Daphnicyclidins J and K, unique polycyclic alkaloids from Daphniphyllum humile.
Two Daphniphyllum alkaloids with unprecedented polycyclic skeletons, daphnicyclidins J (1) and K (2), have been isolated from the stems of Daphniphyllum humile, and the structures and relative stereochemistry were elucidated on the basis of spectroscopic data. The absolute stereochemistry of 1 was established by chemical correlation with a known-related alkaloid, daphnicyclidin D (3), through a modified Polonovski reaction.
Morita
Hiroshi
H
Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
Yoshida
Naotoshi
N
Kobayashi
Jun'ichi
J
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D007564:Japan; D007624:KB Cells / Q000187:drug effects; D008223:Lymphoma; D051379:Mice; 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; C459660:daphnicyclidin J; C459661:daphnicyclidin K