Solid-phase synthesis of new Trp(Nps)-containing dipeptide derivatives as TRPV1 channel blockers (346 views visite)
Molecules (ISSN: 1420-3049, 1420-3049electronic, 1420-3049linking), 2010 Jul 15; 15(7): 4924-4933.
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Paper type Tipo di articolo: Journal Article,
Impact factor: 1.988, 5-year impact factor Impact factor a 5 anni: 1.974
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-77954975254&partnerID=40&md5=6cf34d0eb54b088d9c1fd7bf925922c3
Keywords Parole chiave: Solid-Phase, Trp(nps) Dipeptides, Trpv1 Channel Blockers, Alkane, Guanidine, Lysine, Trpv1 Protein, Human, Tryptophan, Vanilloid Receptor, Article, Drug Antagonism, Structure Activity Relation, Synthesis, Structure-Activity Relationship, Trpv Cation Channels, Trp (nps) Dipeptides,
Affiliations Affiliazioni:
*** IBB - CNR ***
Instituto de Química Médica, CSIC, Juan de la Cierva, 3, 28006 Madrid, Spain
Combinatorial Chemistry Unit, Barcelona Science Park, University of Barcelona, Barcelona 08028, Spain
Institute for Research in Biomedicine, Barcelona Science Park, University of Barcelona, Barcelona 08028, Spain
CIBER-BBN, Networking Centre on Bioengineering Biomaterials and Nanomedicine, Barcelona 08028, Spain
Department of Organic Chemistry, University of Barcelona, Barcelona 08028, Spain
IBMC-UMH, Ed. Torregaitán, Av. de la Universidad s/n, 03202 Elche, Spain
Instituto de Qu mica M dica, CSIC, Juan de la Cierva, 3, 28006 Madrid, Spain
References Riferimenti:
Levine, J.D., Alessandri-Haber, N., TRP channels: Targets for the relief of pain (2007) Biochim. Biophys. Acta, 1772, pp. 989-100
Planells-Cases, R., Garcìa-Sanz, N., Morenilla-Palao, C., Ferrer-Montiel, A., Functional aspects and mechanisms of TRPV1 involvement in neurogenic inflammation that leads to thermal hyperalgesia (2005) Pflugers Arch., 451, pp. 151-159
Gunthorpe, M.J., Chizh, B.A., Clinical development of TRPV1 antagonists: Targeting a pivotal point in the pain pathway (2009) Drug Discov. Today, 14, pp. 56-67
Patapoutian, A., Tate, S., Woolf, C.J., Transient receptor potential channels: Targeting pain at the source (2009) Nat. Rev. Drug Discov., 8, pp. 55-68
García-Martínez, C., Morenilla-Palao, C., Planells-Cases, R., Merino, J.M., Ferrer-Montiel, A., Identification of an aspartic residue in the P-loop of the vanilloid receptor that modulates pore properties (2000) J. Biol. Chem., 275, pp. 32552-32558
García-López, M.T., Herranz, R., González-Muñiz, R., Naranjo, J.R., De Ceballos, M., Del Río, J., Antinociceptive effects in rodents of the dipeptide Lys-Trp(Nps) and related compounds (1986) Peptides, 7, pp. 39-43
Bonache, M.A., García-Martínez, C., García De Diego, L., Carreno, C., Pérez De Vega, M.J., García-López, M.T., Ferrer-Montiel, A., González-Muñiz, R., Old molecule for new receptors: Trp(Nps) dipeptide derivatives as vanilloid TRPV1 channel blockers (2006) ChemMedChem, 1, pp. 429-438
Szardenings, A.K., Burtoth, T.S., Look, G.C., Campbell, D.A.A., Reductive alkylation procedure applicable to both solution- and solid-phase syntheses of secondary amines (1996) J. Org. Chem., 61, pp. 6720-6722
Shey, J.-Y., Sun, C.-M., Soluble polymer supported synthesis of N,N-di(Boc)-protected guanidines (1998) Synlett, pp. 1423-1425
Del Fresno, M., El-Faham, A., Carpino, L.A., Royo, M., Albericio, F., Substituted guanidines: Introducing diversity in combinatorial chemistry (2000) Org. Lett., 2, pp. 3539-3542
Farrera-Sinfreu, J., Royo, M., Albericio, F., Undesired removal of the Fmoc group by the free ε-amino function of a lysine residue (2002) Tetrahedron Lett., 43, pp. 7813-7815
