Synthesis of Pyrazinone Ring-Containing Opioid Mimetics and Examination of Their Opioid Receptor-Binding Activity

スポンサーリンク

概要

• 論文の詳細を見る

• Cyclization of dipeptidyl chloromethyl ketones gave 6-(4-aminobutyl)-3-carboxyethyl-5-methyl-2(1H)-pyrazinone, 3-(4-aminobutyl)-6-carboxyethyl-5-methyl-2(1H)-pyrazinone, and 3,6-bis(4-aminobutyl)-5-methyl-2(1H)-pyrazinone, which were inserted into the enkephalin sequence to give opioid mimetics. Thus, it was confirmed that a pyrazinone ring can be easily inserted into a peptide sequence in order to evaluate structural components required for biologically active peptides.

• 公益社団法人日本薬学会の論文
• 1999-08-15

著者

• TSUDA Yuko

  Faculty of Pharmaceutical Sciences, Kobe Gakuin University

• OKADA Yoshio

  Faculty of Pharmaceutical Sciences, Kobe Gakuin University

• Yokoi T

  Faculty Of Pharmaceutical Sciences Kobe Gakuin University

• Tsuda Yuko

  Faculty Of Pharmaceutical Sciences Kobe Gakuin University:cooperative Research Center Of Life Scienc

• Lazarus L

  Medicinal Chemistry Group Lpc National Institute Of Environmental Health Sciences

• Tsuda Yuko

  Faculty Of Pharmaceutical Science Kobe Gakuin University

• Okada Yoshio

  Faculty Of Pharmaceutical Sciences Kobe Gakuin University

• Takahashi M

  Research Center For Medicinal Plant Resources National Institute Of Biomedical Innovation

• TAKAHASHI Motohiro

  Faculty of Pharmaceutical Sciences, Kobe Gakuin University

• FUKUMIZU Atsuko

  Faculty of Pharmaceutical Sciences, Kobe Gakuin University

• YOKOI Toshio

  Faculty of Pharmaceutical Sciences, Kobe Gakuin University

• BRYANT Sharon

  Peptide Neurochemistry, LCBRA, National Institute of Environmental Health Sciences, Research Triangl

• LAZARUS Lawrence

  Peptide Neurochemistry, LCBRA, National Institute of Environmental Health Sciences, Research Triangl

• YOKOI Toshio

  The Graduate School of Food and Medicinal Sciences, Kobe Gakuin University

• BRYANT Sharon

  Medicinal Chemistry Group, LPC, National Institute of Environmental Health Sciences

• Bryant Sharon

  Medicinal Chemistry Group Lpc National Institute Of Environmental Health Sciences

• Tada M

  Faculty Of Pharmaceutical Sciences Kobe Gakuin University

• Yokoi T

  Kobe‐gakuin Univ. Hyogo Jpn

• Lazarus Lawrence

  Peptide Neurochemistry Lcbra National Institute Of Environmental Health Sciences Research Triangle P

• Yamamoto T

  R&d Laboratories Nippon Organon K.k.

• Bryant Sharon

  Peptide Neurochemistry Lcbra National Institute Of Environmental Health Sciences Research Triangle P

• Yokoi Toshio

  Faculty Of Pharmaceutical Sciences And High-technology Research Center Kobe-gakuin University

• Tsuda Y

  Faculty Of Pharmaceutical Sciences And High Technology Research Center Kobe Gakuin University

