INVOLVEMENT OF DIFFERENT RECEPTOR SUBTYPES FOR THE PRODUCTION OF IN VITRO AND IN VIVO EFFECTS IN A SERIES OF SYNTHETIC ENKEPHALIN ANALOGUES
スポンサーリンク
概要
- 論文の詳細を見る
Enkephalin analogues of tyrosyl group on the N-terminal and Phe-ol or phenyl-ethylamine (PHA) group on the C-terminal which are connected with different chain length were tested for their activities in vitro and in vivo. The inhibitory effect of the synthetic peptides on the electrically evoked contractions of isolated longitudinal muscle strips of guinea pig ileum were weaker than that of morphine or Leu-enkephalin and tended to decrease by increasing the number of methylene group, -(CH_2)_n^-, n=1-5,between N-and C-terminal. Compounds with PHA group on the C-terminal, n=4 and 5,showed the least activity. The effect of peptides with short chains of methylene groups, n=1 or 2,and Phe-ol on the C-terminal were antagonized by naloxone but others were insensitive to naloxone. Differing from in vitro activity, compounds with PHA on the C-terminal with a chain of 4 methylene groups produced short lasting analgesia after i.c.v. injection as well as the compounds with Phe-ol on the C-terminal and 1 or 2 methylene groups. The analgesic effect of these compounds were completely antagonized by naloxone. At a high i.c.v. dose all the synthetic peptides, except the one with PHA on the C-terminal with a chain of 4 methylene group, produced convulsions and/or ipsilateral rotation to the injection side. These behavioral effects were not antagonized by naloxone. Thus, minor alterations in the chemical structure of enkephalin analogues resulted in the changes of their receptor selectivity and potencies in vitro and in vivo.
- 公益社団法人日本薬学会の論文
著者
-
Maeda M
Department Of Pharmacology Faculty Of Pharmaceutical Sciences Nagasaki University:faculty Of Pharmac
-
Maeda Mitsuko
Faculty Of Pharmaceutical Sciences Kobe Gakuin University
-
KAWASAKI Koichi
Faculty of Pharmaceutical Sciences and High Technology Research Center, Kobe Gakuin University
-
KANETO Hiroshi
Department of Pharmacology, Faculty of Pharmaceutical Sciences, Nagasaki University
-
KANETO Hiroshi
Emeritus Professor, Nagasaki University
-
Kawasaki Keiko
Biological Science Laboratories Kao Corporation
-
WATANABE Joe
Department of Pharmacology, Faculty of Pharmaceutical Sciences, Nagasaki University
-
Kaneto H
Department Of Pharmacology Faculty Of Pharmaceutical Sciences Nagasaki University
-
Kaneto Hiroshi
Department Of Pharmacology Faculty Of Pharmaceutical Science Nagasaki University
-
TSUJI TOSHIKI
Faculty of Pharmaceutical Sciences, Kobe-Gakuin University
-
Watanabe J
Department Of Pharmacology Faculty Of Pharmaceutical Sciences Nagasaki University:faculty Of Pharmac
-
Tsuji Toshiki
Faculty Of Pharmaceutical Sciences Kobe-gakuin University
-
Maeda Masatomo
Laboratory Of Biochemistry And Molecular Biology Graduate School Of Pharmaceutical Sciences Osaka Un
関連論文
- Amino Acids and Peptides. XXVI. Laminin-Related Peptide Poly (Ethylene Glycol) Hybrids and Their Inhibitory Effect on Experimental Metastasis
- Amino Acids and Peptides. XXV. Preparation of Fibronectin-Related Peptide Poly(ethylene glycol) Hybrids and Their Inhibitory Effect on Experimental Metastasis
- Cell-Penetrating Peptides as Adenovirus Vector Carrier
- Amino Acids and Peptides. XXI. Laminin-Related Peptide Analogs Including Poly(Ethylene Glycol) Hybrids and Their Inhibitory Effect on Experimental Metastasis
- PREPARATION OF [ARG-GLY-ASP]-[AMINO-POLY(ETHYLENE GLYCOL)] HYBRIDS AND THEIR INHIBITORY EFFECT ON EXPERIMENTAL METASTASIS
- Amino Acids and Peptides. XXIV. Preparation and Antinociceptive Effect of [D-Ala^2,(N-Me)Phe^4]Enkephalin Analog-Poly(Ethylene Glycol)Hybrids
- Amino Acids and Peptides. XXIII. Leu-Enkephalin Analogs Containing a Fluorinated Amino Acid at Position 2,4 or 5
