메뉴 건너뛰기




Volumn 47, Issue 22, 2004, Pages 5587-5590

Evaluation of lactam-bridged neurotensin analogues adjusting ψ(Pro 10) close to the experimentally derived bioactive conformation of NT(8-13)

Author keywords

[No Author keywords available]

Indexed keywords

LACTAM DERIVATIVE; NEUROTENSIN; NEUROTENSIN DERIVATIVE; NEUROTENSIN RECEPTOR; NEUROTENSIN[8-13] DERIVATIVE; NEUROTENSIN[8-13][11 N METHYLTYROSINE]; UNCLASSIFIED DRUG;

EID: 6044260114     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm049644y     Document Type: Article
Times cited : (42)

References (28)
  • 1
    • 0035213478 scopus 로고    scopus 로고
    • Neurotensin and dopamine interactions
    • and references therein
    • Binder, E. B.; Kinkead, B.; Owens, M. J.; Nemeroff, C. B. Neurotensin and Dopamine Interactions. Pharmacol. Rev. 2001, 53, 453-486 (and references therein).
    • (2001) Pharmacol. Rev. , vol.53 , pp. 453-486
    • Binder, E.B.1    Kinkead, B.2    Owens, M.J.3    Nemeroff, C.B.4
  • 2
    • 0034715059 scopus 로고    scopus 로고
    • Neurotensin: Peptide for the next millennium
    • and references therein
    • Tyler-McMahon, B.; Boules, M.; Richelson, E. Neurotensin: Peptide for the next millennium. Regul. Pept. 2000, 93, 125-136 (and references therein).
    • (2000) Regul. Pept. , vol.93 , pp. 125-136
    • Tyler-McMahon, B.1    Boules, M.2    Richelson, E.3
  • 3
    • 0037676164 scopus 로고    scopus 로고
    • The effects of systemic NT69L, a neurotensin agonist, on baseline and drug-disrupted prepulse inhibition
    • Shilling, P. D.; Richelson, E.; Feifel, D. The effects of systemic NT69L, a neurotensin agonist, on baseline and drug-disrupted prepulse inhibition. Behav. Brain Res. 2003, 143, 7-14.
    • (2003) Behav. Brain Res. , vol.143 , pp. 7-14
    • Shilling, P.D.1    Richelson, E.2    Feifel, D.3
  • 5
    • 0030667398 scopus 로고    scopus 로고
    • Peptidic and nonpeptidic neurotensin analogs
    • and references therein
    • Hong, F.; Cusack, B.; Fauq, A.; Richelson, E. Peptidic and Nonpeptidic Neurotensin Analogs. Curr. Med. Chem. 1997, 4, 412-434 (and references therein).
    • (1997) Curr. Med. Chem. , vol.4 , pp. 412-434
    • Hong, F.1    Cusack, B.2    Fauq, A.3    Richelson, E.4
  • 6
    • 0033530120 scopus 로고    scopus 로고
    • Preparation and receptor binding affinities of cyclic C-terminal neurotensin (8-13) and (9-13) analogues
    • Lundquist, J. T., IV; Dix, T. A. Preparation and Receptor Binding Affinities of Cyclic C-Terminal Neurotensin (8-13) and (9-13) Analogues. Bioorg. Med. Chem. Lett. 1999, 9, 2579-2582.
    • (1999) Bioorg. Med. Chem. Lett. , vol.9 , pp. 2579-2582
    • Lundquist IV, J.T.1    Dix, T.A.2
  • 7
    • 0032727539 scopus 로고    scopus 로고
    • Synthesis and human neurotensin receptor binding activities of neurotensin(8-13) analogues containing position 8 α-Azido-N-alkylated derivatives of ornithine, lysine, and homolysine
    • Lundquist, J. T., IV; Dix, T. A. Synthesis and Human Neurotensin Receptor Binding Activities of Neurotensin(8-13) Analogues Containing Position 8 α-Azido-N-alkylated Derivatives of Ornithine, Lysine, and Homolysine. J. Med. Chem. 1999, 42, 4914-4918.
    • (1999) J. Med. Chem. , vol.42 , pp. 4914-4918
    • Lundquist IV, J.T.1    Dix, T.A.2
  • 8
