Structure-Activity Relationships of Dermorphin Analogues Containing Chiral Piperazin-2-one and Piperazine Derivatives
スポンサーリンク
概要
- 論文の詳細を見る
The amide and ester carbonyl groups of four pipierazin-2-one derivatives (N, N'-ethylene-bridged dipeptide ethyl esters) constructed from (R)- or (S)-phenylalanine and glycine were reduced with borane-tetrahydrofuran complex to produce the corresponding piperazine derivatives in 70-80% yields. These piperazin-2-one or piperazine derivatives were used as the carboxyl-terminal residues of eight dermorphin analogues (H-tyrosyl-D-alanyl-piperazin-2-one or piperazine derivatives) whose opiate activities were examined in vitro by use of the guinea pig ileum and the mouse vas deferens assays. It was found in the guinea pig ileum assay that the configuration of phenylalanine and the replacement of the piperazin-2-one ring with a piperazine ring are important for enhancing or reducing the opiate activities of these analogues.
- 公益社団法人日本薬学会の論文
- 1996-04-15
著者
-
TAKENAKA Hiroshi
Department of Earth and Planetary Sciences, Kyushu University
-
KOJIMA Yoshitane
Department of Chemistry, Graduate School of Science, Osaka City University
-
GEMBA Munekazu
Division of Pharmacology, Osaka University of Pharmaceutical Sciences
-
Yasuda Masahiro
Faculty Of Engineering Kansai University
-
Takenaka H
Department Of Chemistry Faculty Of Science Osaka City University
-
Gemba M
Osaka Univ. Pharmaceutical Sci. Osaka Jpn
-
Gemba Munekazu
Division Of Pharmacology Osaka University Of Pharmaceutical Sciences
-
YAMASHITA Tetsushi
Department of Chemistry, Faculty of Science, Osaka City University
-
HATAMOTO Eiji
Department of Chemistry, Faculty of Science, Osaka City University
-
INOUE Yutaka
Division of Pharmacology, Osaka University of Pharmaceutical Sciences
-
YASUDA Masahide
Center for Laboratory Animals, Osaka University of Pharmaceutical Sciences
-
Hatamoto Eiji
Department Of Chemistry Faculty Of Science Osaka City University
-
Yasuda M
Okayama Univ. Okayama Jpn
-
Kojima Yoshitane
Department Of Chemistry Faculty Of Science Osaka City University
-
Inoue Yutaka
Division Of Pharmacology Osaka University Of Pharmaceutical Sciences
-
Inoue Yutaka
Division Of Pharmacology Osaka University Of Farmaceutical Sciences
-
Takenaka Hiroshi
Department Of Earth And Planetary Sciences Kyushu University
-
Yamashita T
Suzuka Univercity Of Medical Science Graduate School Of Health Science
-
Yamashita Tetsushi
Department Of Chemistry Faculty Of Science Osaka City University
-
Gemba Munekazu
Division Of Pharmacology Osaka University Of Farmaceutical Sciences
-
Takenaka Hiroshi
Department Of Chemistry Faculty Of Science Osaka City University
関連論文
- 3-D finite-difference simulation of seismic fault zone waves : Application to the fault zone structure of the Mozumi-Sukenobu fault, central Japan
- Enhancement of Cellular Adenosine Triphosphate Levels in PC12 Cells by Extracellular Adenosine
- A Specific and Rapid Method for Determination of Adenosine 3'-Monopohosphate (3'-AMP) Content and 3'-AMP Forming Enzyme Activity in Rat Liver Mitochondria, Using Reversed-Phase HPLC with Fluorescence Detection
- NO DEPLETES CELLULAR ATP CONTENTS VIA INACTIVATION OF GLYCERALDEHYDE-3-PHOSPHATE DEHYDROGENASE IN PC12 CELLS
- CORRELATION BETWEEN NO-INDUCED ATP DEPLETION AND CYTOTOXICITY IN PC12 CELLS
- Coda Q^ in Awaji Island Estimated from the Aftershock Records of the 1995 Hyogo-ken Nanbu Earthquake
- A New Model of Experimental Allergic Rhinitis Using Japanese Cedar Pollen in Guinea Pigs
- Protective Effect of Serum Thymic Factor, FTS, on Cephaloridine-Induced Nephrotoxicity in Rats(Pharmacology)
