1021/ol061673a

Heliespirones B and C: two new plant heliespiranes with a novel spiro heterocyclic sesquiterpene skeleton

Org Lett. 2006 Sep 28;8(20):4513-6. doi: 10.1021/ol061673a.

Authors

Francisco A Macías¹, José L G Galindo, Rosa M Varela, Ascensión Torres, José M G Molinillo, Frank R Fronczek

Affiliation

¹ Grupo de Alelopatía, Departamento de Química Organica, Universidad de Cadiz, Facultad de Ciencias, C/República Saharaui s/n, 11510 Puerto Real, Cadiz, Spain.

PMID: 16986938
DOI: 10.1021/ol061673a

Abstract

From the medium, polar bioactive fractions of leaf aqueous extract of Helianthus annuus L., heliespirones B (2) and C (3) have been isolated. The structural elucidation was based on extensive spectral studies. A probable biogenesis of heliespirone skeleton is proposed and discussed. The structure of heliespirone B has been confirmed by X-ray diffraction analysis.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Benzoquinones / chemistry*
Crystallography, X-Ray
Heterocyclic Compounds / chemistry*
Magnetic Resonance Spectroscopy
Models, Molecular
Plants / chemistry*
Sesquiterpenes / chemistry*

Substances

Benzoquinones
Heterocyclic Compounds
Sesquiterpenes
heliespirone B
heliespirone C