메뉴 건너뛰기




Volumn 41, Issue 7, 1998, Pages 1146-1154

Potent antagonists of somatostatin: Synthesis and biology

Author keywords

[No Author keywords available]

Indexed keywords

ANGIOPEPTIN; CYSTEINE; GONADORELIN; PENICILLAMINE; SOMATOSTATIN ANTIBODY;

EID: 0032568431     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm970730q     Document Type: Article
Times cited : (48)

References (45)
  • 1
    • 0015914428 scopus 로고
    • Hypothalamic Polypeptide that Inhibits the Secretion of Immunoreactive Pituitary Growth Hormone
    • Brazeau, P.; Vale, W.; Burgus, R.; Ling, N.; Butcher, M.; Rivier, J.; Guillemin, R. Hypothalamic Polypeptide that Inhibits the Secretion of Immunoreactive Pituitary Growth Hormone. Science 1973, 179, 77-79.
    • (1973) Science , vol.179 , pp. 77-79
    • Brazeau, P.1    Vale, W.2    Burgus, R.3    Ling, N.4    Butcher, M.5    Rivier, J.6    Guillemin, R.7
  • 2
    • 0029065771 scopus 로고
    • Molecular Properties of Somatostatin Receptors
    • Reisine, T.; Bell, G. I. Molecular Properties of Somatostatin Receptors. Neuroscience 1995, 67, 777-790.
    • (1995) Neuroscience , vol.67 , pp. 777-790
    • Reisine, T.1    Bell, G.I.2
  • 3
    • 0029114410 scopus 로고
    • Molecular Biology of Somatostatin Receptors
    • Reisine, T.; Bell, G. I. Molecular Biology of Somatostatin Receptors. Endocrine Rev. 1995, 16, 427-442.
    • (1995) Endocrine Rev. , vol.16 , pp. 427-442
    • Reisine, T.1    Bell, G.I.2
  • 4
    • 0029829062 scopus 로고    scopus 로고
    • Receptor-Specific Somatostatin Analogues: Correlations with Biological Activity
    • Coy, D. H.; Taylor, J. E. Receptor-Specific Somatostatin Analogues: Correlations with Biological Activity. Metabolism 1996, 34 (Suppl. 1), 21-23.
    • (1996) Metabolism , vol.34 , Issue.SUPPL. 1 , pp. 21-23
    • Coy, D.H.1    Taylor, J.E.2
  • 5
    • 0027287377 scopus 로고
    • Cloned Somatostatin Receptors: Identification of Subtype-Selective Peptides and Demonstration of High Affinity Binding of Linear Peptides
    • Raynor, K.; Murphy, W. A.; Coy, D. H.; Taylor, J. E.; Moreau, J.-P.; Yasuda, K.; Bell, G. I.; Reisine, T. Cloned Somatostatin Receptors: Identification of Subtype-Selective Peptides and Demonstration of High Affinity Binding of Linear Peptides. Mol. Pharmacol. 1993, 43, 838-844.
    • (1993) Mol. Pharmacol. , vol.43 , pp. 838-844
    • Raynor, K.1    Murphy, W.A.2    Coy, D.H.3    Taylor, J.E.4    Moreau, J.-P.5    Yasuda, K.6    Bell, G.I.7    Reisine, T.8
  • 6
    • 0028050630 scopus 로고
    • Specific Inhibition of Rat Pancreatic Insulin and Glucagon Release by Receptor-Selective Somatostatin Analogues
    • Rossowski, W. J.; Coy, D. H. Specific Inhibition of Rat Pancreatic Insulin and Glucagon Release by Receptor-Selective Somatostatin Analogues. Biochem. Biophys. Res. Commun. 1994, 205, 341-346.
    • (1994) Biochem. Biophys. Res. Commun. , vol.205 , pp. 341-346
    • Rossowski, W.J.1    Coy, D.H.2
  • 7
    • 0027994721 scopus 로고
    • Characterization of Somatostatin Receptor Subtypes Controlling Rat Gastric Acid and Pancreatic Amylase Release
    • Rossowski, W. J.; Gu, Z. F.; Akarca, U. S.; Jensen, R. T.; Coy, D. H. Characterization of Somatostatin Receptor Subtypes Controlling Rat Gastric Acid and Pancreatic Amylase Release. Peptides 1994, 15, 1421-1424.