Levine, J. D., Alessandri-Haber, N., TRP channels: Targets for the relief of pain (2007) Biochim. Biophys. Acta, 1772, pp. 989-100
Gunthorpe, M. J., Chizh, B. A., Clinical development of TRPV1 antagonists: Targeting a pivotal point in the pain pathway (2009) Drug Discov. Today, 14, pp. 56-67
Garc a-Mart nez, C., Morenilla-Palao, C., Planells-Cases, R., Merino, J. M., Ferrer-Montiel, A., Identification of an aspartic residue in the P-loop of the vanilloid receptor that modulates pore properties (2000) J. Biol. Chem., 275, pp. 32552-32558
Garc a-L pez, M. T., Herranz, R., Gonz lez-Mu iz, R., Naranjo, J. R., De Ceballos, M., Del R o, J., Antinociceptive effects in rodents of the dipeptide Lys-Trp (Nps) and related compounds (1986) Peptides, 7, pp. 39-43
Bonache, M. A., Garc a-Mart nez, C., Garc a De Diego, L., Carreno, C., P rez De Vega, M. J., Garc a-L pez, M. T., Ferrer-Montiel, A., Gonz lez-Mu iz, R., Old molecule for new receptors: Trp (Nps) dipeptide derivatives as vanilloid TRPV1 channel blockers (2006) ChemMedChem, 1, pp. 429-438
Szardenings, A. K., Burtoth, T. S., Look, G. C., Campbell, D. A. A., Reductive alkylation procedure applicable to both solution- and solid-phase syntheses of secondary amines (1996) J. Org. Chem., 61, pp. 6720-6722
Shey, J. -Y., Sun, C. -M., Soluble polymer supported synthesis of N, N-di (Boc) -protected guanidines (1998) Synlett, pp. 1423-1425
Molecules (ISSN: 1420-3049, 1420-3049electronic, 1420-3049linking), 2010 Jul 15; 15(7): 4924-4933.
Export to Esporta in BibTeX Export to Esporta in EndNote
Paper type Tipo di articolo: Journal Article,
Impact factor: 1.988, 5-year impact factor Impact factor a 5 anni: 1.974
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-77954975254&partnerID=40&md5=6cf34d0eb54b088d9c1fd7bf925922c3
Keywords Parole chiave: Solid-Phase, Trp(nps) Dipeptides, Trpv1 Channel Blockers, Alkane, Guanidine, Lysine, Trpv1 Protein, Human, Tryptophan, Vanilloid Receptor, Article, Drug Antagonism, Structure Activity Relation, Synthesis, Structure-Activity Relationship, Trpv Cation Channels, Trp (nps) Dipeptides,
Affiliations Affiliazioni:
*** IBB - CNR ***
Instituto de Química Médica, CSIC, Juan de la Cierva, 3, 28006 Madrid, Spain
Combinatorial Chemistry Unit, Barcelona Science Park, University of Barcelona, Barcelona 08028, Spain
Institute for Research in Biomedicine, Barcelona Science Park, University of Barcelona, Barcelona 08028, Spain
CIBER-BBN, Networking Centre on Bioengineering Biomaterials and Nanomedicine, Barcelona 08028, Spain
Department of Organic Chemistry, University of Barcelona, Barcelona 08028, Spain
IBMC-UMH, Ed. Torregaitán, Av. de la Universidad s/n, 03202 Elche, Spain
Instituto de Qu mica M dica, CSIC, Juan de la Cierva, 3, 28006 Madrid, Spain
References Riferimenti:
Levine, J.D., Alessandri-Haber, N., TRP channels: Targets for the relief of pain (2007) Biochim. Biophys. Acta, 1772, pp. 989-100
Planells-Cases, R., Garcìa-Sanz, N., Morenilla-Palao, C., Ferrer-Montiel, A., Functional aspects and mechanisms of TRPV1 involvement in neurogenic inflammation that leads to thermal hyperalgesia (2005) Pflugers Arch., 451, pp. 151-159
Gunthorpe, M.J., Chizh, B.A., Clinical development of TRPV1 antagonists: Targeting a pivotal point in the pain pathway (2009) Drug Discov. Today, 14, pp. 56-67
Patapoutian, A., Tate, S., Woolf, C.J., Transient receptor potential channels: Targeting pain at the source (2009) Nat. Rev. Drug Discov., 8, pp. 55-68
García-Martínez, C., Morenilla-Palao, C., Planells-Cases, R., Merino, J.M., Ferrer-Montiel, A., Identification of an aspartic residue in the P-loop of the vanilloid receptor that modulates pore properties (2000) J. Biol. Chem., 275, pp. 32552-32558