• Fukumizu Atsuko

  Faculty Of Pharmaceutical Sciences Kobe Gakuin University

• Tsukatani Masaki

  Faculty Of Pharmaceutical Science Kobe Gakuin University

関連論文

• Synthesis of Endomorphin-2Analogues Containing Piperidinecarboxylic Acid (Pip) and 2-Azetidinecarboxylic Acid (Aze)
• Synthesis and Biological Activity of Endomorphin-2 Analogues Containing Pro Mimics
• Synthesis and Binding Activities of Endomorphin Analogs Containing 1-Aminocyclopropane-1-carboxylic Acid
• Amino Acids and Peptides. XL. Synthesis of Ac-Tyr-Val-Ala-Asp-MCA Using Newly Developed Acetylating Reagent
• Antimalarial Agents. III. Mechanism of Action of Artesunate against Plasmodium berghei Infection(Pharmacological)
• The Role of the Carboxyl Group of Asp_ of Bovine Pancreatic Ribonuclease A in Enzymatic Activity(Biological Chemistry)
• Amino Acids and Peptides. XLIV. Synthesis of Stereoisomeric Pentapeptides of Thiol Proteinase Inhibitor
• Synthesis and Nematocidal Activity of Diarylnonanoids Related to Malabaricones
• DNA Profiling of Acorus calamus Chemotypes Differing in Essential Oil Composition
• In Vitro Leishmanicidal Constituents of Millettia pendula
• Amino Acids and Peptides. LV. Application of 2-Adamantyl Dericatives as Protecting Groups to the Synthesis of Peptide Fragments Related to Sulfolobus solifataricus Ribonuclease. II
• Amino Acids and Peptides. LIV. Application of 2-Adamantyl Derivatives as Protecting Groups to the Synthesis of Peptide Fragments Related to Sulfolobus solifataricus Ribonuclease. I
• Amino Acids and Peptides. LI. Application of the 2-Adamantyloxycarbonyl (2-Adoc) Group to the Protection of the Hydroxyl Function of Tyrosine in Peptide Synthesis
• Inhibition of Putrescine Aminopropyltransferase Influences Rat Liver Regeneration(Analytical Biochemistry)
• Fate of Orally Administered ^15N-LabeIed Polyamines in Rats Bearing Solid Tumors
• Differential Receptor Recognition by Dmt-Containing Enkephalin Dimers Cross-Linked by Phenylenediamines
• Deprotection of the Indole (N^)_Formyl (For) Group on Tryptophan Employing a New Reagent, N,N'-Dimethylethylendiamine (DMEDA) in an Aqueous Solution
• Development of μ-Receptor Selective Opioid Mimetics Derived from Endomorphin Sequences
• SYNTHESIS OF EGLIN C AND DEVELOPMENT OF INHIBITORS AGAINST HUMAN LEUKOCYTE ELASTASE AND CATHEPSIN G
• Synthesis of Peptide Chloromethyl Ketones and Examination of Their Inhibitory Effects on Human Spleen Fibrinolytic Proteinase (SFP) and Human Leukocyte Elastase (LE)(Organic,Chemical)
• Application of liquid chromatography-tandem mass spectrometry for the determination of opioidmimetics in the brain dialysates from rats treated with opioidmimetics intraperitoneally
• Synthesis of Some Pseudo-Peptide Analogs of Thiol Proteinase Inhibitors
• In Vitro Screening of Leishmanicidal Activity in Myanmar Timber Extracts(Pharmacognosy)
• Detecting of Anaphylactic Reaction in the Percutaneously Sensitized Mouse Using the AW Method
• Suppression and Enhancement of the Freund's Incomplete Adjuvant-Induced Writhing Reaction by Sodium Ascorbate in Mice
• Enantioselective Synthesis of a Phenylalanine Library Containing Alkyl Groups on the Aromatic Moiety : Confirmation of Stereostructure by X-Ray Analysis
• The Antiproliferative Activities of Somatostatin Analogs on Various Tumor Cells
• Roles of Each Component of μ-Opioid Ligands Containing Dmt-Pyrazinones
• Studies on the Mechanism of 1,2-Dihydropyrazin-2-one Ring Formation from Dipeptidyl Chloromethyl Ketone and Its Chemical Properties : Immediate Deamination during Catalytic Hydrogenation
• Synthesis and Bioactivity of Novel Type Pyrazinone Ring-Containing μ-Opioid Ligands
• Generation of a Selective Agonist for Mu-Opioid Receptors by the Dimerization of 2', 6'-Dimethyl-L-Tyrosine through Pyrazinone