- Human Chorionic Gonadotropin. VII. Preparation and Immunocharacteristics of Carboxyl-terminal Peptides of the β-Subunit of Human Chorionic Gonadotropin
- Human Chorionic Gonadotropin. VI. Synthesis of a Tetratriacontapeptide corresponding to the C-Terminal Sequence 112-145 of the β-Subunit of Human Chorionic Gonadotropin (hCG)
- Human Chorionic Gonadotropin. V. Synthesis of a Triacontapeptide corresponding to the C-Terminal Sequence 116-145 of the β-Subunit of Human Chorionic Gonadotropin (hCG)
- Human Chorionic Gonadotropin. IV. Synthesis of a Hexadecapeptide corresponding to the C-Terminal Sequence 130-145 of the β-Subunit of Human Chorionic Gonadotropin (hCG)
- Human Chorionic Gonadotropin. III. Synthesis of a Dotriacontapeptide corresponding to the C-Terminal Sequence 116-147 of the β-Subunit of Human Chorionic Gonadotropin (hCG)
- Human Chorionic Gonadotropin. II. Synthesis of a Hexadecapeptide corresponding to the C-Terminal Sequence 132-147 of the β-Subunit of Human Chorionic Gonadotropin (hCG)
- Synthesis of C-Terminal Peptides of the β-Subunit of Human Chorionic Gonadotropin (hCG)
- 生理活性ペプチドの高分子ハイブリッド化 DDS - ポリスチレンマレイン酸によるラミニン関連細胞接着ペプチドのバイオコンジュゲーションとその癌転移抑制効果 -
- Amino Acids and Peptides. XXII. Preparation and Antinociceptive Effect of [D-Ala^2] Leu-Enkephalin-Poly (Ethylene Glycol) Hybrid
- Amino Acids and Peptides. XIX. Preparation of Enkephalin-Poly(ethylene glycol) Hybrid and Evaluation of Its Analgesic Activity
- Amino Acids and Peptides. XVII. Synthesis of Peptides Related to N-Terminal Portion of Fibrin α-Chain and Their Inhibitory Effect on Fibrinogen : Thrombin Clotting
- Synthesis of a Tetradecapeptide corresponding to Sequence 90-103 of Bovine Adrenodoxin
- Amino Acids and Peptides. I. Synthesis of a Model Peptide related to Iron-Sulfur Protein
- Synthesis of Two Heptapeptides corresponding to Sequences 50-56 and 90-96 of Adrenodoxin from Bovine Adrenal Cortex and Formation of Their Iron-Sulfur Complexes
- Studies on Peptides. XVI. Regeneration of Lysine from N^ε-Formyllysine by Aqueous Hydrazine or Hydroxylamine and Their Application to the Synthesis of α-Melanocyte-stimulating Hormone
- P1-582 模擬患者を活用した初年次教育の実践とその教育的成果(一般演題 ポスター発表,薬学教育(その他),臨床から学び臨床へと還元する医療薬学)
- Preparation and Biological Activities of a Bivalent Poly(Ethylene Glycol) Hybrid Containing an Active Site and Its Synergistic Site of Fibronectin
- Synthesis of a Tetradecapeptide corresponding to Sequence 50-63 of Adrenodoxin from Bovine Adrenal Cortex and Formation of Its Iron-Sulfur Complex
- Facile Conversions of Carboxylic Acids into Amides, Esters, and Thioesters Using 1,1'-Oxalyldiimidazole and 1,1'-Oxalyldi(1,2,4-triazole)(Organic,Chemical)
- Amino Acids and Peptides. X. : Leu-Enkephalin Analogues Containing a Fluorinated Aromatic Amino Acid
- Amino Acids and Peptides. IX. : Synthetic Studies on Leu-Enkephalin Analogues Containing a Ureylene Bond
- Amino Acids and Peptides. VII. : Preparation and Application of a Water-Soluble Active Ester, p-Trimethylammoniophenyl Ester
- Amino Acids and Peptides. VI. Synthesis of the N-Terminal Pentapeptide of α_2-Plasmin Inhibitor and Its Analogue
- Amino Acids and Peptides. IV. Synthesis and Analgesic Effects of Tyr-Containing Dipeptide Phenethylamides
- Effects of α-Linolenic Acid-rich Diacylglycerol on Diet-induced Obesity in Mice
- Effects of Tea Catechins on Diet-induced Obesity in Mice〔和文〕
- Enhancing Effect of α-Monoisostearyl Glyceryl Ether on the Percutaneous Penetration of Indomethacin through Excised Rat Skin
- Studies on Heterobifunctional Cross-Linking Reagents, 6-Maleimidohexanoic Acid Active Esters
- "Solid Phase Synthesis in Water" Using Fmoc-Amino Acid Nanoparticles
- Evolution Towards A Clinical Pharmacy Degree Program : A U.S. Perspective