    • 0038155175 scopus 로고    scopus 로고
    • Novel bioactive and stable neurotensin peptide analogues capable of delivering radiopharmaceuticals and molecular beacons to tumors
    • Achilefu, S.; Srinivasan, A.; Schmidt, M. A.; Jimenez, H. N.; Bugaj, J. E.; Erion, J. L. Novel Bioactive and Stable Neurotensin Peptide Analogues Capable of Delivering Radiopharmaceuticals and Molecular Beacons to Tumors. J. Med. Chem. 2003, 46, 3403-3411.
    • (2003) J. Med. Chem. , vol.46 , pp. 3403-3411
    • Achilefu, S.1    Srinivasan, A.2    Schmidt, M.A.3    Jimenez, H.N.4    Bugaj, J.E.5    Erion, J.L.6
  • 10
    • 15844417994 scopus 로고    scopus 로고
    • Proposed ligand binding site of the transmembrane receptor for neurotensin(8-13)
    • Pang, Y.-P.; Cusack, B.; Groshan, K.; Richelson, E. Proposed Ligand Binding Site of the Transmembrane Receptor for Neurotensin(8-13). J. Biol. Chem. 1998, 271, 15060-15068.
    • (1998) J. Biol. Chem. , vol.271 , pp. 15060-15068
    • Pang, Y.-P.1    Cusack, B.2    Groshan, K.3    Richelson, E.4
  • 12
    • 0032503564 scopus 로고    scopus 로고
    • Conformational analysis of reverse-turn constraints by N-methylation and N-hydroxylation of amide bonds in peptides and non-peptide mimetics
    • Takeuchi, Y.; Marshall, G. R. Conformational Analysis of Reverse-Turn Constraints by N-Methylation and N-Hydroxylation of Amide Bonds in Peptides and Non-Peptide Mimetics. J. Am. Chem. Soc. 1998, 120, 5363-5372.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 5363-5372
    • Takeuchi, Y.1    Marshall, G.R.2
  • 14
    • 0025848453 scopus 로고
    • Synthesis, conformational properties, and antibody recognition of peptides containing β-turn mimetics based on α-alkylproline derivatives
    • Hinds, M. G.; Welsh, J. H.; Brennand, D. M.; Fisher, J.; Glennie, M. J.; Richards, N. G. J.; Turner, D. L.; Robinson, J. A. Synthesis, Conformational Properties, and Antibody Recognition of Peptides Containing β-Turn Mimetics Based on α-Alkylproline Derivatives. J. Med. Chem. 1991, 34, 1777-1789.
    • (1991) J. Med. Chem. , vol.34 , pp. 1777-1789
    • Hinds, M.G.1    Welsh, J.H.2    Brennand, D.M.3    Fisher, J.4    Glennie, M.J.5    Richards, N.G.J.6    Turner, D.L.7    Robinson, J.A.8
  • 15
    • 0001467978 scopus 로고
    • Synthesis and crystal structure of a peptidomimetic containing the (R)-4.4-Spiro lactam type-II β-turn mimic
    • Genin, M. J.; Ojala, W. H.; Gleason, W. B.; Johnson, R. L. Synthesis and Crystal Structure of a Peptidomimetic Containing the (R)-4.4-Spiro Lactam Type-II β-Turn Mimic. J. Org. Chem. 1993, 58, 2334-2337.
    • (1993) J. Org. Chem. , vol.58 , pp. 2334-2337
    • Genin, M.J.1    Ojala, W.H.2    Gleason, W.B.3    Johnson, R.L.4
  • 16
    • 0000603109 scopus 로고
    • Design, synthesis, and conformational analysis of a novel spiro-bicyclic system as a type II β-turn peptidomimetic
    • Genin, M. J.; Johnson, R. L. Design, Synthesis, and Conformational Analysis of a Novel Spiro-Bicyclic System as a Type II β-Turn Peptidomimetic. J. Am. Chem. Soc. 1992, 114, 8778-8783.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 8778-8783
    • Genin, M.J.1    Johnson, R.L.2
  • 17
    • 33845551868 scopus 로고
    • Alkylation of amino acids without loss of the optical activity: Preparation of α-substituted proline derivatives. A case of self-reproduction of chirality