García-López, M.T., Herranz, R., González-Muñiz, R., Naranjo, J.R., De Ceballos, M., Del Río, J., Antinociceptive effects in rodents of the dipeptide Lys-Trp(Nps) and related compounds (1986) Peptides, 7, pp. 39-43
Bonache, M.A., García-Martínez, C., García De Diego, L., Carreno, C., Pérez De Vega, M.J., García-López, M.T., Ferrer-Montiel, A., González-Muñiz, R., Old molecule for new receptors: Trp(Nps) dipeptide derivatives as vanilloid TRPV1 channel blockers (2006) ChemMedChem, 1, pp. 429-438
Szardenings, A.K., Burtoth, T.S., Look, G.C., Campbell, D.A.A., Reductive alkylation procedure applicable to both solution- and solid-phase syntheses of secondary amines (1996) J. Org. Chem., 61, pp. 6720-6722
Shey, J.-Y., Sun, C.-M., Soluble polymer supported synthesis of N,N-di(Boc)-protected guanidines (1998) Synlett, pp. 1423-1425
Del Fresno, M., El-Faham, A., Carpino, L.A., Royo, M., Albericio, F., Substituted guanidines: Introducing diversity in combinatorial chemistry (2000) Org. Lett., 2, pp. 3539-3542
Farrera-Sinfreu, J., Royo, M., Albericio, F., Undesired removal of the Fmoc group by the free ε-amino function of a lysine residue (2002) Tetrahedron Lett., 43, pp. 7813-7815
Levine, J. D., Alessandri-Haber, N., TRP channels: Targets for the relief of pain (2007) Biochim. Biophys. Acta, 1772, pp. 989-100
Gunthorpe, M. J., Chizh, B. A., Clinical development of TRPV1 antagonists: Targeting a pivotal point in the pain pathway (2009) Drug Discov. Today, 14, pp. 56-67
Garc a-Mart nez, C., Morenilla-Palao, C., Planells-Cases, R., Merino, J. M., Ferrer-Montiel, A., Identification of an aspartic residue in the P-loop of the vanilloid receptor that modulates pore properties (2000) J. Biol. Chem., 275, pp. 32552-32558
Garc a-L pez, M. T., Herranz, R., Gonz lez-Mu iz, R., Naranjo, J. R., De Ceballos, M., Del R o, J., Antinociceptive effects in rodents of the dipeptide Lys-Trp (Nps) and related compounds (1986) Peptides, 7, pp. 39-43
Bonache, M. A., Garc a-Mart nez, C., Garc a De Diego, L., Carreno, C., P rez De Vega, M. J., Garc a-L pez, M. T., Ferrer-Montiel, A., Gonz lez-Mu iz, R., Old molecule for new receptors: Trp (Nps) dipeptide derivatives as vanilloid TRPV1 channel blockers (2006) ChemMedChem, 1, pp. 429-438
Szardenings, A. K., Burtoth, T. S., Look, G. C., Campbell, D. A. A., Reductive alkylation procedure applicable to both solution- and solid-phase syntheses of secondary amines (1996) J. Org. Chem., 61, pp. 6720-6722
Shey, J. -Y., Sun, C. -M., Soluble polymer supported synthesis of N, N-di (Boc) -protected guanidines (1998) Synlett, pp. 1423-1425
Solid-phase synthesis of new Trp(Nps)-containing dipeptide derivatives as TRPV1 channel blockers
Trp(Nps)-Lys-NH(2) derivatives, bearing alkyl or guanidine groups either at the N-terminus or on the Lys side-chain or at both positions were conveniently prepared on solid-phase and evaluated as TRPV1 channel antagonists.
Trp(Nps)-Lys-NH(2) derivatives, bearing alkyl or guanidine groups either at the N-terminus or on the Lys side-chain or at both positions were conveniently prepared on solid-phase and evaluated as TRPV1 channel antagonists.
Solid-phase synthesis of new Trp(Nps)-containing dipeptide derivatives as TRPV1 channel blockers
No results. Nessun risultato. |
Solid-phase synthesis of new Trp(Nps)-containing dipeptide derivatives as TRPV1 channel blockers
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J Med Chem (ISSN: 0022-2623, 1520-4804, 0022-2623print), 2006 Nov 30; 49(24): 7054-7062.
