메뉴 건너뛰기




Volumn 40, Issue 11, 1997, Pages 1570-1577

Dual metalloprotease inhibitors: Mercaptoacetyl-based fused heterocyclic dipeptide mimetics as inhibitors of angiotensin-converting enzyme and neutral endopeptidase

Author keywords

[No Author keywords available]

Indexed keywords

DIPEPTIDYL CARBOXYPEPTIDASE INHIBITOR; ENKEPHALINASE INHIBITOR; FOSINOPRIL; METALLOPROTEINASE INHIBITOR; OMAPATRILAT; OXAZEPINE DERIVATIVE; THIAZEPINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 17644438887     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm970041e     Document Type: Article
Times cited : (210)

References (39)
  • 1
    • 0026778977 scopus 로고
    • The design and biological properties of ACE inhibitors
    • Academic Press Limited: New York
    • (a) Lawton, G.; Paciorek, P. M.; Waterfall, J. F. The design and biological properties of ACE inhibitors. Advances in Drug Research; Academic Press Limited: New York, 1992; Vol. 23, pp 161-221.
    • (1992) Advances in Drug Research , vol.23 , pp. 161-221
    • Lawton, G.1    Paciorek, P.M.2    Waterfall, J.F.3
  • 2
    • 0025609651 scopus 로고
    • Newer ACE inhibitors: A look at the future
    • (b) Salvetti, A. Newer ACE inhibitors: A look at the future. Drugs 1990, 40, 800-828.
    • (1990) Drugs , vol.40 , pp. 800-828
    • Salvetti, A.1
  • 3
    • 0027475050 scopus 로고
    • Neutral endopeptidase 24.11: Structure, inhibition, and experimental and clinical pharmacology
    • (a) Roques, B. P.; Noble, F.; Dauge, V.; Fournie-Zaluski, M-C.; Beaumont, A. Neutral endopeptidase 24.11: Structure, inhibition, and experimental and clinical pharmacology. Pharmacol. Rev. 1993, 45, 87-146.
    • (1993) Pharmacol. Rev. , vol.45 , pp. 87-146
    • Roques, B.P.1    Noble, F.2    Dauge, V.3    Fournie-Zaluski, M.-C.4    Beaumont, A.5
  • 4
    • 0027292857 scopus 로고
    • Endopeptidae-24.11 and its inhibitors: Potential therapeutic agents for edematous disorders and hypertension
    • (b) Wilkins, M. R.; Unwin, R. J.; Kenny, A. J. Endopeptidae-24.11 and its inhibitors: Potential therapeutic agents for edematous disorders and hypertension. Kidney Int. 1993, 43, 273-285.
    • (1993) Kidney Int. , vol.43 , pp. 273-285
    • Wilkins, M.R.1    Unwin, R.J.2    Kenny, A.J.3
  • 5
    • 0026469142 scopus 로고
    • Atrial and brain natriuretic peptides: A dual natriuretic peptide system potentially involved in circulatory homeostasis
    • (c) Lang, C. C.; Choy, A-M. J.; Struthers, A. D. Atrial and brain natriuretic peptides: A dual natriuretic peptide system potentially involved in circulatory homeostasis. Clin. Sci. 1992, 83, 519-527.
    • (1992) Clin. Sci. , vol.83 , pp. 519-527
    • Lang, C.C.1    Choy, A.-M.J.2    Struthers, A.D.3
  • 6
    • 0023259841 scopus 로고
    • Atrial natriuretic peptide: A new factor in blood pressure control
    • (d) Lang, R. E.; Unger, T.; Ganten, D. Atrial natriuretic peptide: A new factor in blood pressure control. J. Hyperten. 1987, 5, 255-271.
    • (1987) J. Hyperten. , vol.5 , pp. 255-271
    • Lang, R.E.1    Unger, T.2    Ganten, D.3
  • 7
    • 0025719871 scopus 로고
    • Angiotensin inhibition potentiates the renal response to neutral endopeptidase inhibition in dogs with congestive heart failure
    • (a) Margulies, K. B.; Perrella, M. A.; McKinley, L. J.; Burnett, J. Angiotensin inhibition potentiates the renal response to neutral endopeptidase inhibition in dogs with congestive heart failure. J. Clin. Invest. 1991, 88, 1636-1642.
