6533b838fe1ef96bd12a3a0e

RESEARCH PRODUCT

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

Almudena BermejoAnd M. Carmen Zafra-poloM. Amparo BlázquezDiego CortesAngel Serrano

subject

Pharmacologychemistry.chemical_classificationStem barkbiologyStereochemistryOrganic ChemistryPharmaceutical Sciencebiology.organism_classificationSemisynthesisAnalytical Chemistrychemistry.chemical_compoundComplementary and alternative medicinechemistryDrug DiscoveryMolecular MedicineDerivative (chemistry)EtharvensinGoniothalamusLactone

description

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.

https://doi.org/10.1021/np970346w