Almuheptolide A-(+), (+)-Almuheptolide A-药物合成数据库

【药物名称】Almuheptolide A-(+), (+)-Almuheptolide A

化学结构式(Chemical Structure):

参考文献No.	483118
标题:	Enantiospecific semisynthesis of (+)-almuheptolide-A, a novel natural heptolide inhibitor of the mammalian mitochondrial respiratory chain
作者:	Bermejo, A.; Tormo, J.R.; Cabedo, N.; Estornell, E.; Figad閞e, B.; Cortes, D.
来源:	J Med Chem 1998,41(26),5158

合成路线图解说明: (+)-Almuheptolide-A was isolated from the methanolic extract of the powdered stem bark of Goniothalamus arvensis (1). A semisynthesis starting from (+)-altholactone (I) has also been reported. Refluxing in EtOH containing H2SO4 provided a mixture of the ethoxy derivative (-)-etharvensin (II) and the title compound. Etharvensin (II) was further converted into the title compound upon prolonged heating in H2SO4-EtOH.

合成路线图解说明: (+)-Almuheptolide-A (III) was either isolated from the methanolic extract of the powdered stem bark of Goniothalamus arvensis or obtained by semisynthesis from (+)-altholactone (I). Treatment of (I) with boiling EtOH containing H2SO4 provided a mixture of the ethoxy derivative (-)-etharvensin (II) and the eight-membered-ring lactone (III). Then, acetylation of (III) with Ac2O in pyridine yielded the title diacetate ester. The (-)-etharvensin (II) can be converted into the eight member-ring lactone (III) upon prolonged heating in H2SO4 /EtOH.