title: Investigation of Beckett-Casy model 1: synthesis of novel 16,17-seco-naltrexone derivatives and their pharmacology.
abstract: Novel 16,17-seco-naltrexone derivatives 3 were synthesized using a 16-17 bond cleavage reaction of naltrexone as the key reaction to examine the Beckett-Casy model. All the prepared 16,17-seco-naltrexone derivatives 3 showed lower affinities for opioid receptors than naltrexone. Although the results of binding assay seem to support the existence of a cavity in the model, further investigation using 15,16-nornaltrexone derivatives 26 will be needed to confirm the model.
authors.affiliation: School of Pharmacy, Kitasato University, 5-9-1, Shirokane, Minato-ku, Tokyo 108-8641, Japan.
authors.forename: Satomi
authors.initials: S
authors.lastname: Imaide
authors.forename: Hideaki
authors.initials: H
authors.lastname: Fujii
authors.forename: Akio
authors.initials: A
authors.lastname: Watanabe
authors.forename: Toru
authors.initials: T
authors.lastname: Nemoto
authors.forename: Mayumi
authors.initials: M
authors.lastname: Nakajima
authors.forename: Kaoru
authors.initials: K
authors.lastname: Nakao
authors.forename: Hidenori
authors.initials: H
authors.lastname: Mochizuki
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Nagase
mesh_terms: D002626:Chemistry, Pharmaceutical / Q000379:methods*; D008958:Models, Molecular; D009271:Naltrexone / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D009271:Naltrexone