- Expression of Gap Junctional Protein Connexins in Human Nasal Epithelium, and Its Contribution to Intercellular Calcium Signalling
- The Effect of Antioxidant on Development of Fibrosis by Cisplatin in Rats
- Ca^ regulation of endocochlear potential in marginal cells
- IL-4-dependent induction of IgE^+ basophils in peripheral blood and IgE^+ B cells in spleen as respective indicators of allergen sensitization and a precursor of cells secreting allergen-specific IgE antibody
- Physiological Role of L-Type Ca^ Channels in Marginal Cells in the Stria Vascularis of Guinea Pigs
- Effects of CO_2/HCO_3^- in Perilymph on the Endocochlear Potential in Guinea Pigs
- IgE Production after Four Routes of Injections of Japanese Cedar Pollen Allergen without Adjuvant : Crucial Role of Resident Cells at Intraperitoneal or Intranasal Injection Site in the Production of Specific IgE toward the Allergen
- Endolymphatic Perfusion with EGTA-Acetoxymethyl Ester Inhibits Asphyxia- and Furosemide-Induced Decrease in Endocochlear Potential in Guinea Pigs
- Differential Susceptibility of Cells Expressing Allogeneic MHC or Viral Antigen to Killing by Antigen-Specific CTL
- Asphyxia and Diuretic-Induced Changes in the Ca^ Concentration of Endolymph
- A 13-year Study of Japanese Cedar Pollinosis in Japanese Schoolchildren
- Exposure to Japanese Cedar Pollen in Early Life and Subsequent Sensitization to Japanese Cedar Pollen
- A longitudinal observation of sensitization to Japanese cedar pollen and house dust mite among schoolchildren
- Antidiabetic Activity of Zn(II) Complexes with a Derivative of L-Glutamine
- Insulinomimetic Zinc(II) Complexes with Natural Products: In Vitro Evaluation and Blood Glucose Lowering Effect in KK-A^y Mice with Type 2 Diabetes Mellitus
- Serum thymic factor (FTS) prevents cephaloridine-induced nephrotoxicity in rats (KIDNEYS AND URINARY EXCRETION SYSTEM) (GENERAL SESSION BY POSTER PRESENTATION) (Proceedings of the 30th Annual Meeting)
- Syntheses and Structures of Novel Optically Active Dinuclear Copper (II) Complexes of Structurally Reinforced Macrocyclic Polymines
- Syntheses of Novel Structurally Constrained (S)-Histidyl-(S)-Histidine Derivatives and Their Copper (II) Complexes
- Markedly Increased Nasal Blockage by Intranasal Leukotriene D_4 in an Experimental Allergic Rhinitis Model: Contribution of Dilated Mucosal Blood Vessels
- Preparations and Characterizations of Novel N, N'-Ethylene-Bridged-(S)-Histidyl-(S)-Tyrosine Derivatives and Their Copper(II) Complexes as Models of Galactose Oxidase
- Superoxide Dismutase Mimetic Complex of Mn (II)/N, N-Bis (2 - Pyridylmethyl) - (S) - Histidine
- Lipomatous pleomorphic adenoma of the ceruminous gland
- New Zinc (II) Complexes with Tetradentate Amino Acid Derivatives: Structure Characterization, Solution Chemistry, and in vitro Insulinomimetic Activity
- New Insulinomimetic Zinc(II)Complexes of α-Amino Acids and Their Derivatives with Zn(N_2O_2)Coordination Mode
- Preventive Effects of Zn(II) Complex with Papaya Powder on Type 2 Diabetes Mellitus
- Effect of Local Nasal Immunotherapy on Nasal Blockage in Pollen-Induced Allergic Rhinitis of Guinea Pigs
- Nasal Blockage Induced by Oral Administration of Non-steroidal Anti-inflammatory Drugs in a Guinea-Pig Model of Allergic Rhinitis
- Effect of Oral Immunotherapy on Nasal Blockage in Experimental Allergic Rhinitis
- Acquired Nasal Hyperresponsiveness Aggravates Antigen-Induced Rhinitis in the Guinea Pig
- Comparison of Cedar Pollen - Induced Allergic Rhinitis in Passively and Actively Sensitized Guinea Pigs
- INFLUENCE OF PAPAVERINE ON CYCLIC NUCLEOTIDE LEVEL AND CELLULAR METABOLISM IN RAT KIDNEY CORTEX IN TERMS OF ITS INHIBITORY EFFECT ON p-AMINOHIPPURATE TRANSPORT