    • (1994) Peptides , vol.15 , pp. 1421-1424
    • Rossowski, W.J.1    Gu, Z.F.2    Akarca, U.S.3    Jensen, R.T.4    Coy, D.H.5
  • 8
    • 0029811177 scopus 로고    scopus 로고
    • Somatostatin Receptor-Mediated Signaling in Smooth Muscle - Activation of Phospholipase C-β3 by Gβgamma and Inhibition of Adenyl Cyclase by GαilGαo
    • Murthy, K. S.; Coy, D. H.; Makhlouf, G. M. Somatostatin Receptor-Mediated Signaling in Smooth Muscle - Activation of Phospholipase C-β3 by Gβgamma and Inhibition of Adenyl Cyclase by GαilGαo. J. Biol. Chem. 1996, 271, 23458-23463.
    • (1996) J. Biol. Chem. , vol.271 , pp. 23458-23463
    • Murthy, K.S.1    Coy, D.H.2    Makhlouf, G.M.3
  • 9
    • 0020371525 scopus 로고
    • Somatostatin Antagonist Analogue Increases GH, Insulin and Glucagon Release in the Rat
    • Fries, J. L.; Murphy, W. A.; Sueiras-Diaz, J.; Coy, D. H. Somatostatin Antagonist Analogue Increases GH, Insulin and Glucagon Release in the Rat. Peptides 1982, 3, 811-814.
    • (1982) Peptides , vol.3 , pp. 811-814
    • Fries, J.L.1    Murphy, W.A.2    Sueiras-Diaz, J.3    Coy, D.H.4
  • 10
    • 0021811089 scopus 로고
    • Somatostatin Antagonist Analogue Stimulates Growth in Rats
    • Spencer, G. S. G.; Hallett, K. G. Somatostatin Antagonist Analogue Stimulates Growth in Rats. Life Sci. 1985, 37, 27-30.
    • (1985) Life Sci. , vol.37 , pp. 27-30
    • Spencer, G.S.G.1    Hallett, K.G.2
  • 13
    • 0018770021 scopus 로고
    • Highly Active Cyclic and Bicyclic Somatostatin Analogues of Reduced Ring Size
    • Veber, D. F.; Holly, F. W.; Nutt, R. F.; Bergstrand, S. J.; Brady, S. F.; Hirschmann, R. Highly Active Cyclic and Bicyclic Somatostatin Analogues of Reduced Ring Size. Nature 1979, 280, 512-514.
    • (1979) Nature , vol.280 , pp. 512-514
    • Veber, D.F.1    Holly, F.W.2    Nutt, R.F.3    Bergstrand, S.J.4    Brady, S.F.5    Hirschmann, R.6
  • 15
    • 0002735228 scopus 로고
    • Structural and Conformational Studies Regarding Tryptophan in a Cyclic Hexapeptide Somatostatin Analogue
    • Hruby, V. J., Rich, D. H., Eds.; Pierce Chemical Co.: Rockford, IL
    • Nutt, R. F.; Saperstein, R.; Veber, D. F. Structural and Conformational Studies Regarding Tryptophan in a Cyclic Hexapeptide Somatostatin Analogue. In Peptides: Chemistry and Biology, Proceedings of the Eighth American Peptide Symposium; Hruby, V. J., Rich, D. H., Eds.; Pierce Chemical Co.: Rockford, IL, 1983; pp 345-348.
    • (1983) Peptides: Chemistry and Biology, Proceedings of the Eighth American Peptide Symposium , pp. 345-348
    • Nutt, R.F.1    Saperstein, R.2    Veber, D.F.3
  • 20
    • 0028966767 scopus 로고
    • A New Somostatin Analogue with Optimized Ring Size Inhibits Neointimal Formation Induced by Balloon Injury in Rats Without Altering Growth Hormone Release
    • Thurieau, C.; Janiak, P.; Krantic, S.; Guyard, C.; Pillon, A.; Kucharczyk, N.; Vilaine, J. P.; Fauchere, J. L. A New Somostatin Analogue with Optimized Ring Size Inhibits Neointimal Formation Induced by Balloon Injury in Rats Without Altering Growth Hormone Release. Eur. J. Med. Chem. 1995, 30, 115-122.
