6533b7dafe1ef96bd126df51

RESEARCH PRODUCT

30-Norfriedelane triterpenes from the stem bark ofCaloncoba glauca

Alexander I. GraySimon GibbonsGeorges MassiotPeter G. WatermanRosa M. Giner-ponsCatherine Lavaud

subject

chemistry.chemical_classificationStem barkbiologyChemistryStereochemistryPlant ScienceGeneral MedicineHorticulturebiology.organism_classificationBiochemistryTerpeneFlacourtiaceaeTriterpenevisual_artvisual_art.visual_art_mediumOrganic chemistryBarkMolecular BiologyLactone

description

Abstract The stem bark of Caloncoba glauca has yielded three friedelane triterpenes of which two are characterized by the loss of C-30 and the presence of a C-27, C-15 lactone. They were identified, with considerable use of long-range C H coupling studies, as the known compound trichadonic acid (3-oxofriedelan-27-oic acid) and two new 30-norfriedelane derivatives, 3,27-dioxo-30-norfriedelan-20(29)-en-27,15α-lactone (caloncobalactone) and 3,27-dioxo-21β-hydroxy-30-norfriedelan-20(29)-en-17,15α-lactone (21β-hydroxycaloncoba lactone).

https://doi.org/10.1016/0031-9422(91)83041-i