    • (1991) J. Clin. Invest. , vol.88 , pp. 1636-1642
    • Margulies, K.B.1    Perrella, M.A.2    McKinley, L.J.3    Burnett, J.4
  • 8
    • 0025973972 scopus 로고
    • Antihypertensive activity during inhibition of neutral endopeptidase and angiotensin converting enzyme
    • (b) Seymour, A. A.; Swerdel, J. N.; Abboa-Offei, B. Antihypertensive activity during inhibition of neutral endopeptidase and angiotensin converting enzyme. J. Cardiovasc. Pharm. 1991, 17, 456-465.
    • (1991) J. Cardiovasc. Pharm. , vol.17 , pp. 456-465
    • Seymour, A.A.1    Swerdel, J.N.2    Abboa-Offei, B.3
  • 9
    • 0025973972 scopus 로고
    • Antihypertensive activity during inhibition of neutral endopeptidase and angiotensin converting enzyme
    • (c) Seymour, A. A.; Swerdel, J. N.; Abboa-Offei, B. E. Antihypertensive activity during inhibition of neutral endopeptidase and angiotensin converting enzyme. J. Cardiovasc. Pharmacol. 1991, 17, 456-465.
    • (1991) J. Cardiovasc. Pharmacol. , vol.17 , pp. 456-465
    • Seymour, A.A.1    Swerdel, J.N.2    Abboa-Offei, B.E.3
  • 10
    • 0027519535 scopus 로고
    • Systemic hemodynamics, renal function and hormonal levels during inhibition of neutral endopeptidase 3.4.24.11 and angiotensin-converting enzyme in conscious dogs with pacing-induced heart failure
    • (d) Seymour, A. A.; Asaad, M. M.; Lanoce, V. M.; Langenbacher, K. M.; Fennell, S. A.; Rogers, W. L. Systemic hemodynamics, renal function and hormonal levels during inhibition of neutral endopeptidase 3.4.24.11 and angiotensin-converting enzyme in conscious dogs with pacing-induced heart failure. J. Pharmacol. Exp. Ther. 1993, 266, 872-883.
    • (1993) J. Pharmacol. Exp. Ther. , vol.266 , pp. 872-883
    • Seymour, A.A.1    Asaad, M.M.2    Lanoce, V.M.3    Langenbacher, K.M.4    Fennell, S.A.5    Rogers, W.L.6
  • 11
    • 0027448911 scopus 로고
    • Combined inhibition of neutral endopeptidase and angiotensin converting enzyme in cardiomyopathic hamsters with compensated heart failure
    • (e) Trippodo, N. C.; Fox, M.; Natarajan, V.; Panchal, B. C.; Dorso, C. R.; Asaad, M. M. Combined inhibition of neutral endopeptidase and angiotensin converting enzyme in cardiomyopathic hamsters with compensated heart failure. J. Pharmacol. Exp. Ther. 1993, 267, 108-116.
    • (1993) J. Pharmacol. Exp. Ther. , vol.267 , pp. 108-116
    • Trippodo, N.C.1    Fox, M.2    Natarajan, V.3    Panchal, B.C.4    Dorso, C.R.5    Asaad, M.M.6
  • 13
    • 26844490162 scopus 로고
    • Effects of fosinoprilat or an angiotensin II (A II) antagonist on a neutral endopeptidase (NEP) inhibition in conscious renal hypertensive dogs
    • (g) Seymour, A. A.; Asaad, M. M.; Smith, P. L.; Abboa-Offei, B. E.; Rogers, W. L.; Dorso, C. R. Effects of fosinoprilat or an angiotensin II (A II) antagonist on a neutral endopeptidase (NEP) inhibition in conscious renal hypertensive dogs. FASEB J. 1994, 8, A551.
    • (1994) FASEB J. , vol.8
    • Seymour, A.A.1    Asaad, M.M.2    Smith, P.L.3    Abboa-Offei, B.E.4    Rogers, W.L.5    Dorso, C.R.6
  • 14
    • 0028819075 scopus 로고
    • Repression of angiotensin II and potentiation of bradykinin contribute to the synergistic effects of dual metalloprotease inhibition in heart failure
    • (h) Trippodo, N. C.; Panchal, B. C.; Fox, M. Repression of angiotensin II and potentiation of bradykinin contribute to the synergistic effects of dual metalloprotease inhibition in heart failure. J. Pharmacol. Exper. Ther. 1995, 272, 1-9.