    • (1995) Eur. J. Med. Chem. , vol.30 , pp. 115-122
    • Thurieau, C.1    Janiak, P.2    Krantic, S.3    Guyard, C.4    Pillon, A.5    Kucharczyk, N.6    Vilaine, J.P.7    Fauchere, J.L.8
  • 21
    • 0026450121 scopus 로고
    • Backbone Modifications in Somatostatin Analogues: Relation between Conformation and Activity
    • Van Binst, G.; Tourwé, D. Backbone Modifications in Somatostatin Analogues: Relation between Conformation and Activity. Pept. Res. 1992, 5, 8-13.
    • (1992) Pept. Res. , vol.5 , pp. 8-13
    • Van Binst, G.1    Tourwé, D.2
  • 22
    • 14444285058 scopus 로고    scopus 로고
    • note
    • All analogues were assayed for antagonist activity in the presence of SRIF-14 at analogue doses up to 10 μM. Some were tested to doses of 100 μM as denoted in Table 3.
  • 23
    • 0020363575 scopus 로고
    • SMS 201-995: A Very Potent and Selective Octapeptide Analogue of Somatostatin with Prolonged Action
    • Bauer, W.; Briner, U.; Doepfner, W.; Haller, R.; Huguenin, R.; Marbach, P.; Petcher, T. J.; Pless, J. SMS 201-995: A Very Potent and Selective Octapeptide Analogue of Somatostatin with Prolonged Action. Life Sci. 1982, 31, 1133-1140.
    • (1982) Life Sci. , vol.31 , pp. 1133-1140
    • Bauer, W.1    Briner, U.2    Doepfner, W.3    Haller, R.4    Huguenin, R.5    Marbach, P.6    Petcher, T.J.7    Pless, J.8
  • 26
    • 0028020115 scopus 로고
    • Subtype Selectivity of Peptide Analogues for all five Cloned Human Somatostatin Receptors
    • Patel, Y. C.; Srikant, C. B. Subtype Selectivity of Peptide Analogues for all five Cloned Human Somatostatin Receptors. Endocrinology 1994, 135, 2814-2817.
    • (1994) Endocrinology , vol.135 , pp. 2814-2817
    • Patel, Y.C.1    Srikant, C.B.2
  • 27
    • 0020962258 scopus 로고
    • Antagonists of the Luteinizing Hormone Releasing Hormone with Pyridyl-Alanines which Completely Inhibit Ovulation at Nanogram Dosage
    • Folkers, K.; Bowers, C. Y.; Kubiak, T.; Stepinski, J. Antagonists of the Luteinizing Hormone Releasing Hormone with Pyridyl-Alanines which Completely Inhibit Ovulation at Nanogram Dosage. Biochem. Biophys. Res. Commun. 1983, 3, 1089-1095.
    • (1983) Biochem. Biophys. Res. Commun. , vol.3 , pp. 1089-1095
    • Folkers, K.1    Bowers, C.Y.2    Kubiak, T.3    Stepinski, J.4
  • 30
    • 0029007817 scopus 로고
    • Three-Dimensional Quantitative Structure Activity Relationships (3-D QSAR) of Somatostatin Analogues. I. Comparative Molecular Field Analysis (CoMFA) of Growth Hormone Release-Inhibiting Potencies
    • Hocart, S. J.; Reddy, V.; Murphy, W. A.; Coy, D. H. Three-Dimensional Quantitative Structure Activity Relationships (3-D QSAR) of Somatostatin Analogues. I. Comparative Molecular Field Analysis (CoMFA) of Growth Hormone Release-Inhibiting Potencies. J. Med. Chem. 1995, 38, 1974-1989.
