kappa-Opioid receptor-mediated antinociceptive effects of stereoisomers and derivatives of (+)-matrine in mice.
The antinociceptive effects of seven matrine-type lupin alkaloids were examined using the acetic acid-induced abdominal contraction test (the writhing test) and the tail-flick test in mice. (+)-Allomatrine, the C-6 epimer of (+)-matrine, produced the antinociceptive effect at 1/3 potency of (+)-matrine or pentazocine. It was demonstrated that the antinociceptive effects of (+)-allomatrine were mediated through the activation of kappa-opioid receptors, while the antinociceptive effect of (+)-matrine was mediated by both mu- and kappa-opioid receptors. (-)-Sophoridine, the C-6 epimer of (+)-matrine, (+)-sophoranol, (-)-14 beta-hydroxymatrine and (+)-matrine N-oxide, which possess a hydrophilic group, and (-)-sophocarpine and (-)-sophoramine having a double bond(s) did not show significant antinociceptive activity.
Xiao
P
P
Institute of Medicinal Chemistry, Hoshi University, Tokyo, Japan.
Kubo
H
H
Ohsawa
M
M
Higashiyama
K
K
Nagase
H
H
Yan
Y N
YN
Li
J S
JS
Kamei
J
J
Ohmiya
S
S
D000470:Alkaloids / Q000737:chemistry / Q000494:pharmacology*; D000700:Analgesics / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D007887:Fabaceae / Q000737:chemistry; D008297:Male; D051379:Mice; D008813:Mice, Inbred ICR; D010946:Plants, Medicinal; D011807:Quinolizines; D017473:Receptors, Opioid, kappa / Q000187:drug effects*; D013237:Stereoisomerism; D000093842:Matrines
D000470:Alkaloids; D000700:Analgesics; D011807:Quinolizines; D017473:Receptors, Opioid, kappa; D000093842:Matrines