    • (1995) J. Pharmacol. Exper. Ther. , vol.272 , pp. 1-9
    • Trippodo, N.C.1    Panchal, B.C.2    Fox, M.3
  • 15
    • 0026481029 scopus 로고
    • Effect of inhibition of endopeptidase 24.11 on responses to angiotensin II in human volunteers
    • (a) Richards, A. M.; Wittert, G. A.; Espiner, E. A.; Yandle, T. G.; Ikram, H.; Frampton, C. Effect of inhibition of endopeptidase 24.11 on responses to angiotensin II in human volunteers. Circ. Res. 1992, 71, 1501-1507.
    • (1992) Circ. Res. , vol.71 , pp. 1501-1507
    • Richards, A.M.1    Wittert, G.A.2    Espiner, E.A.3    Yandle, T.G.4    Ikram, H.5    Frampton, C.6
  • 16
    • 0027216490 scopus 로고
    • Renal and hormonal effects of chronic inhibition of neutral endopeptidase (EC 3.4.24.11) in normal man
    • (b) O'Connell, J. E.; Jardine, A. G.; Davies, D. L.; McQueen, J.; Connell, J. M. C. Renal and hormonal effects of chronic inhibition of neutral endopeptidase (EC 3.4.24.11) in normal man. Clin. Sci. 1993, 85, 19-26.
    • (1993) Clin. Sci. , vol.85 , pp. 19-26
    • O'Connell, J.E.1    Jardine, A.G.2    Davies, D.L.3    McQueen, J.4    Connell, J.M.C.5
  • 17
    • 0027173606 scopus 로고
    • Chronic inhibition of endopeptidase 24.11 in essential hypertension: Evidence for enhanced atrial natriuretic peptide and angiotensin II
    • (c) Richards, A. M.; Wittert, G. A.; Crozier, I. G.; Espiner, E. A.; Yandle, T. G.; Ikram, H.; Frampton, C. Chronic inhibition of endopeptidase 24.11 in essential hypertension: evidence for enhanced atrial natriuretic peptide and angiotensin II. J. Hypertension 1993, 11, 407-416.
    • (1993) J. Hypertension , vol.11 , pp. 407-416
    • Richards, A.M.1    Wittert, G.A.2    Crozier, I.G.3    Espiner, E.A.4    Yandle, T.G.5    Ikram, H.6    Frampton, C.7
  • 19
    • 0030032034 scopus 로고    scopus 로고
    • Dual metalloprotease inhibitors 6. Incorporation of bicyclic and substituted monocyclic azepinones as dipeptide surrogates in angiotensin-converting enzyme/neutral endopeptidase inhibitors
    • For a representative set of leading references on mercaptoacyl dipeptides and dipeptide mimetics, see: (a) Robl, J. A.; Cimarusti, M. P.; Simpkins, L. M.; Brown, B. B.; Ryono, D. E.; Bird, J. E.; Asaad, M. M.; Schaeffer, T. R.; Trippodo, N. C. Dual metalloprotease inhibitors 6. Incorporation of bicyclic and substituted monocyclic azepinones as dipeptide surrogates in angiotensin-converting enzyme/neutral endopeptidase inhibitors. J. Med. Chem. 1996, 39, 494-502 and references therin. (b) Fink, C. A.; Carlson, J. E.; McTaggart, P. A.; Qiao, Y.; Webb, R.; Chatelain, R.; Jeng, A. Y.; Trapani, A. J. Mercaptoacyl dipeptides as orally active dual inhibitors of angiotensin-converting enzyme and neutral endopeptidase. J. Med. Chem. 1996, 39, 3158-3168 and references therin. (c) Fournie-Zaluski, M.-C.; Coric, P.; Thery, V.; Gonzalez, W.; Meudal, H.; Turcaud, S.; Michel, J.-B.; Roques, B. P. Design of orally active dual inhibitors of neutral endopeptidase and angiotensin-converting enzyme with long duration of action. J. Med. Chem. 1996, 39, 2594-2608 and references therein. (d) Flynn, G. A.; Beight, D. W.; Mehdi, S.; Koehl, J. R.; Giroux, E. L.; French, J. F.; Hake, P. W.; Dage, R. C. Application of a conformationally restricted Phe-Leu dipeptide mimetic to the design of a combined inhibitor of angiotensin I-converting enzyme and neutral endopeptidase 24.11. J. Med. Chem. 1993, 36, 2420-2423.