• Synthesis of Somatostatin Analogs and Their Antitumor Activities
• The Structure-Activity Relationship of Dmt-NH-X
• Synthesis of New Pyrazinone Ring-Containing Opioid Mimetics and Studies on Their Structure-Activity Relationship
• Stereoselective Synthesis of Unique L-Tyrosine Analogs : Development of Novel μ-Opioid Receptor Ligands
• Synthesis of Opioid Mimetics Containing a Pyrazinone Ring and Their Activities
• Structure-Inhibitory Activity Relationship of Plasmin and Plasma Kallikrein Inhibitors^
• Isolation of Plasma Kallikrein by High Efficiency Affinity Chromatography and Its Characterization
• Structure-Inhibitory Activity Relationships of Plasmin and Plasma Kallikrein Inhibitors
• Binding Diversity of a Noncovalent-Type Low-Molecular-Weight Serine Protease Inhibitor and Function of a Catalytic Water Molecule : X-Ray Crystal Structure of PKSI-527-Inhibited Trypsin
• 26aYB-5 Exciton dynamics in Cd_Mn_xTe/ZnTe multiple quantum wells
• Evaluation of the Trifluoromethanosulfonic Acid/Trifluoroacetic Acid/Thioanisole Cleavage Procedure for Application in Solid-Phase Peptide Synthesis
• Resin Selection Based on the Lability of Peptidyl-Resin Linkage towards HF and TFA Steps : Dependence on the C-Terminal Amino Acid and Peptide Length
• Synthesis of Endomorphin-2 Analogues, Studies on Their Activities for Opioid Receptors, and Three Dimensional Structure
• Synthesis of Pyrazinone Ring-Containing Opioid Mimetics and Examination of Their Opioid Receptor-Binding Activity
• Design and Synthesis of Pyrazinone Ring-Containing Opioid Mimetics and Examination of Their Opioid Receptor-Binding Activity
• Synthesis of Endomorphin Analogs and Studies on the Structure-Opioid Receptor-Binding Activity Relationship
• Amino Acids and Peptides. LII. Design and Synthesis of Opioid Mimetics Containing a Pyrazinone Ring and Examinaiton of Their Opioid Receptor Binding Activity
• Synthesis of Pyrazinone Ring-Containing Tyrosine Derivatives and Examination of Their Binding Activity with Opioid Receptors
• Intradermal Delivery of Antisense Oligonucleotides by the Pulse Depolarization lontophoretic System(Biopharmacy)
• Synthesis and Antitumor Activity of Benzimidazolyl-1,3,5-triazine and Benzimidazolylpyrimidine Derivatives
• Synthesis and Aromatase-Inhibitory Activity of Imidazoly-1,3,5-triazine Derivatives
• Dioxopyrrolines.LXII. Diels-Alder Reaction of 1-Aryl-4-and 5-methoxycarbonyl-1H-pyrrole-2,3-diones with Various 1,3-Dienes
• Studies on the Stable Structure and Inhibitory Activity of Plasmin and Plasma Kallikrein Inhibitors Using the MM+ Force Field
• Synthesis of Cyclic Peptides with Agonist Activity for Melanocortin Receptors
• Synthesis of Glycosylcurcuminoids
• SYNTHESIS OF ω-TERT-BUTYL ESTERS OF ASPARTIC ACID AND GLUTAMIC ACID VIA B, B-DIFLUOROBOROXAZOLIDONES
• Application of Amino Acid Boron Complexes to Introduction of Side Chain Protecting Groups
• Amino Acids and Peptides. XXVIII. Preparation of Poly(Ethylene Glycol)Hybrids of Gln-Val-Val-Ala-Gly Analogs and Their Inhibitory Effect on Papain
• Synthesis of γ-2-Adamantylglutamate and Its Application to the Peptide Synthesis
• Development of Potent and Selective Plasmin and Plasma Kallikrein Inhibitors and Studies on the Structure-Activity Relationship
• Development of Plasmin Inhibitors and Their Effect on M1(Melanoma) and HT29 Cell Lines
• Preparation of Highly Efficient Resin for Affinity Chromatography Employing Synthetic Specific Inhibitors : Further Studies on Purification of Plasma Kallikrein (PK)
• Development of Plasmin-Selective Inhibitors and Studies of Their Structure-Activity Relationship
• Amino Acids and Peptides. LIII. Synthesis and Biological Activities of Some Pseudo-Peptide Analogs of PKSI-527,a Plasma Kallikrein Selective Inhibitor : The Importance of the Peptide Backbone
