Guieranone A, a naphthyl butenone from the leaves of Guiera senegalensis with antifungal activity

Olga Silva; Elsa T Gomes

doi:10.1021/np0204904

Guieranone A, a naphthyl butenone from the leaves of Guiera senegalensis with antifungal activity

J Nat Prod. 2003 Mar;66(3):447-9. doi: 10.1021/np0204904.

Authors

Olga Silva¹, Elsa T Gomes

Affiliation

¹ Centro de Estudos de Ciências Farmacêuticas, Laboratory of Pharmacognosy, Faculty of Pharmacy, University of Lisbon, Av. das Forças Armadas, 1649-019 Lisbon, Portugal.

PMID: 12662113
DOI: 10.1021/np0204904

Abstract

A new methoxylated naphthyl butenone, guieranone A (1), was isolated from the leaves of Guiera senegalensis. Its structure was elucidated as (2E)-1-(1,3,6,8-tetramethoxy-2-naphthyl)but-2-en-1-one, on the basis of spectroscopic data. Also isolated were two known naphthopyrones, 5-methyldihydroflavasperone (2) and 5-methylflavasperone (3). Guieranone (1) exhibited potent antifungal activity against Cladosporium cucumerinum and is the first naphthyl ketone derivative to have been isolated from the family Combretaceae.

Publication types

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

MeSH terms

Antifungal Agents / chemistry
Antifungal Agents / isolation & purification*
Antifungal Agents / pharmacology
Butanones / chemistry
Butanones / isolation & purification*
Butanones / pharmacology
Cladosporium / drug effects*
Combretaceae / chemistry*
Guinea
Medicine, African Traditional
Molecular Structure
Naphthalenes / chemistry
Naphthalenes / isolation & purification*
Naphthalenes / pharmacology
Plant Leaves / chemistry
Plants, Medicinal / chemistry*

Substances

Antifungal Agents
Butanones
Naphthalenes
guieranone A