title: Understanding the structural requirements of 4-anilidopiperidine analogues for biological activities at mu and delta opioid receptors.
abstract: New 4-anilidopiperidine analogues in which the phenethyl group of fentanyl was replaced by several aromatic ring-contained amino acids (or acids) were synthesized to study the biological effect of the substituents on mu and delta opioid receptor interactions. These analogues showed broad (47 nM-76 microM) but selective (up to 17-fold) binding affinities at the mu opioid receptor over the delta opioid receptor, as predicted from the message-address concept.
authors.affiliation: Department of Chemistry, University of Arizona, Tucson, AZ 85721, USA.
authors.forename: Yeon Sun
authors.initials: YS
authors.lastname: Lee
authors.forename: Joel
authors.initials: J
authors.lastname: Nyberg
authors.forename: Sharif
authors.initials: S
authors.lastname: Moye
authors.forename: Richard S
authors.initials: RS
authors.lastname: Agnes
authors.forename: Peg
authors.initials: P
authors.lastname: Davis
authors.forename: Shou-wu
authors.initials: SW
authors.lastname: Ma
authors.forename: Josephine
authors.initials: J
authors.lastname: Lai
authors.forename: Frank
authors.initials: F
authors.lastname: Porreca
authors.forename: Ruben
authors.initials: R
authors.lastname: Vardanyan
authors.forename: Victor J
authors.initials: VJ
authors.lastname: Hruby
mesh_terms: D000700:Analgesics / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D002460:Cell Line; D006801:Humans; D008024:Ligands; D015394:Molecular Structure; D009119:Muscle Contraction / Q000187:drug effects; D010880:Piperidines / Q000737:chemistry* / Q000493:pharmacokinetics*; D011485:Protein Binding; D017465:Receptors, Opioid, delta / Q000187:drug effects / Q000378:metabolism*; D017450:Receptors, Opioid, mu / Q000187:drug effects / Q000378:metabolism*; D013329:Structure-Activity Relationship; D014162:Transfection
chemical_list: D000700:Analgesics; D008024:Ligands; D010880:Piperidines; D017465:Receptors, Opioid, delta; D017450:Receptors, Opioid, mu