Impact Factor: 5.115
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D'Andrea LD, Del Gatto A, Pedone C, Benedetti E
* Peptide-based molecules in angiogenesis (650 visite)
Chem Biol Drug Des (ISSN: 1747-0277, 1747-0285, 1747-0277linking), 2006 Feb; 67(2): 115-126.
Impact Factor: 2.507
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Bonomo RP, Cucinotta V, Giuffrida A, Impellizzeri G, Magrì A, Pappalardo G, Rizzarelli E, Santoro AM, Tabbì G, Vagliasindi LI
* A re-investigation of copper coordination in the octa-repeats region of the prion protein (360 visite)
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Impact Factor: 3.003
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Zubrzak P, Banas A, Kaczmarek K, Leplawy MT, Sochacki M, Kowalski ML, Szkudlinska B, Zabrocki J, Di Lello P, Isernia C, Saviano M, Pedone C, Benedetti E
* Analogues of cyclolinopeptide A containing alpha-hydroxymethyl amino acid residues (428 visite)
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Impact Factor: 2.425
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* Synthesis and characterization of a sulfated and a non-sulfated cyclic CCK8 analogue functionalized with a chelating group for metal labelling (354 visite)
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2004 May; 10(5): 265-273.
Impact Factor: 1.652
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* 3-Amino Derivative Of Beta-Cyclodextrin: Thermodynamics Of Copper (ii) Complexes And Exploitation Of Its Enantioselectivity In The Separation Of Amino Acid Racemates By Ligand Exchange Capillary Electrophoresis (332 visite)
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Impact Factor: 1.403
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Mansi R, Tesauro D, De Capua A, Fattorusso R, Carac C, Aloj L, Benedetti E, Morelli G
* Peptide-chelating agent conjugate for selective targeting of somatostatin receptor type 1: Synthesis and characterization (425 visite)
Biopolymers (ISSN: 0006-3525, 0006-6352, 0006-3525print), 2004; 76(6): 527-534.
Impact Factor: 2.863
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De Luca S, Ragone R, Bracco C, Digilio G, Aloj L, Tesauro D, Saviano M, Pedone C, Morelli G
* A cyclic CCK8 analogue selective for the cholecystokinin type A receptor: design, synthesis, NMR structure and binding measurements (437 visite)
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Impact Factor: 3.992
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* Solid-phase synthesis of a focused library of trypanothione reductase inhibitors (322 visite)
Tetrahedron Lett (ISSN: 0040-4039), 2003 Apr 7; 44(15): 3195-3197.
Impact Factor: 2.326
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* Ligand exchange chiral separations by cyclodextrin derivatives in capillary electrophoresis (334 visite)
Analyst (ISSN: 0003-2654), 2003; 128(2): 134-136.
Impact Factor: 2.251
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* CCK8 peptide derivatized with diphenylphosphine for rhenium labelling: Synthesis and molecular mechanics calculations (304 visite)
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Impact Factor: 1.691
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De Napoli L, De Luca S, Di Fabio G, Messere A, Montesarchio D, Morelli G, Piccialli G, Tesauro D
A facile solid-phase strategy for the synthesis of oligonucleotide- tetraphenylporphyrin conjugates (332 visite)
European Journal Of Organic Chemistry (ISSN: 1434-193x), 2000; (6): 1013-1018.
Impact Factor: 2.15
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Impact Factor: 0.557
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Chiral recognition by the copper(ii) complex of 6-deoxy-6-n-(2 - methylaminopyridine)-β-cyclodextrin (363 visite)
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Impact Factor: 1.915
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Crystal and Molecular Structure of the [6-Deoxy-6-[(2-(4-imidazolyl)ethyl)amino]cyclomaltoheptaose]copper(II) Ternary Complex with L-Tryptophanate. Role of Weak Forces in the Chiral Recognition Process Assisted by a Metallocyclodextrin (300 visite)
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Impact Factor: 2.736
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Impact Factor: 0
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Impact Factor: 0
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50 Records (48 escludendo Abstract e Conferenze).