    • Seebach, D.; Boes, M.; Naef, R.; Schweizer, W. B. Alkylation of Amino Acids without Loss of the Optical Activity: Preparation of α-Substituted Proline Derivatives. A Case of Self-Reproduction of Chirality. J. Am. Chem. Soc. 1983, 105, 5390-5398.
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 5390-5398
    • Seebach, D.1    Boes, M.2    Naef, R.3    Schweizer, W.B.4
  • 18
    • 0032962277 scopus 로고    scopus 로고
    • 4-Alkyl-2-trichloromethyloxazolidin-5-ones: Valuable precursors to enantionmerically pure C- and N-protected α-alkyl prolines
    • Wang, H.; Germanas, J. P. 4-Alkyl-2-trichloromethyloxazolidin-5-ones: Valuable Precursors to Enantionmerically Pure C- and N-Protected α-Alkyl Prolines. Synlett 1999, 7, 33-36.
    • (1999) Synlett , vol.7 , pp. 33-36
    • Wang, H.1    Germanas, J.P.2
  • 19
    • 0035903517 scopus 로고    scopus 로고
    • Rational molecular design and EPC synthesis of a type VI β-turn inducing peptide mimetic
    • Hoffmann, T.; Lanig, H.; Waibel, R.; Gmeiner, P. Rational Molecular Design and EPC Synthesis of a Type VI β-Turn Inducing Peptide Mimetic. Angew. Chem., Int. Ed. 2001, 40, 3361-3364.
    • (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 3361-3364
    • Hoffmann, T.1    Lanig, H.2    Waibel, R.3    Gmeiner, P.4
  • 20
    • 6044231198 scopus 로고    scopus 로고
    • Spirolactam containing peptides. United States Patent Application US 5166136, 1992
    • Ward, P.; Ewan, G. B. Spirolactam containing peptides. United States Patent Application US 5166136, 1992.
    • Ward, P.1    Ewan, G.B.2
  • 22
    • 6044268298 scopus 로고    scopus 로고
    • note
    • 2.
  • 23
    • 12044258245 scopus 로고
    • 1-Hydroxy-7-azabenzotriazole. An efficient peptide coupling additive
    • Carpino, L. A. 1-Hydroxy-7-azabenzotriazole. An Efficient Peptide Coupling Additive. J. Am. Chem. Soc. 1993, 115, 4397-4398.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 4397-4398
    • Carpino, L.A.1
  • 24
    • 0033041516 scopus 로고    scopus 로고
    • In situ generation of Fmoc-amino acid chlorides using bis-(trichloromethyl)carbonate and its utilization for difficult couplings in solid-phase peptide synthesis
    • Falb, E.; Yechezkel, T.; Salitra, Y.; Gilon, C. In situ generation of Fmoc-amino acid chlorides using bis-(trichloromethyl)carbonate and its utilization for difficult couplings in solid-phase peptide synthesis. J. Pept. Res. 1999, 53, 507-517.
    • (1999) J. Pept. Res. , vol.53 , pp. 507-517
    • Falb, E.1    Yechezkel, T.2    Salitra, Y.3    Gilon, C.4
  • 25
    • 0029155975 scopus 로고
    • Pharmacological and biochemical profiles of unique neurotensin 8-13 analogs exhibiting species selectivity, stereoselectivity, and superagonism
    • Cusack, B.; McCormick, D. J.; Pang, Y.-P.; Souder, T.; Garcia, R.; Fauq, A.; Richelson, E. Pharmacological and Biochemical Profiles of Unique Neurotensin 8-13 Analogs Exhibiting Species Selectivity, Stereoselectivity, and Superagonism. J. Biol. Chem. 1995, 31, 18359-18366.
    • (1995) J. Biol. Chem. , vol.31 , pp. 18359-18366
    • Cusack, B.1    McCormick, D.J.2    Pang, Y.-P.3    Souder, T.4    Garcia, R.5    Fauq, A.6    Richelson, E.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.