- An Update on Community Pharmacy Practice in the United States
- NOVEL AND POTENT INHIBITORS SPECIFIC FOR PROLYL ENDOPEPTIDASE AND THEIR ANTI-AMNESIC EFFECT
- SPECIFIC INHIBITORS FOR PROLYL ENDOPEPTIDASE AND THEIR ANTI-AMNESIC EFFECT
- Amino Acids and Peptides.XXXVIII.Facile Synthesis of Laminin-Related Peptide-Poly(Ethylene Glycol)Hybrids by the Solid Phase Method
- Conjugation of a Laminin-Related Antimetastatic Peptide with Chitosan (Part 3)
- Mechanism of Liver Tyrosine Aminotransferase Increase in Ethanol-Treated Mice and Its Effect on Serum Tyrosine Level
- Effect of Fasting on Methionine Adenosyltransferase Expression and the Methionine Cycle in the Mouse Liver
- Synthesis of Peptide Mimetics That Related to Tethered Thrombin Receptor and Their Agonist/Antagonist Activities on Platelet Aggregation
- Evaluation of a New N-Protecting Group, 2-(4-Sulfophenylsulfonyl)ethoxycarbonyl Group, for Solid Phase Peptide Synthesis in Water
- Peptide Synthesis in Water IV. Preparation of N-Ethanesulfonylethoxycarbonyl (Esc) Amino Acids and Their Application to Solid Phase Peptide Synthesis
- Solid Phase Synthesis in Water : Application of the Ethanesulfonylethoxycaronyl (Esc) Group
- Improved Preparation of an Amino Acid Type Poly(Ethylene Glycol) Derivative
- A New N-Protecting Group, 2-[Phenyl(methyl)sulfonio]ethyloxycarbonyl Tetrafluoroborate, and Its Application to Solid Phase Peptide Synthesis in Water
- Acylation of Hydrazides with Acetic Acid and Formic Acid
- A Bivalent Poly (ethylene glycol) Hybrid Containing an Active Site (RGD) and a Synergistic Site of Fibronectin
- Amino Acids and Peptides. XXXV. Facile Preparation of p-Nitroanilide Analogs by the Solid-Phase Method
- A Facile Solid-Phase Synthesis of Peptide ρ-Nitroanilide Analogs
- Regioselective Conjugation of Chitosan with a Laminin-related Peptide, Tyr-Ile-Gly-Ser-Arg, and Evaluation of Its Inhibitory Effect on Experimental Cancer Metastasis
- Synthesis of Some Pseudo-Peptide Analogs of Thiol Proteinase Inhibitors
- Amino Acids and Peptides. VIII. : A Water-Soluble Active Ester, Phenolsulfonic Acid Derivative(Organic,Chemical)
- Studies on Peptides XVIII. Catalytic Hydrogenation of Methionine-containing Peptides
- The Use of Boron Trifluoride Etherate for Debenzyloxycarbonylation of Methionine-containing Peptides by Catalytic Hydrogenolysis
- Amino Acids and Peptides. XX. Preparation of β-Cyclododecyl Aspartate and Its Application to Synthesis of Fibronectin- and Laminin-Related Peptides
- Preparation of Laminin γ1 Chain Related Peptide Poly (Ethylene Glycol) Hybrid
- Amino Acids and Peptides. XXXI. Preparation of Analogs of the Laminin-Related Peptide YIGSR and Their Inhibitory Effect on Experimental Metastasis
- Amino Acids and Peptides. XXX. Preparation of Arg-Gly-Asp (RGD) Hybrids with Poly(Ethylene Glycol) Analogs and Their Antimetastatic Effect
- Amino Acids and Peptides. XXIX. Synthesis and Antimetastatic Effects of Peptides and Peptide-Poly(Ethylene Glycol) Hybrids Related to the Core Sequence of the Type III Connecting Segment Domain of Fibronectin
- Studies on Peptides. XXVIII. Synthesis of the Docosapeptide which Embodies the Entire Amino Acid Sequence of β-Melanocyte-stimulating Hormone from Human Pituitary Gland
- Amino Acids and Peptides. XXVII. Solid Phase Synthesis of Fibrinogen-Related Peptides with Disulfide Bond Formed on Solid Support
- Preparation of Laminin-related Peptide Analogs and Their Inhibitory Effect on Experimental Metastasis in Mice
- The Carboxyl Terminal Sequence of Rat Transporter Associated with Antigen Processing (TAP)-Like (ABCB9) is Heterogeneous due to Splicing of Its mRNA(Biochemistry/Molecular Biology)
- Total Synthesis of (-)-Bulgecinine
