Six morphinane alkaloids, cephasamine (3),
cephakicine (4), tannagine (6),
14-episinomenine
(7), FK-3000 (8), and sinoacutine (9),
and five hasubanane alkaloids, cephatonine (5),
cepharamine (10), aknadinine (11), aknadicine
(12), and aknadilactam (13), were isolated
from
the tuber of Stephania cepharantha Hayata (Menispermaceae)
cultivated in Japan. Three of
these (3−5) were new alkaloids. Structures
were spectroscopically determined by comparison
of their 1H and 13C NMR data with that of
cephamonine (1), cephamuline (2), and other
known
alkaloids (6−13).
Stephaoxocanine (1), a dihydroisoquinoline alkaloid bearing an oxocane ring, was isolated from the tubers of Stephania cepharantha cultivated in Japan, together with five known alkaloids. The structure was established on the basis of the spectroscopic data of 1 and its dihydro derivative (2), and the absolute configuration was determined by the modified Mosher's method. By comparison of the CD spectral data with that of 2, the revised absolute stereochemistry of excentricine (3) was proposed as 3a.
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