- Merallokinetic Study of Zinc in the Blood of Normal Rats Given Insulinomimetic Zinc(II) Complexes and Improvement of Diabetes Mellitus in Type 2 Diabetic GK Rats by their Oral Administration
- Effect of vertical velocity gradient on ground motion in a sediment-filled basin due to incident SV wave
- An efficient approach of the pseudospectral method for modelling of geometrically symmetric seismic wavefield
- Structure-Activity Relationships of Dermorphin Analogues Containing Chiral Piperazin-2-one and Piperazine Derivatives
- Establishment of Highly Specific and Quantitative Immunoassay Systems for Staphylococcal Enterotoxin A, B, and C Using Newly-Developed Monoclonal Antibodies
- Optical Resolution by Preferential Crystallization of(RS)-α-Amino-γ-butyrolactone Hydrochloride
- Comparison of Q^_c Estimates from Coda Envelopes Constructed from One-and Multi-Component Seismograms
- INVOLVEMENT OF ACTIVATION OF NADPH OXIDASE AND EXTRACELLULAR SIGNAL-REGULATED KINASE (ERK) IN RENAL CELL INJURY INDUCED BY ZINC
- A kinetic Study of Protein Binding to Ecabet Sodium Using Ouartz-Crystal Microbalance
- Synthesis, Structure, and In Vitro and In Vivo Insulinomimetic Activities of the Zinc(II)-6-Ethylpicolinate Complex
- New Bioactive Zinc(II) Complexes with Peptides and Their Derivatives : Synthesis, Structure, and In Vitro Insulinomimetic Activity
- Antioxidant and Immuno-Enhancing Effects of Echinacea purpurea(Pharmacology)
- Stimulation of p-Aminohippurate Transport in Renal Cortical Slices Prepared from Rats Treated with Ginsenosides
- Zinc(II) complexes with allixin-derivatives as oral therapeutics for type 2 diabetes
- An Extremely High Insulin-Mimetic Activity of Bis(1,4-dihydro-2-methyl-1-phenyl-4-thioxo-3-pyridinolato)zinc(II) Complex
- Europium(III)-N, N'-Ethylenebis(L-amino acid) Complexes as New Chiral NMR Lanthanide Shift Reagents for Unprotected α-Amino Acids in Neutral Aqueous Solution
- Modulation by Cyclic AMP and Phorbol Myristate Acetate of Cephaloridine-Induced Injury in Rat Renal Cortical Slices
- Increases in Urinary Enzyme Excretion in Rats Depleted of Glutathione Inhibited by Scavenger of Oxygen Free Radicals
- Structure-Activity Relationship of Insulinomimetic Activity of Zinc(II) Complexes with Pyridine-2-sulfonic Acid Derivatives
- In Vitro Alpha-glucosidase Inhibitory Effect of Zn (II) Complex with 6-Methyl-2-picolinmethylamide
- Anti-diabetes Effect of Zn (II)/Carnitine Complex by Oral Administration (Communications to the Editor)
- Effects of Efonidipine Hydrochloride on Renal Arteriolar Diameters in Spontaneously Hypertensive Rats
- Relationship between Amount of β-Blockers Permeating through the Stratum Corneum and Skin Irritation after Application of β-Blocker Adhesive Patches to Guinea Pig Skin
- Relationship between the Amount of Propranolol Permeating through the Stratum Corneum of Guinea Pig Skin after Application of Propranolol Adhesive Patches and Skin Irritation
- Synthesis and Opiate Activity of Pseudo-Tetrapeptides Containing Chiral Piperazin-2-one and Piperazine Derivatives
- Syntheses, Structures, and Insulin-like Activities of Oxovanadium (IV) Complexes with Tetra-and Penta-dentate Histidine Derivatives
- Stereospecific Synthesis of cis-2,4-Pyrrolidinedicarboxylic Acid and cis-2,5-Piperidinedicarboxylic Acid
- An Imaging Technique for Subsurface Faults Using Teleseismic - Wave Records - SH Case -
- Allergic Potency of Japanese Cedar Pollen Cry j 1 Is Reduced by a Low Concentration of Hypochlorous Acid Generated by Electolysis
- New Insulin-Mimetic Zinc(II)Complexes;Bis-maltolato Zinc(II)and Bis-2-hydroxypyridine-N-oxido Zinc(II)with Zn(O_4)Coordination Mode
