Almuheptolide A-(+), (+)-Almuheptolide A

Chemical Name: [4R-(4alpha,5alpha,6alpha,7beta,8alpha)]-4,5-Diethoxy-6,7-dihydroxy-8-phenyloxocan-2-one
项目整合开发状态: Biological Testing
项目研究机构: Universidad de Valencia (Originator)
合成路线:(+)-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:(+)-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.