    • (1996) J. Med. Chem. , vol.39 , pp. 494-502
    • Robl, J.A.1    Cimarusti, M.P.2    Simpkins, L.M.3    Brown, B.B.4    Ryono, D.E.5    Bird, J.E.6    Asaad, M.M.7    Schaeffer, T.R.8    Trippodo, N.C.9
  • 20
    • 0029742344 scopus 로고    scopus 로고
    • Mercaptoacyl dipeptides as orally active dual inhibitors of angiotensin-converting enzyme and neutral endopeptidase
    • For a representative set of leading references on mercaptoacyl dipeptides and dipeptide mimetics, see: (a) Robl, J. A.; Cimarusti, M. P.; Simpkins, L. M.; Brown, B. B.; Ryono, D. E.; Bird, J. E.; Asaad, M. M.; Schaeffer, T. R.; Trippodo, N. C. Dual metalloprotease inhibitors 6. Incorporation of bicyclic and substituted monocyclic azepinones as dipeptide surrogates in angiotensin-converting enzyme/neutral endopeptidase inhibitors. J. Med. Chem. 1996, 39, 494-502 and references therin. (b) Fink, C. A.; Carlson, J. E.; McTaggart, P. A.; Qiao, Y.; Webb, R.; Chatelain, R.; Jeng, A. Y.; Trapani, A. J. Mercaptoacyl dipeptides as orally active dual inhibitors of angiotensin-converting enzyme and neutral endopeptidase. J. Med. Chem. 1996, 39, 3158-3168 and references therin. (c) Fournie-Zaluski, M.-C.; Coric, P.; Thery, V.; Gonzalez, W.; Meudal, H.; Turcaud, S.; Michel, J.-B.; Roques, B. P. Design of orally active dual inhibitors of neutral endopeptidase and angiotensin-converting enzyme with long duration of action. J. Med. Chem. 1996, 39, 2594-2608 and references therein. (d) Flynn, G. A.; Beight, D. W.; Mehdi, S.; Koehl, J. R.; Giroux, E. L.; French, J. F.; Hake, P. W.; Dage, R. C. Application of a conformationally restricted Phe-Leu dipeptide mimetic to the design of a combined inhibitor of angiotensin I-converting enzyme and neutral endopeptidase 24.11. J. Med. Chem. 1993, 36, 2420-2423.
    • (1996) J. Med. Chem. , vol.39 , pp. 3158-3168
    • Fink, C.A.1    Carlson, J.E.2    McTaggart, P.A.3    Qiao, Y.4    Webb, R.5    Chatelain, R.6    Jeng, A.Y.7    Trapani, A.J.8
  • 21
    • 0029971125 scopus 로고    scopus 로고
    • Design of orally active dual inhibitors of neutral endopeptidase and angiotensin-converting enzyme with long duration of action
    • For a representative set of leading references on mercaptoacyl dipeptides and dipeptide mimetics, see: (a) Robl, J. A.; Cimarusti, M. P.; Simpkins, L. M.; Brown, B. B.; Ryono, D. E.; Bird, J. E.; Asaad, M. M.; Schaeffer, T. R.; Trippodo, N. C. Dual metalloprotease inhibitors 6. Incorporation of bicyclic and substituted monocyclic azepinones as dipeptide surrogates in angiotensin-converting enzyme/neutral endopeptidase inhibitors. J. Med. Chem. 1996, 39, 494-502 and references therin. (b) Fink, C. A.; Carlson, J. E.; McTaggart, P. A.; Qiao, Y.; Webb, R.; Chatelain, R.; Jeng, A. Y.; Trapani, A. J. Mercaptoacyl dipeptides as orally active dual inhibitors of angiotensin-converting enzyme and neutral endopeptidase. J. Med. Chem. 1996, 39, 3158-3168 and references therin. (c) Fournie-Zaluski, M.-C.; Coric, P.; Thery, V.; Gonzalez, W.; Meudal, H.; Turcaud, S.; Michel, J.-B.; Roques, B. P. Design of orally active dual inhibitors of neutral endopeptidase and angiotensin-converting enzyme with long duration of action. J. Med. Chem. 1996, 39, 2594-2608 and references therein. (d) Flynn, G. A.; Beight, D. W.; Mehdi, S.; Koehl, J. R.; Giroux, E. L.; French, J. F.; Hake, P. W.; Dage, R. C. Application of a conformationally restricted Phe-Leu dipeptide mimetic to the design of a combined inhibitor of angiotensin I-converting enzyme and neutral endopeptidase 24.11. J. Med. Chem. 1993, 36, 2420-2423.
