Secondary metabolites of Cinnamosma madagascariensis and their alpha-glucosidase inhibitory properties.
Two new drimane-type sesquiterpenes, cinnamadin (1) and cinnamodial 11alpha,12beta-dimethyl acetal (2), together with pereniporin B (3), ugandensolide (4), polygodial (5), capsicodendrin, cinnamodial (6), sitosterol, stigmasterol, lignoceric acid, cinnamosmolide (7), D-mannitol, and delta-tocotrienol were isolated from Cinnamosma madagascariensis. The structures of the new compounds were determined by physical, chemical, and spectroscopic evidence. Compound 7 and D-mannitol were isolated in high yield (5% and 1.36%, respectively). Evaluation of the alpha-glucosidase inhibitory properties of the isolated metabolites demonstrated that compounds 1 and 4 show moderate effects, while cinnamodial (6) exhibited the most potent activity. The chemosystematics of Cinnamosma species are also discussed.
Harinantenaina
Liva
L
Graduate School Biomedical Sciences, Department of Pharmacognosy, Hiroshima University, Japan.
Matsunami
Katsuyoshi
K
Otsuka
Hideaki
H
Kawahata
Masatoshi
M
Yamaguchi
Kentaro
K
Asakawa
Yoshinori
Y
D018360:Crystallography, X-Ray; D065089:Glycoside Hydrolase Inhibitors; D008270:Madagascar; D019684:Magnoliopsida / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry*; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
D065089:Glycoside Hydrolase Inhibitors; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes; C527619:cinnamadin; C527620:cinnamodial 11alpha,12beta-dimethyl acetal; C437376:drimane