title: Neoclerodane diterpenes as a novel scaffold for mu opioid receptor ligands.
abstract: Structural modification of salvinorin A, the active component of Salvia divinorum, has resulted in the synthesis of novel neoclerodane diterpenes with opioid receptor affinity and activity. We report in this study a nonnitrogenous neoclerodane diterpene with mu opioid receptor affinity (13) that is an agonist at mu opioid receptors. This represents the identification of a novel structural class of mu opioid receptor agonists.
authors: Division of Medicinal & Natural Products Chemistry, College of Pharmacy, The University of Iowa, Iowa City, Iowa 52242, USA.
authors: Wayne W
authors: WW
authors: Harding
authors: Kevin
authors: K
authors: Tidgewell
authors: Nathan
authors: N
authors: Byrd
authors: Howard
authors: H
authors: Cobb
authors: Christina M
authors: CM
authors: Dersch
authors: Eduardo R
authors: ER
authors: Butelman
authors: Richard B
authors: RB
authors: Rothman
authors: Thomas E
authors: TE
authors: Prisinzano
mesh_terms: D000818:Animals; D016466:CHO Cells; D006224:Cricetinae; D003412:Cricetulus; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D045785:Diterpenes, Clerodane; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D008024:Ligands; D011753:Pyrones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011869:Radioligand Assay; D017465:Receptors, Opioid, delta / Q000378:metabolism; D017473:Receptors, Opioid, kappa / Q000378:metabolism; D017450:Receptors, Opioid, mu / Q000819:agonists*; D027544:Salvia; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: C502982:9-(benzoyloxy)-2-(3-furanyl)dodecahydro-6a,10b-dimethyl-4,10-dioxo-2H-naphtho(2,1-c)pyran-7-carboxylic acid methyl ester; D004224:Diterpenes; D045785:Diterpenes, Clerodane; D005663:Furans; D008024:Ligands; D011753:Pyrones; D017465:Receptors, Opioid, delta; D017473:Receptors, Opioid, kappa; D017450:Receptors, Opioid, mu; C468586:neoclerodane; C090499:salvinorin A