Preparation of 7-Alkoxylated Furanopyrones: Semisynthesis of (−)-Etharvensin, a New Styryl-Lactone from Goniothalamus arvensis

A new furanopyrone derivative, (−)-etharvensin (1), was isolated from the stem bark of Goniothalamus arvensis. Semisynthesis of the 7-ethoxyfuranopyrone 1 was achieved by addition of EtOH in concentrated acid medium to the unsaturated α-pyrone (+)-altholactone (2). This protocol constitutes a novel,...

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Veröffentlicht in:	Journal of natural products (Washington, D.C.) D.C.), 1997-12, Vol.60 (12), p.1338-1340
Hauptverfasser:	Bermejo, Almudena, Blázquez, M. Amparo, Serrano, Angel, Zafra-Polo, M. Carmen, Cortes, Diego
Format:	Artikel
Sprache:	eng
Schlagworte:	ANNONACEAE BARK Biological and medical sciences CETONAS CETONE CHEMICAL COMPOSITION CHEMICAL REACTIONS CHEMICAL STRUCTURE COMPOSICION QUIMICA COMPOSITION CHIMIQUE CORTEZA ECORCE ESPECTROMETRIA ESTRUCTURA QUIMICA FURANE FURANOS FURANS General pharmacology KETONES Medical sciences PAPOUASIE NOUVELLE GUINEE PAPUA NEW GUINEA PAPUA NUEVA GUINEA Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments PRECURSORS REACCIONES QUIMICAS REACTION CHIMIQUE SPECTRAL ANALYSIS SPECTROMETRIE SPECTROMETRY STEMS STRUCTURE CHIMIQUE TALLO TIGE
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Zusammenfassung:	A new furanopyrone derivative, (−)-etharvensin (1), was isolated from the stem bark of Goniothalamus arvensis. Semisynthesis of the 7-ethoxyfuranopyrone 1 was achieved by addition of EtOH in concentrated acid medium to the unsaturated α-pyrone (+)-altholactone (2). This protocol constitutes a novel, direct (single-step), and efficient method to prepare this class of bioactive compounds.
ISSN:	0163-3864 1520-6025
DOI:	10.1021/np970346w