    • (1996) J. Med. Chem. , vol.39 , pp. 2594-2608
    • Fournie-Zaluski, M.-C.1    Coric, P.2    Thery, V.3    Gonzalez, W.4    Meudal, H.5    Turcaud, S.6    Michel, J.-B.7    Roques, B.P.8
  • 22
    • 0027180453 scopus 로고
    • Application of a conformationally restricted Phe-Leu dipeptide mimetic to the design of a combined inhibitor of angiotensin I-converting enzyme and neutral endopeptidase 24.11
    • For a representative set of leading references on mercaptoacyl dipeptides and dipeptide mimetics, see: (a) Robl, J. A.; Cimarusti, M. P.; Simpkins, L. M.; Brown, B. B.; Ryono, D. E.; Bird, J. E.; Asaad, M. M.; Schaeffer, T. R.; Trippodo, N. C. Dual metalloprotease inhibitors 6. Incorporation of bicyclic and substituted monocyclic azepinones as dipeptide surrogates in angiotensin-converting enzyme/neutral endopeptidase inhibitors. J. Med. Chem. 1996, 39, 494-502 and references therin. (b) Fink, C. A.; Carlson, J. E.; McTaggart, P. A.; Qiao, Y.; Webb, R.; Chatelain, R.; Jeng, A. Y.; Trapani, A. J. Mercaptoacyl dipeptides as orally active dual inhibitors of angiotensin-converting enzyme and neutral endopeptidase. J. Med. Chem. 1996, 39, 3158-3168 and references therin. (c) Fournie-Zaluski, M.-C.; Coric, P.; Thery, V.; Gonzalez, W.; Meudal, H.; Turcaud, S.; Michel, J.-B.; Roques, B. P. Design of orally active dual inhibitors of neutral endopeptidase and angiotensin-converting enzyme with long duration of action. J. Med. Chem. 1996, 39, 2594-2608 and references therein. (d) Flynn, G. A.; Beight, D. W.; Mehdi, S.; Koehl, J. R.; Giroux, E. L.; French, J. F.; Hake, P. W.; Dage, R. C. Application of a conformationally restricted Phe-Leu dipeptide mimetic to the design of a combined inhibitor of angiotensin I-converting enzyme and neutral endopeptidase 24.11. J. Med. Chem. 1993, 36, 2420-2423.
    • (1993) J. Med. Chem. , vol.36 , pp. 2420-2423
    • Flynn, G.A.1    Beight, D.W.2    Mehdi, S.3    Koehl, J.R.4    Giroux, E.L.5    French, J.F.6    Hake, P.W.7    Dage, R.C.8
  • 23
    • 0029619616 scopus 로고
    • Cardiovascular effects of the novel dual inhibitor of neutral endopeptidase and angiotensin converting enzyme BMS-182657 in experimental hypertension and heart failure
    • Trippodo, N. C.; Robl, J. A.; Asaad, M. M.; Bird, J. E.; Panchal, B. C.; Schaeffer, T. R.; Fox, M.; Giancarli, M. R.; Cheung, H. S. Cardiovascular effects of the novel dual inhibitor of neutral endopeptidase and angiotensin converting enzyme BMS-182657 in experimental hypertension and heart failure. J. Pharmacol. Exp. Ther. 1995, 275, 745-752.
    • (1995) J. Pharmacol. Exp. Ther. , vol.275 , pp. 745-752
    • Trippodo, N.C.1    Robl, J.A.2    Asaad, M.M.3    Bird, J.E.4    Panchal, B.C.5    Schaeffer, T.R.6    Fox, M.7    Giancarli, M.R.8    Cheung, H.S.9
  • 25
    • 0028793932 scopus 로고
    • Electrochemical cyclization of dipeptides toward novel bicyclic, reverse-turn peptidomimetics. 1. Synthesis and conformational analysis of 7,5-bicyclic systems
    • (b) Cornille, F.; Slomczynska, U.; Smythe, M. L.; Beusen, D. D.; Moeller, K. D.; Marshall, G. R. Electrochemical cyclization of dipeptides toward novel bicyclic, reverse-turn peptidomimetics. 1. Synthesis and conformational analysis of 7,5-bicyclic systems. J. Am. Chem. Soc. 1995, 117, 909-917.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 909-917
    • Cornille, F.1    Slomczynska, U.2    Smythe, M.L.3    Beusen, D.D.4    Moeller, K.D.5    Marshall, G.R.6
  • 26
    • 26844446077 scopus 로고    scopus 로고
    • Reference 15
    • (c) Reference 15.