• Design of Bifunctional Inhibitors for Enzymes in Coagulation-Fibrinolysis System : Synthesis of Plasmin Inhibitor and Evaluation of Their Inhibitory Effect
• Design of Plasma Kallikrein Inhibitors : Functional and Structural Requirements of Plasma Kallikrein Inhibitors
• Purification Method for Human Plasma Kallikrein by a New Affinity Chromatography
• Purification of Plasma Kallikrein (PK) : Preparation of PK Specific Inhibitor-Polymer Conjugate and Its Application to Purification of PK
• Design of Plasma Kallikrein Inhibitors
• Synthesis of 2(1H)-Pyrazinone Derivatives from Dipeptides and Its Application to the Development of Proteinase Inhibitor
• DEVELOPMENT OF A PLASMA KALLIKREIN SELECTIVE INHIBITOR
• Structural Studies of [2',6'-Dimethyl-L-tyrosine^1]Endomorphin-2 Analogues Containing Proline Mimics
• Studies toward Total Synthesis of Non-Aromatic Erythrinan Alkaloids. 7. Synthesis of Cocculolidine Skeleton
• The Structure-Activity Relationship of [Dmt^1]Endomorphin-2 Derivatives
• The Structure-Activity Relationship of the Opioidmimetics Containing 2(1H)-Pyrazinone Ring as a Linker and Observation of Deamination during Synthesis
• Design of Opioidmimetics : Dimerization of 2', 6'-Dimethyl-L-Tyrosine
• Degradation of a Novel Tripeptide, tert-Butoxycarbonyl-Tyr-Leu-Val-CH_2Cl, with Inhibitory Effect on Human Leukocyte Elastase in Aqueous Solution and in Biological Fluids
• Structure-Activity Relationship between Arginine Derivatives and Inhibitory Activity of Horse Serum Cholinesterase
• Amino Acids and Peptides. L. Development of a Novel N^π-Protecting Group for Histidine, N^π-2-Adamantyloxymethylhistidine, and Its Application to peptide Synthesis
• DEVELOPMENT OF A NEW N^π-PROTECTING GROUP FOR HISTIDINE, N^π-1-ADAMANTYLOXYMETHYLSHISTIDINE
• Synthesis and Properties of N(π)-1- and 2-Adamantyl-oxymethylhistidines, His[N(π)-1- and 2-Adom]
• Amino Acids and Peptides. XLVII. Facile Synthesis of Flavacol, Deoxymuta-aspergillic Acid and Optically Active Deoxyaspergillic Acid from Dipeptidyl Aldehydes
• Amino Acids and Peptides. XLVI. Introduction of Carboxyl Function into Pyrazinone by Using Newly Developed Procedure for pyrazinone Ring Formation : Observation of Immediate Decarboxylation
• Effect of YO-2 (Plasmin Inhibitor) on the Growth of Human Tumor Xenografts in Mice
• Gastric-Mucous Membrane Protection Activity of Coptisine Derivatives
• VALENCE-SHELL ELECTRON MOMENTUM DISTRIBUTIONS AND IONIZATION ENERGY SPECTRA OF FURAN BY (e, 2e) SPECTROSCOPY
• Relationship between structure and P-glycoprotein inhibitory activity of dimeric opioid peptides containing the Dmt-Tic pharmacophore
• Amino Acids and Peptides. XLIX. Synthesis of γ-2-Adamantylglutamate and Its Evaluation for Peptide Synthesis
• The Considerable Effects on Anti-tumor Activity and Cell Permeability of Small Peptides Containing Adamantyl Group
• Carnosic Acid, a Component of Rosemary (Rosmarinus officinalis L.), Promotes Synthesis of Nerve Growth Factor in T98G Human Glioblastoma Cells(Medicinal Chemistry)
• Comparative Investigation of the Cleavage Step in the Synthesis of Model Peptide Resins : Implications for N^α-9-Fluorenylmethyloxycarbonyl-Solid Phase Peptide Synthesis
• Analysis of Gastric Mucosus membrane-protective compounds in Coptidis rhizoma
• Isolation of Free Radical Scavenger from Coptidis Rhizoma
• Gastric Mucous Membrane-Protective Principles of Coptidis Rhizoma
• Design and Synthesis of Conformational Freedom Restricted Endomorphin-2 Analogues
• Hydrophobic Interaction between Plasmin Inhibitors and the S1' Site
• Oxamide Replacement in Pseudo-Symmetric HIV Protease Inhibitor Involving Multiple Bridging Water Molecules
• Inhibitory Effect of Peptide Mimetics Including Naphthyl Group on DNA Polymerase β Activity
• Synthesis and Anticancer Activities of Lipophyllic Somatostatin Derivatives

もっと見る 閉じる

スポンサーリンク