6533b82efe1ef96bd129451d

RESEARCH PRODUCT

Omphalocarpoidone, a new lanostane-type furano-spiro-γ-lactone from the wood of Tridesmostemon omphalocarpoides Engl. (Sapotaceae)

Louis P. SandjoRenameditswe MapitseBerhanu M. AbegazVictor KueteBonaventure T. NgadjuiSamuel O. YeboahJohannes C. LiermannDieter SchollmeyerChi G. FruChi G. FruTill Opatz

subject

chemistry.chemical_classificationStereochemistryTormentic acidPlant ScienceSecondary metaboliteBiologybiology.organism_classificationBiochemistryLanostaneSapotaceaeTaraxerolchemistry.chemical_compoundSpinasterolchemistryTriterpenemedicineOrganic chemistryAgronomy and Crop ScienceLactoneBiotechnologymedicine.drug

description

Abstract Phytochemical studies of the wood and the stem bark of Tridesmostemon omphalocarpoides Engl. (Sapotaceae) led to the isolation of omphalocarpoidone (1), a new lanostane-type furano-spiro-γ-lactone together with β-amyrin acetate (2), taraxerol (3), spinasterol (4), lichexanthone (5), epi-catechin (6), spinasterol 3-O-β- d -glucopyranoside (7), tormentic acid (8), and 1,2,3,4-tetrahydronorharman-1-one (9). Their structures were established on the basis of extensive NMR studies, mass spectrometry, and by comparison of the data with those previously reported in the literature. The structure of the new secondary metabolite was later confirmed by X-ray crystallography. Except for spinasterol, the antimicrobial activities of these secondary metabolites were investigated on ten bacterial strains and the alkaloid 9 showed a significant activity against Escherichia coli with a MIC at 16 μg/mL.

https://doi.org/10.1016/j.phytol.2013.08.017