title: Hasubanan alkaloids with delta-opioid binding affinity from the aerial parts of Stephania japonica.
abstract: Two new (1 and 2) and six known hasubanan alkaloids (3-8) and one morphinane alkaloid (9) were isolated from the leaves of the North Queensland rainforest vine Stephania japonica. The structures of 1 and 2 were determined by interpretation of their 1D and 2D NMR spectra. The hasubanan alkaloids showed affinity for the human delta-opioid receptor with IC(50) values ranging from 0.7 to 46 microM. The compounds were also tested for their affinity to micro- and kappa-opioid receptors and shown to be inactive against kappa-opioid receptors, but were of similar potency against the micro-opioid receptor.
authors.affiliation: Eskitis Institute, Griffith University, Brisbane, Queensland 4111, Australia.
authors.forename: Anthony R
authors.initials: AR
authors.lastname: Carroll
authors.forename: Thirumavalavan
authors.initials: T
authors.lastname: Arumugan
authors.forename: Joanne
authors.initials: J
authors.lastname: Redburn
authors.forename: Ana
authors.initials: A
authors.lastname: Ngo
authors.forename: Gordon P
authors.initials: GP
authors.lastname: Guymer
authors.forename: Paul I
authors.initials: PI
authors.lastname: Forster
authors.forename: Ronald J
authors.initials: RJ
authors.lastname: Quinn
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001315:Australia; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry*; D017465:Receptors, Opioid, delta / Q000187:drug effects* / Q000378:metabolism; D017473:Receptors, Opioid, kappa / Q000378:metabolism; D031607:Stephania / Q000737:chemistry*
chemical_list: C550030:6-cinnamoylhernandine; D000470:Alkaloids; C550031:N-methylstephisoferulin; D017465:Receptors, Opioid, delta; D017473:Receptors, Opioid, kappa