    • (1995) J. Med. Chem. , vol.38 , pp. 1974-1989
    • Hocart, S.J.1    Reddy, V.2    Murphy, W.A.3    Coy, D.H.4
  • 31
    • 0027438352 scopus 로고
    • Syntheses and Conformations of Somatostatin-Related Cyclic Hexapeptides Incorporating Specific α- and β-Methylated Residues
    • He, Y.-A.; Huang, Z.; Raynor, K.; Reisine, T.; Goodman, M. Syntheses and Conformations of Somatostatin-Related Cyclic Hexapeptides Incorporating Specific α- and β-Methylated Residues. J. Am. Chem. Soc. 1993, 115, 8066-8072.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 8066-8072
    • He, Y.-A.1    Huang, Z.2    Raynor, K.3    Reisine, T.4    Goodman, M.5
  • 32
    • 0025292355 scopus 로고
    • Model for the Structure of Bacteriorhodopsin Based on High-resolution Electron Cryomicroscopy
    • Henderson, R.; Baldwin, J. M.; Ceska, T. A.; Zemlin, F.; Beckmann, E.; Downing, K. H. Model for the Structure of Bacteriorhodopsin Based on High-resolution Electron Cryomicroscopy. J. Mol. Biol. 1990, 213, 899-929.
    • (1990) J. Mol. Biol. , vol.213 , pp. 899-929
    • Henderson, R.1    Baldwin, J.M.2    Ceska, T.A.3    Zemlin, F.4    Beckmann, E.5    Downing, K.H.6
  • 33
    • 0028925786 scopus 로고
    • Two Amino Acids Located in Transmembrane Domains VI and VII, Determine the Selectivity of the Peptide Agonist SMS 201-995 for the SSTR2 Somatostatin Receptor
    • Kaupmann, K.; Bruns, C.; Raulf, F.; Weber, H. P.; Mattes, H.; Lübbert, H. Two Amino Acids Located in Transmembrane Domains VI and VII, Determine the Selectivity of the Peptide Agonist SMS 201-995 for the SSTR2 Somatostatin Receptor. EMBO J. 1995, 14, 727-735.
    • (1995) EMBO J. , vol.14 , pp. 727-735
    • Kaupmann, K.1    Bruns, C.2    Raulf, F.3    Weber, H.P.4    Mattes, H.5    Lübbert, H.6
  • 34
    • 84984500305 scopus 로고
    • IUPAC-IUB Commission of Biochemical Nomenclature (CBN) Symbols for Amino-Acid Derivatives and Peptides, Recommendations 1971
    • IUPAC-IUB Commission of Biochemical Nomenclature (CBN) Symbols for Amino-Acid Derivatives and Peptides, Recommendations 1971. Eur. J. Biochem. 1972, 27, 201-207.
    • (1972) Eur. J. Biochem. , vol.27 , pp. 201-207
  • 35
    • 0024301303 scopus 로고
    • Novel Heptapeptide Somatostatin Analogue Displays Antitumor Activity Independent of Effects on Growth Hormone Secretion
    • Murphy, W. A.; Taylor, J.; Moreau, J.-P.; Coy, D. H. Novel Heptapeptide Somatostatin Analogue Displays Antitumor Activity Independent of Effects on Growth Hormone Secretion. Pept. Res. 1989, 2, 128-132.
    • (1989) Pept. Res. , vol.2 , pp. 128-132
    • Murphy, W.A.1    Taylor, J.2    Moreau, J.-P.3    Coy, D.H.4
  • 36
    • 0026544424 scopus 로고
    • Cloning and Functional Characterization of a Family of Human and Mouse Somatostatin Receptors Expressed in Brain, Gastrointestinal Tract and Kidney
    • Yamada, Y.; Post, S. R.; Wang, K.; Tager, H. S.; Bell, G. I.; Seino, S. Cloning and Functional Characterization of a Family of Human and Mouse Somatostatin Receptors Expressed in Brain, Gastrointestinal Tract and Kidney. Proc. Natl. Acad. Sci. U.S.A. 1992, 89, 251-255.