- Samarium(II) Iodide-Mediated Intermolecular Coupling Reactions of N, N-Dibenzylenamides with Carbonyl Compounds and Transformation of the Product, N, N-Dibenzyl-γ-hydroxyamide to δ-Aminoalcohol
- Amino Acids and Peptides. V. Synthesis of Amino Acid Derivatives Containing a Sulfonamide Bond
- Amino Acids and Peptides. XXVIII. Preparation of Poly(Ethylene Glycol)Hybrids of Gln-Val-Val-Ala-Gly Analogs and Their Inhibitory Effect on Papain
- A New Reagent, 2-[Phenyl(methyl)sulfonio]ethyl-4-nitrophenylcarbonate Tetrafluoroborate (Pms-ONp), for Preparation of Water-Soluble N-protected Amino Acids
- Membrane Localization of Transporter Associated with Antigen Processing (TAP)-Like (ABCB9) Visualized in Vivo with a Fluorescence Protein-Fusion Technique(Biochemistry/Molecular Biology)
- A Half-Type ABC TRansporter TAPL Is Highly Conserved between Rodent and Man, and the Human Gene Is Not Responsive to Interferon-γ in Contrast to TAP1 and TAP2^1
- Structures of P-type Transporting ATPases and Chromosomal Locations of Their Genes
- Preparation of A Fibronectin-related Poly(Ethylene Glycol) Hybrid and Its Inhibitory Effect on Experimental Metastasis in Mice
- Behavioral and Pharmacological Studies on Gluten Exorphin A5, a Newly Isolated Bioactive Food Protein Fragment, in Mice
- Effects of Tyr-MIF-1 on Stress-Induced Analgesia and the Blockade of Development of Morphine Tolerance by Stress in Mice
- Amino Acids and Peptides. III. Synthesis of Model Peptides Related to Cytochrome P-450
- A Non-opioid Mechanism in the Inhibitory Effect of Ginseng Saponins on Electrically Evoked Contractions of Guinea-Pig Ileum and Mouse vas Deferens
- BRAIN LEVEL OF PENTOBARBITAL IS THE PRIMARY DETERMINANT FOR THE DEVELOPMENT OF HYPNOTIC TOLERANCE IN MICE
- A Potent Mu-Opioid Receptor Agonist, Dihydroetorphine, Fails to Produce the Conditioned Place Preference in Mice
- Antinociceptive Effect of Dihydroetorphine Following Various Routes of Administration : a Comparative Study with Morphine
- INVOLVEMENT OF DIFFERENT MECHANISMS, OPIOID AND NON-OPIOID FORMS, IN THE ANALGESIA INDUCED BY FOOTSHOCK (FS) AND IMMOBILIZED-WATER IMMERSION (IW) STRESS
- Further Evidence for the Participation of an α_2-Adrenoceptor Mediated Mechanism in the Production of Forced Swimming-Stress Induced Analgesia in Mice
- PARTICIPATION OF AN α2-MEDIATED MECHANISM IN THE PRODUCTION OF FORCED SWIMMINGSTRESS INDUCED ANALGESIA IN MICE
- The Opioid Activity and Receptor Selectivity of Fluorinated Leu^5 Enkephalin Analogues in Vitro and in Vivo
- The Opioid Receptor Selectivity for Trimebutine in Isolated Tissues Experiments and Receptor Binding Studies
- Selectivity for Opioid Receptor Subtypes of Enkephalin Analogues in Isolated Smooth Muscle and in the Analgesic Effect in Mice
- Distinctive Effect of Ginseng Saponins on Development of Morphine Tolerance in Guinea-Pig Ileum and Mouse vas Deferens
- INVOLVEMENT OF DIFFERENT RECEPTOR SUBTYPES FOR THE PRODUCTION OF IN VITRO AND IN VIVO EFFECTS IN A SERIES OF SYNTHETIC ENKEPHALIN ANALOGUES
- Characterization of Socio-psychological Stress-Induced Antinociception in the Formalin Test in Mice
- Comparative Studies on the Inhibitory Effect of Morphine, Pentobarbital and Ethanol on the Electrically Evoked Contractions of Isolated Mouse Vas Deferens
- Implication of ATP-Sensitive K^+ Channels in Various Stress-Induced Analgesia (SIA) in Mice
- DEVELOPMENT OF PHYSICAL DEPENDENCE ON MORPHINE NOT ACCOMPANIED WITH TOLERANCE FORMATION
- FURTHER STUDIES ON THE DETERMINANT ROLE OF BRAIN LEVEL OF PENTOBARBITAL FOR THE DEVELOPMENT OF ACUTE HYPNOTIC TOLERANCE
- Microwave Assisted Solid-Phase Peptide Synthesis in Water Using Water-Dispersible Fmoc-Amino Acid NanoParticles
- プリオンタンパク質の銅結合部位
- PROTEIN SYNTHESIS IN MOUSE BRAIN DURING DEVELOPMENT OF ACUTE MORPHINE TOLERANCE