title: Effect of anchoring 4-anilidopiperidines to opioid peptides.
abstract: We report here the design, synthesis, and in vitro characterization of new opioid peptides featuring a 4-anilidopiperidine moiety. Despite the fact that the chemical structures of fentanyl surrogates have been found suboptimal per se for the opioid activity, the corresponding conjugates with opioid peptides displayed potent opioid activity. These studies shed an instructive light on the strategies and potential therapeutic values of anchoring the 4-anilidopiperidine scaffold to different classes of opioid peptides.
authors.affiliation: Department of Chemistry and Biochemistry, University of Arizona, Tucson, AZ 85721, USA.
authors.forename: Ravil R
authors.initials: RR
authors.lastname: Petrov
authors.forename: Yeon Sun
authors.initials: YS
authors.lastname: Lee
authors.forename: Ruben S
authors.initials: RS
authors.lastname: Vardanyan
authors.forename: Lu
authors.initials: L
authors.lastname: Liu
authors.forename: Shou-wu
authors.initials: SW
authors.lastname: Ma
authors.forename: Peg
authors.initials: P
authors.lastname: Davis
authors.forename: Josephine
authors.initials: J
authors.lastname: Lai
authors.forename: Frank
authors.initials: F
authors.lastname: Porreca
authors.forename: Todd W
authors.initials: TW
authors.lastname: Vanderah
authors.forename: Victor J
authors.initials: VJ
authors.lastname: Hruby
mesh_terms: D000818:Animals; D002460:Cell Line; D005283:Fentanyl / Q000737:chemistry; D006801:Humans; D007700:Kinetics; D051379:Mice; D018847:Opioid Peptides / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D010880:Piperidines / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D011485:Protein Binding; D017465:Receptors, Opioid, delta / Q000737:chemistry / Q000235:genetics / Q000378:metabolism; D017450:Receptors, Opioid, mu / Q000737:chemistry / Q000235:genetics / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D018847:Opioid Peptides; D010880:Piperidines; D017465:Receptors, Opioid, delta; D017450:Receptors, Opioid, mu; D005283:Fentanyl