  • 27
    • 0028047179 scopus 로고
    • Peptidomimetic synthesis: Utilization of N-acyliminium ion cyclization chemistry in the generation of 7,6- and 7,5-fused bicyclic lactams
    • Robl, J. R. Peptidomimetic synthesis: Utilization of N-acyliminium ion cyclization chemistry in the generation of 7,6- and 7,5-fused bicyclic lactams. Tetrahedron Lett. 1994, 35, 393-396.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 393-396
    • Robl, J.R.1
  • 29
    • 26844529747 scopus 로고    scopus 로고
    • note
    • Saponification of homochiral N-Cbz-L-homocysteine thiolactone under various conditions resulted in the formation of racemic 9 due to rapid epimerization of the chiral center. Thus the more readily available and less costly racemic homocysteine thiolactone was utilized in this procedure.
  • 30
    • 0028878525 scopus 로고
    • A novel synthetic route to enantiomers of ε-hydroxynorleucine and ε-chloronorleucine from L and D,L-lysine
    • (a) Belyaev, A. A. A novel synthetic route to enantiomers of ε-hydroxynorleucine and ε-chloronorleucine from L and D,L-lysine. Tetrahedron Lett. 1995, 36, 439-440.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 439-440
    • Belyaev, A.A.1
  • 31
    • 0001467518 scopus 로고
    • Synthesis of N-benzyloxycarbonyl-L-α-aminoadipic acid, α-benzyl ester
    • (b) Baldwin, J. E.; Killin, S. J.; Adlington, R. M.; Spiegel, U. Synthesis of N-benzyloxycarbonyl-L-α-aminoadipic acid, α-benzyl ester. Tetrahedron 1988, 44, 2633-2636.
    • (1988) Tetrahedron , vol.44 , pp. 2633-2636
    • Baldwin, J.E.1    Killin, S.J.2    Adlington, R.M.3    Spiegel, U.4
  • 33
    • 26844545089 scopus 로고    scopus 로고
    • note
    • We have also demonstrated that the corresponding dimethyl acetal of aldehyde 14, dipeptide 18, undergoes conversion to 15 in similar yield and diastereoselectivity (see scheme below). Compound 18 was prepared by coupling acetal 17 with the free acid of 9. Full experimental details may be found in the patent cited in ref 15. (Chemical Equation Presented)
  • 34
    • 33845375871 scopus 로고
    • N2 substitution using cesium thiocarboxylates
    • N2 substitution using cesium thiocarboxylates. J. Org. Chem. 1986, 51, 3664-3671.
    • (1986) J. Org. Chem. , vol.51 , pp. 3664-3671
    • Strijtveen, B.1    Kellogg, R.M.2
  • 35
    • 26844463093 scopus 로고    scopus 로고
    • US Patent 5,508,272, April 16, 1996
    • Experimental details outlining the synthesis of compounds 1a-e have been reported: Robl, J. R. US Patent 5,508,272, April 16, 1996. Compounds 1f and 1g were previously disclosed in an earlier report (ref 6a).
    • Robl, J.R.1
  • 38
    • 26844570260 scopus 로고    scopus 로고
    • note
    • A full description of the in vitro assays and the AI pressor, the 1K-DOCA salt rat, and sd-SHR assays can be found in ref 7.
  • 39
    • 0029848423 scopus 로고    scopus 로고
    • Renal and depressor activities of inhibitors of neutral endopeptidase and angiotensin converting enzyme in monkeys infused with angiotensin II
    • Seymour, A. A.; Asaad, M. M.; Abboa-Offei, B. E.; Smith, P. L.; Mathers, P. D.; Rogers, W. L.; Dorso, C. R. Renal and depressor activities of inhibitors of neutral endopeptidase and angiotensin converting enzyme in monkeys infused with angiotensin II. J. Cardiovasc. Pharmacol. 1996, 25, 397-401.
    • (1996) J. Cardiovasc. Pharmacol. , vol.25 , pp. 397-401
    • Seymour, A.A.1    Asaad, M.M.2    Abboa-Offei, B.E.3    Smith, P.L.4    Mathers, P.D.5    Rogers, W.L.6    Dorso, C.R.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.