    • (1992) Proc. Natl. Acad. Sci. U.S.A. , vol.89 , pp. 251-255
    • Yamada, Y.1    Post, S.R.2    Wang, K.3    Tager, H.S.4    Bell, G.I.5    Seino, S.6
  • 38
    • 0000643446 scopus 로고
    • Somatostatin Receptors, an Expanding Gene Family: Cloning and Functional Characterization of Human SSTR3, a Protein Coupled to Adenylate Cyclase
    • Yamada, Y.; Reisine, T.; Law, S. F.; Ihara, Y.; Kubota, A.; Kagimoto, S.; Seino, M.; Seino, Y.; Bell, G. I.; Seino, S. Somatostatin Receptors, an Expanding Gene Family: Cloning and Functional Characterization of Human SSTR3, a Protein Coupled to Adenylate Cyclase. Mol. Pharmacol. 1992, 42, 2136-2142.
    • (1992) Mol. Pharmacol. , vol.42 , pp. 2136-2142
    • Yamada, Y.1    Reisine, T.2    Law, S.F.3    Ihara, Y.4    Kubota, A.5    Kagimoto, S.6    Seino, M.7    Seino, Y.8    Bell, G.I.9    Seino, S.10
  • 40
    • 0027977960 scopus 로고
    • Characterization of Cloned Human Somatostatin Receptor SSTR5
    • O'Carroll, A. M.; Raynor, K.; Lolait, S. J.; Reisine, T. Characterization of Cloned Human Somatostatin Receptor SSTR5. Mol. Pharmacol. 1994, 46, 291-298.
    • (1994) Mol. Pharmacol. , vol.46 , pp. 291-298
    • O'Carroll, A.M.1    Raynor, K.2    Lolait, S.J.3    Reisine, T.4
  • 41
    • 0003928827 scopus 로고    scopus 로고
    • Tripos Associates Inc., 1699 Hanley Rd, St. Louis, MO 63144-2913
    • SYBYL molecular modeling software, version 6.32; Tripos Associates Inc., 1699 Hanley Rd, St. Louis, MO 63144-2913.
    • SYBYL Molecular Modeling Software, Version 6.32
  • 42
    • 84988115618 scopus 로고
    • Validation of the General Purpose Tripos 5.2 Force Field
    • Clark, M.; Cramer, R. D., III; Van Opdenbosh, N. Validation of the General Purpose Tripos 5.2 Force Field. J. Comput. Chem. 1989, 10, 982-1012.
    • (1989) J. Comput. Chem. , vol.10 , pp. 982-1012
    • Clark, M.1    Cramer III, R.D.2    Van Opdenbosh, N.3
  • 43
    • 0000103638 scopus 로고
    • Calculation of the σ Structure of Conjugated Molecules
    • Berthod, H.; Pullman, A. Calculation of the σ Structure of Conjugated Molecules. J. Chem. Phys. 1965, 62, 942-946.
    • (1965) J. Chem. Phys. , vol.62 , pp. 942-946
    • Berthod, H.1    Pullman, A.2
  • 44
    • 0000667320 scopus 로고
    • Role of σ and π Electrons on the Properties of Halogens-Substituted Conjugated Molecules. Application to the Study of Uracil and Fluorouracil
    • Berthod, H.; Prettre, C. G.; Pullman, A. Role of σ and π Electrons on the Properties of Halogens-Substituted Conjugated Molecules. Application to the Study of Uracil and Fluorouracil. Theor. Chim. Acta 1967, 8, 212-222.
    • (1967) Theor. Chim. Acta , vol.8 , pp. 212-222
    • Berthod, H.1    Prettre, C.G.2    Pullman, A.3
  • 45
    • 0018796418 scopus 로고
    • Picosecond Dynamics of Tyrosine Side Chains in Proteins
    • McCammon, J. A.; Wolynes, P. G.; Karplus, M. Picosecond Dynamics of Tyrosine Side Chains in Proteins. Biochemistry 1979, 18, 927-942.
    • (1979) Biochemistry , vol.18 , pp. 927-942
    • McCammon, J.A.1    Wolynes, P.G.2    Karplus, M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.