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Volumn 3, Issue 8, 2001, Pages 1113-1116

Nitrate esters as nitric oxide donors: SS-nitrates

Author keywords

[No Author keywords available]

Indexed keywords

ESTER; NITRIC OXIDE; THIOL DERIVATIVE;

EID: 0035912304     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol007022a     Document Type: Article
Times cited : (25)

References (29)
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    • Furchgott, R. F.; Zawadzki, J. V. Nature 1980, 288, 373. Murad, F. Adv. Pharmacol. 1994, 26, 19. Palmer, R. M. J., Ignarro, L. J.; Buga, G. M.; Wood, K. S.; Byrns, R. E.; Chaudhuri, G. Proc. Natl. Acad. Sci. U.S.A. 1987, 84, 9265. Ferrige, A. G.; Moncada, S. Nature 1987, 327, 524. Moncada, S.; Higgs, E. A. FASEB J. 1995, 9, 1319.
    • (1994) Adv. Pharmacol. , vol.26 , pp. 19
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    • 0023198721 scopus 로고
    • Furchgott, R. F.; Zawadzki, J. V. Nature 1980, 288, 373. Murad, F. Adv. Pharmacol. 1994, 26, 19. Palmer, R. M. J., Ignarro, L. J.; Buga, G. M.; Wood, K. S.; Byrns, R. E.; Chaudhuri, G. Proc. Natl. Acad. Sci. U.S.A. 1987, 84, 9265. Ferrige, A. G.; Moncada, S. Nature 1987, 327, 524. Moncada, S.; Higgs, E. A. FASEB J. 1995, 9, 1319.
    • (1987) Nature , vol.327 , pp. 524
    • Ferrige, A.G.1    Moncada, S.2
  • 5
    • 0028863627 scopus 로고
    • Furchgott, R. F.; Zawadzki, J. V. Nature 1980, 288, 373. Murad, F. Adv. Pharmacol. 1994, 26, 19. Palmer, R. M. J., Ignarro, L. J.; Buga, G. M.; Wood, K. S.; Byrns, R. E.; Chaudhuri, G. Proc. Natl. Acad. Sci. U.S.A. 1987, 84, 9265. Ferrige, A. G.; Moncada, S. Nature 1987, 327, 524. Moncada, S.; Higgs, E. A. FASEB J. 1995, 9, 1319.
    • (1995) FASEB J , vol.9 , pp. 1319
    • Moncada, S.1    Higgs, E.A.2
  • 9
    • 0025853838 scopus 로고
    • Ignarro, L. J.; Buga, G. M.; Wood, K. S.; Byrns, R. E.; Chaudhuri, G. Proc. Natl. Acad. Sci. U.S.A. 1987, 84, 9265. Fung, H. L. Eur. Heart J. 1991, 12, 9.
    • (1991) Eur. Heart J. , vol.12 , pp. 9
    • Fung, H.L.1
  • 14
    • 0041287553 scopus 로고    scopus 로고
    • submitted for publication
    • Diethylenetriaminepentaacetic acid (DTPA) quenches NO release under anaerobic conditions: d[NO]/dt = 0.05 nM/sec for GTN (1mM) + cys (2mM) in aerobic aqueous solution: Artz, J. D.; Toader, V.; Dumitrascu, A.; Zavorin, S.; Bennett, B. M.; Thatcher, G. R. J., submitted for publication.
    • Artz, J.D.1    Toader, V.2    Dumitrascu, A.3    Zavorin, S.4    Bennett, B.M.5    Thatcher, G.R.J.6
  • 17
    • 0042790273 scopus 로고    scopus 로고
    • note
    • 3) 79.4, 69.3, 23.7). The impurities (<5%) identified as 3 and 2 were also formed on standing of 1 over several days (CAUTION: stench).
  • 18
    • 0041287555 scopus 로고    scopus 로고
    • note
    • 3): for 4 (53%) 36.9, 69.8, 77.6, 1286 1295, 129.8, 136.0; for 5 (43%) 36.9, 69.8, 77.4, 122.7, 130.9, 132.9, 135.1; for 6 (9%) 36.9, 69.6, 77.1, 124.5, 126.9, 144.7, 147.0; for 7 (52%) 21.5, 36.8, 69.8, 77.7, 130.5, 130.6, 132.5, 139.2; for 8 (43%) 135.6, 132.2, 129.6, 121.4, 77.0, 70.9, 33.1, 28.0.
  • 19
    • 0041287552 scopus 로고    scopus 로고
    • note
    • 3): ; for 9 (36%) 76.3, 67.3, 42.7: for 10 (45%) 77.3, 74.2, 69.4, 69.3, 66.9, 66.8, 42.1, 42.0, 36.8, 36.6.
  • 20
    • 0042790274 scopus 로고    scopus 로고
    • note
    • Rates for NO release (d[NO]/dt) from reaction of thiols (2 mM) with 4 (1 mM), measured under conditions given in Figure 1, relative to reaction with cysteine: cysteine (1.0 ± 0.07); thiophenol (2.2 ± 0.17); aminoethanethiol (0.86 ± 0.09); glutathione (0.67 ± 0.28); cysteine Meester (1.3 ± 0.1); penicilamine (0.38 ± 0.03); DTT (0.14 ± 0.01); mercaptosuccinic acid (<0.01).
  • 22
    • 0042289183 scopus 로고    scopus 로고
    • Although the involvement of specific sulfur radicals generated from added thiol/thiolate is quite possible, for example, disulfide radical anion, thiyl, sulfonyl, sulfinyl and their peroxy radicals.
    • Although the involvement of specific sulfur radicals generated from added thiol/thiolate is quite possible, for example, disulfide radical anion, thiyl, sulfonyl, sulfinyl and their peroxy radicals.
  • 28
    • 0032462417 scopus 로고    scopus 로고
    • In these, thiol and nitrate groups are too far removed for favorable intramolecular reaction
    • Organic nitrates have been reported in which cysteine is welded to an alkyl nitrate via an amide linkage: Liu, G. L.; Christopher, T. A.; Lopez, B. L.; Gao, F.; Guo, Y.; Gao, E.; Knuettel, K.; Feelisch, M.; Ma, X. L. J. Pharmacol. Exp. Ther. 1998, 287, 527. In these, thiol and nitrate groups are too far removed for favorable intramolecular reaction.
    • (1998) J. Pharmacol. Exp. Ther. , vol.287 , pp. 527
    • Liu, G.L.1    Christopher, T.A.2    Lopez, B.L.3    Gao, F.4    Guo, Y.5    Gao, E.6    Knuettel, K.7    Feelisch, M.8    Ma, X.L.9


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.