- Syntheses, Structures, and Insulin-like Activities of Two Vanadyl Complexes;[VO(GeG)(H_2O)]and[VO(MeM)(H_2O)]
- Relationship of Intracellular Calcium and Oxygen Radicals to Cisplatin-Related Renal Cell Injury
- O-29 Increase in Cytosolic Free Calcium Concentration in LLC-PK, Cells Contributes to Oxidative injury by Cisplatin.(Proceedings of the 27th Annual Meeting)
- A multidomain approach of the Fourier pseudospectral method using discontinuous grid for elastic wave modeling
- Precise location of the fault plane and the onset of the main rupture of the 2005 West Off Fukuoka Prefecture earthquake
- Role of Prostaglandin E_2 and Leukotriene B_4 in Skin Reaction Induced by Transdermal Application of Propranolol
- SKIN TOXICITY OF PROPRANOLOL IN GUINEA PIGS
- Relationship between the Skin Permeation Movement of Propranolol and Skin Inflammatory Reactions
- Hypoxia and Reoxygenation - Induced Injury of Renal Epithelial Cells: Effect of Free Radical Scavengers
- INVOLVEMENT OF RAF-1/MEK/ERK1/2 SIGNALING PATHWAY IN ZINC-INDUCED INJURY IN RAT RENAL CORTICAL SLICES
- Participation of NADPH oxidase and ERK activation in zinc-induced renal cell injury in LLC-PK_1 ce11s(Proceedings of the 32nd Annual Meeting)
- PROTECTIVE EFFECT OF A PROTEIN KINASE INHIBITOR ON CELLULAR INJURY INDUCED BY CEPHALORIDINE IN THE PORCINE KIDNEY CELL LINE LLC-PK_1
- Relationship between Cisplatin or Nedaplatin-Induced Nephrotoxicity and Renal Accumulation(Pharmacology)
- O-23 Cisplatin- and nedaplatin- induced nephrotoxicity and their renal accumulation in rats(KIDNEYS AND URINARY EXCRETION SYSTEM)(GENERAL SESSION BY ORAL PRESENTATION)(Proceedings of the 31st Annual Meeting)
- 2C-10 Enhancement by Protein Kinase C Activation and Amelioration by Cyclic AMP of Cephaloridine-Inducd Injury in Rat Kidney Cortical Slices.
- Cephaloridine Induces Translocation of Protein Kinase C δ Into Mitochondria and Enhances Mitochondrial Generation of Free Radicals in the Kidney Cortex of Rats Causing Renal Dysfunction
- ANTIOXIDATIVE PROPERTIES OF HX-1920 IN PREVENTING DRUG-INDUCED NEPHROTOXICITY
- "C-13 Hepatocyte growth factor reduces cisplatin-induced injury in renal epithelial LLC-PK_1 cells.
- A numerical analysis of seismic waves for an anisotropic fault zone
- New Chiral NMR Shift Reagent for α-Amino Acids and N-Protected Oligopeptides in Aqueous Solution
- Syntheses of Silver(I) Complexes with N,N'-Ethylene-Bridged-(S)-Histidyl-(S)-Histidine and -(S)-Methionyl-(S)-Methionine Derivatives
- Microcryoscopy of Water Employing Silver Iodide to Break Supercooling
- Structure of Cyclic Hexa-Pseudopeptide Constructed from N, N'-Ethylene-Bridged-(S)-Alanyl-(S)-Alanine and Glycine
- Potential Insulinominetic Agents of Zinc(II) Complexes with Picolinamide Derivatives : Preparations of Complexes, in Vitro and in Vivo Studies
- Conformation and coordination behavior of zinc(II) complex with cyclo(L-methionyl-L-histidyl).
- The crystal and molecular structure of the aquabis(cyclo-L-histidyl-L-histidylato)dicopper(II) perchlorate hydrate [H2O Cu2(C12H13N6O2)2](ClO4)2 3.5H2O.
- A scheme for estimating the location and tangential plane of a reflector
- Preparations and structures of silver(I) complexes with cyclo(glcyl-L-histidyl), cyclo(L-methionyl-L-histidyl), and cyclo(L-histidyl-L-histidyl).
- Stability constants of complex formations between divalent metal ions and cyclic dipeptides: Cyclo(glycyl-L-histidyl) and cyclo(L-methionyl-L-histidyl).
- X-Ray Study of the Compound Obtained by the Reaction of Nδ-Salicylidene-L-ornithine and Palladium(II) acetate. The Crystal Structure of (Nα-Salicylidene-D-ornithinato) (Nα-Salicylidene-L-ornithinato)di
- Structural studies of cyclo(L-histidyl-L-histidyl) and its metal complexes.