A pregnane triglycoside containing a new genin 3β,14β-dihydroxy-21-methoxy-5β-pregnan-20-one has been isolated from the dried roots of Mandevilla pentlandiana. Chemical and spectroscopic evidence for the glycoside are consistent with the structure 3β,14β-dihydroxy-21-methoxy-5β-pregnan-20-one-3-O-β-d-diginopyranosyl-(1→4)-O-β-d-cymaropyranosyl-(1→4)-O-β-d-cymaropyranoside. It is noteworthy that 3β,14β,21-trihydroxy 5β-pregnan-20-one, biosynthetically related to the genin of this glycoside, has been proved to be a precursor of cardenolides, also produced by this plant.
glycoside, Apocynaceae, Mandevilla pentlandiana, 3β, 14β-dihydroxy-21-methoxy-5β-pregnan-20-one, 14β-dihydroxy-21-methoxy-5β-pregnan-20-one-3-O-β-d-diginopyranosyl-(1→4)-O-β-d-cymaropyranosyl-(1→4)-O-β-d-cymaropyranoside
Publication DOI: 10.1016/0031-9422(92)80126-YJournal NLM ID: 0151434Publisher: Elsevier
Institutions: Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina