Cephalocyclidin A, a novel pentacyclic alkaloid from Cephalotaxus harringtonia var. nana.
A novel alkaloid with an unprecedented fused-pentacyclic skeleton and six-consecutive asymmetric centers, cephalocyclidin A (1), has been isolated from the fruits of Cephalotaxus harringtonia var. nana, and the structure was elucidated on the basis of spectroscopic data. The relative and absolute stereochemistry of 1 was determined by a combination of NOESY correlations, X-ray crystallographic data, and the exciton chirality method.
Kobayashi
Jun'ichi
J
Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan. jkobay@pharm.hokudai.ac.jp
Yoshinaga
Miwa
M
Yoshida
Naotoshi
N
Shiro
Motoo
M
Morita
Hiroshi
H
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007564:Japan; D007624:KB Cells / Q000187:drug effects; D008223:Lymphoma; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured / Q000187:drug effects
D000470:Alkaloids; D000972:Antineoplastic Agents, Phytogenic; C459662:cephalocyclidin A