Isolation of 10-hydroxycoronaridine from Tabernaemontana penduliflora and its estrogen-like activity.
The methanol extract of Tabernaemontana penduliflora was found to appreciably inhibit [3H]-estradiol binding to estrogen receptors. Activity-guided fractionation led to the isolation of two known alkaloids, 10-hydroxycoronaridine (1) and its 10-O-methyl ether, voacangine (2). These alkaloids together with other related alkaloids were tested for their estrogenic activities. Among these molecules, 1 was found to be the most potent estrogen agonist and is distinctly more active than genistein.
Masuda
K
K
Akiyama
T
T
Taki
M
M
Takaishi
S
S
Iijima
Y
Y
Yamazaki
M
M
Aimi
N
N
Jato
J
J
Waterman
P G
PG
D002455:Cell Division / Q000187:drug effects; D004968:Estrogens, Non-Steroidal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D015394:Molecular Structure; D010944:Plants / Q000737:chemistry*; D014407:Tumor Cells, Cultured
D004968:Estrogens, Non-Steroidal; D006576:Heterocyclic Compounds, 4 or More Rings; C407862:10-hydroxycoronaridine