title: kappa-Opioid receptor-mediated antinociceptive effects of stereoisomers and derivatives of (+)-matrine in mice.
abstract: 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.
authors.affiliation: Institute of Medicinal Chemistry, Hoshi University, Tokyo, Japan.
authors.forename: P
authors.initials: P
authors.lastname: Xiao
authors.forename: H
authors.initials: H
authors.lastname: Kubo
authors.forename: M
authors.initials: M
authors.lastname: Ohsawa
authors.forename: K
authors.initials: K
authors.lastname: Higashiyama
authors.forename: H
authors.initials: H
authors.lastname: Nagase
authors.forename: Y N
authors.initials: YN
authors.lastname: Yan
authors.forename: J S
authors.initials: JS
authors.lastname: Li
authors.forename: J
authors.initials: J
authors.lastname: Kamei
authors.forename: S
authors.initials: S
authors.lastname: Ohmiya
mesh_terms: 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
chemical_list: D000470:Alkaloids; D000700:Analgesics; D011807:Quinolizines; D017473:Receptors, Opioid, kappa; D000093842:Matrines