title: Development of κ Opioid Receptor Agonists by Focusing on Phenyl Substituents of 4-Dimethylamino-3-phenylpiperidine Derivatives: Structure-Activity Relationship Study of Matrine Type Alkaloids.
abstract: A series of new κ opioid receptor (KOR) agonists were developed from the lead compound 4-dimethylamino-1-pentanoylpiperidine (3), a matrine-type alkaloid. Derivatives of 3 were synthesized with a variety of phenyl substituents and evaluated for their antinociceptive effects. Additionally, their selectivity for an opioid receptor was investigated for cis-4c and d, and trans-4g, all of which had high activity exerted through the KOR.
authors.affiliation: Institute of Medicinal Chemistry, Hoshi University.
authors.forename: Hiroyoshi
authors.initials: H
authors.lastname: Teramoto
authors.forename: Takayasu
authors.initials: T
authors.lastname: Yamauchi
authors.forename: Shigeru
authors.initials: S
authors.lastname: Sasaki
authors.forename: Kimio
authors.initials: K
authors.lastname: Higashiyama
mesh_terms: D000470:Alkaloids / Q000008:administration & dosage / Q000138:chemical synthesis / Q000494:pharmacology*; D000700:Analgesics / Q000008:administration & dosage / Q000138:chemical synthesis / Q000494:pharmacology*; D000818:Animals; D004305:Dose-Response Relationship, Drug; D007279:Injections, Subcutaneous; D051379:Mice; D015394:Molecular Structure; D010146:Pain / Q000188:drug therapy*; D010880:Piperidines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D017473:Receptors, Opioid, kappa / Q000819:agonists*; D013329:Structure-Activity Relationship
chemical_list: D000470:Alkaloids; D000700:Analgesics; D010880:Piperidines; D017473:Receptors, Opioid, kappa