title: Synthesis of enkephalin analogs. Part VI. N,N-disubstituted derivatives.
abstract: Synthesis of four new N,N-disubstituted derivatives of enkephalin analogs: All2Tyr-DMet-Gly-Phe-epsilon Ahx-OMe 5, Bu2Tyr-DMet-Gly-Phe-epsilon Ahx-OMe 6, All2Tyr-DMet-Gly-Phe-epsilon Ahx-epsilon Ahx-OMe 11 and Bu2Tyr-DMet-Gly-Phe-epsilon Ahx-epsilon Ahx-OMe 12 is reported. they were tested for agonistic and antagonistic activity. Compound 5 is a little more potent agonist (IC50 = 1.9 x 10(-7) M/l, GPI) than compound 6(IC50 = 7.2 x 10(-7) M/l, GPI). They both are highly selective to mu receptor, because they show no trace of activity to delta receptor in concentration up to 10(-5) M/l. Compound 11 and 12 are less active and not selective as agonists. None of these compounds showed antagonistic activity.
authors.affiliation: Department of Pharmaceutical Chemistry, Medical Academy, Warszawa, Poland.
authors.forename: R
authors.initials: R
authors.lastname: Paruszewski
authors.forename: R
authors.initials: R
authors.lastname: Matusiak
authors.forename: G
authors.initials: G
authors.lastname: Rostafińska-Suchar
authors.forename: S W
authors.initials: SW
authors.lastname: Gumułka
authors.forename: K
authors.initials: K
authors.lastname: Misterek
authors.forename: A
authors.initials: A
authors.lastname: Dorociak
mesh_terms: D000595:Amino Acid Sequence; D000818:Animals; D002851:Chromatography, High Pressure Liquid; D004745:Enkephalins / Q000138:chemical synthesis* / Q000494:pharmacology; D006168:Guinea Pigs; D007082:Ileum / Q000187:drug effects; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D051379:Mice; D008969:Molecular Sequence Data; D009020:Morphine / Q000494:pharmacology; D009130:Muscle, Smooth / Q000187:drug effects; D014649:Vas Deferens / Q000187:drug effects
chemical_list: D004745:Enkephalins; D009020:Morphine