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Angeli A, Buonanno M, Donald WA, Monti SM, Supuran CT
* The zinc - but not cadmium - containing zeta-carbonic from the diatom Thalassiosira weissflogii is potently activated by amines and amino acids (162 visite)
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Impact Factor: 5.228
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* Solution structure of mouse Cripto CFC domain and its inactive variant Trp107Ala (342 visite)
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Impact Factor: 5.115
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Impact Factor: 3.003
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* Analogues of cyclolinopeptide A containing alpha-hydroxymethyl amino acid residues (428 visite)
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Impact Factor: 2.425
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* Synthesis and characterization of a sulfated and a non-sulfated cyclic CCK8 analogue functionalized with a chelating group for metal labelling (354 visite)
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Impact Factor: 1.652
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* 3-Amino Derivative Of Beta-Cyclodextrin: Thermodynamics Of Copper (ii) Complexes And Exploitation Of Its Enantioselectivity In The Separation Of Amino Acid Racemates By Ligand Exchange Capillary Electrophoresis (332 visite)
And Life Sciencesjournal Of Chromatography B Analytical Technologies In The Biomedical, 2004 Feb 5; 800(1-2): 127-133.
Impact Factor: 1.403
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Impact Factor: 2.863
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Impact Factor: 3.992
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* Ligand exchange chiral separations by cyclodextrin derivatives in capillary electrophoresis (334 visite)
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Impact Factor: 2.251
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Morelli G, De Luca S, Tesauro D, Saviano M, Pedone C, Dolmella A, Visentin R, Mazzi U
* CCK8 peptide derivatized with diphenylphosphine for rhenium labelling: Synthesis and molecular mechanics calculations (304 visite)
J Pept Sci (ISSN: 1075-2617, 1099-1387, 1075-2617print), 2002 Jul; 8(7): 373-381.
Impact Factor: 1.691
Dettagli Esporta in BibTeX Esporta in EndNote
De Napoli L, De Luca S, Di Fabio G, Messere A, Montesarchio D, Morelli G, Piccialli G, Tesauro D
A facile solid-phase strategy for the synthesis of oligonucleotide- tetraphenylporphyrin conjugates (332 visite)
European Journal Of Organic Chemistry (ISSN: 1434-193x), 2000; (6): 1013-1018.
Impact Factor: 2.15
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De Luca S, Bruno G, Fattorusso R, Isernia C, Pedone C, Morelli G
New synthetic tools for peptide-tetraphenylporphyrin derivatives (297 visite)
Int J Pept Res Ther (ISSN: 0929-5666, 1573-3149), 1998 Jul; 5(4): 269-276.
Impact Factor: 0.557
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Bonomo RP, Cucinotta V, D'Alessandro F, Impellizzeri G, Maccarrone G, Rizzarelli E, Vecchio G, Carima L, Corradini R, Sartor G, Marchelli R
Chiral recognition by the copper(ii) complex of 6-deoxy-6-n-(2 - methylaminopyridine)-β-cyclodextrin (363 visite)
Chirality (ISSN: 0899-0042), 1997; 9(4): 341-349.
Impact Factor: 1.915
Dettagli Esporta in BibTeX Esporta in EndNote
Bonomo RP, Di Blasio B, Maccarrone G, Pavone V, Pedone C, Rizzarelli E, Saviano M, Vecchio G
Crystal and Molecular Structure of the [6-Deoxy-6-[(2-(4-imidazolyl)ethyl)amino]cyclomaltoheptaose]copper(II) Ternary Complex with L-Tryptophanate. Role of Weak Forces in the Chiral Recognition Process Assisted by a Metallocyclodextrin (300 visite)
Inorg Chem (ISSN: 0020-1669, 1520-510x, 1520-510xelectronic), 1996 Jul 17; 35(15): 4497-4504.
Impact Factor: 2.736
Dettagli Esporta in BibTeX Esporta in EndNote
Alberghina M, Brogna A, Mangiameli A, Marletta F, Rizzarelli E, Sammartano S
Copper(II) complexes of aminoacids: Gastric acid antisecretory activity in rats (2033 visite)
Farmaco Ed Sci, 1982 Dec; 37(12): 805-814.
Impact Factor: 0
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Marletta F, Rizzarelli E, Mangiameli A, Brogna A, Sammartano S, Monaco S, Blasi A
Effects of graded doses of copper complexes of L-aminoacids on gastric acid secretion in rats (1273 visite)
Boll Soc Ital Biol Sper (ISSN: 0037-8771), 1979 Apr 30; 55(8): 769-775.
Impact Factor: 0
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50 Records (48 escludendo Abstract e Conferenze).
Impact factor totale: 158.063 (150.799 escludendo Abstract e Conferenze).
Impact factor a 5 anni totale: 159.443 (151.184 escludendo Abstract e Conferenze).
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