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Volumn 10, Issue 6, 1997, Pages 694-701

Association of dehydromonocrotaline with rat red blood cells

Author keywords

[No Author keywords available]

Indexed keywords

GLOBIN; HEME; MONOCROTALINE; MONOCROTALINE PYRROLE;

EID: 0030903623     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx960173v     Document Type: Article
Times cited : (18)

References (37)
  • 1
    • 0019457601 scopus 로고
    • Plant sources of hepatotoxic pyrrolizidine alkaloids
    • Smith, L. W., Culvenor, C. C. J. (1981) Plant sources of hepatotoxic pyrrolizidine alkaloids. J. Nat. Prod. 44, 129-152.
    • (1981) J. Nat. Prod. , vol.44 , pp. 129-152
    • Smith, L.W.1    Culvenor, C.C.J.2
  • 2
    • 0019082316 scopus 로고
    • Development of Crotalaria pulmonary hypertension: Hemodynamic and structural study
    • Meyrick, B., Gamble, W., and Reid, L. (1980) Development of Crotalaria pulmonary hypertension: hemodynamic and structural study. Am. J. Physiol. 239, H692-H702.
    • (1980) Am. J. Physiol. , vol.239
    • Meyrick, B.1    Gamble, W.2    Reid, L.3
  • 3
    • 0018220741 scopus 로고
    • The effect of a pyrrolizidine alkaloid, monocrotaline, and a pyrrole, denydroretronecine, on the biochemical function of the pulmonary endothelium
    • Huxtable, R., Ciaramitaro, D., and Eisenstein, D. (1978) The effect of a pyrrolizidine alkaloid, monocrotaline, and a pyrrole, denydroretronecine, on the biochemical function of the pulmonary endothelium. Mol. Pharmacol. 14, 1189-1203.
    • (1978) Mol. Pharmacol. , vol.14 , pp. 1189-1203
    • Huxtable, R.1    Ciaramitaro, D.2    Eisenstein, D.3
  • 4
    • 0024320160 scopus 로고
    • Progressive inflammatory and structural changes in the pulmonary vasculature of monocrotaline-treated rats
    • Wilson, D. W., Segall, H. J., Pan, L. C. W., and Dunston, S. K. (1989) Progressive inflammatory and structural changes in the pulmonary vasculature of monocrotaline-treated rats. Microvasc. Res. 38, 57-80.
    • (1989) Microvasc. Res. , vol.38 , pp. 57-80
    • Wilson, D.W.1    Segall, H.J.2    Pan, L.C.W.3    Dunston, S.K.4
  • 5
    • 0027410750 scopus 로고
    • COR Pulmonale is caused by monocrotaline and dehydromonocrotaline, but not by glutathione or cysteine conjugates of dihydropyrrolizine
    • Pan, L. C., Wilson, D. W., Lamé, M. W., Jones, A. D. and Segall, H. J. (1993) COR Pulmonale is caused by monocrotaline and dehydromonocrotaline, but not by glutathione or cysteine conjugates of dihydropyrrolizine. Toxicol. Appl. Pharmacol. 118, 87-97.
    • (1993) Toxicol. Appl. Pharmacol. , vol.118 , pp. 87-97
    • Pan, L.C.1    Wilson, D.W.2    Lamé, M.W.3    Jones, A.D.4    Segall, H.J.5
  • 6
    • 0014428296 scopus 로고
    • Toxicity of pyrrolizidine alkaloids
    • Mattocks, A. R. (1968) Toxicity of pyrrolizidine alkaloids. Nature 217, 723-728.
    • (1968) Nature , vol.217 , pp. 723-728
    • Mattocks, A.R.1
  • 7
    • 0025608842 scopus 로고
    • Development of morphologic, hemodynamic, and biochemical changes in lungs of rats given monocrotaline pyrrole
    • Reindel, J. F., Ganey, P. E., Wagner, J. G., Slocombe, R. F., and Roth, R. A. (1990) Development of morphologic, hemodynamic, and biochemical changes in lungs of rats given monocrotaline pyrrole. Toxicol. Appl. Pharmacol. 106, 179-200.
    • (1990) Toxicol. Appl. Pharmacol. , vol.106 , pp. 179-200
    • Reindel, J.F.1    Ganey, P.E.2    Wagner, J.G.3    Slocombe, R.F.4    Roth, R.A.5
  • 8
    • 0022922597 scopus 로고
    • Effect of mixed function oxidase inducer and inhibitor on monocrotaline pyrrole pneumotoxicity
    • Bruner, L. H., Carpenter, L. J., Hamlow, P., and Roth, R. A. (1986) Effect of mixed function oxidase inducer and inhibitor on monocrotaline pyrrole pneumotoxicity. Toxicol. Appl. Pharmacol. 85, 416-427.
    • (1986) Toxicol. Appl. Pharmacol. , vol.85 , pp. 416-427
    • Bruner, L.H.1    Carpenter, L.J.2    Hamlow, P.3    Roth, R.A.4
  • 10
    • 0025942558 scopus 로고
    • Red blood cells augment transport of reactive metabolites of monocrotaline from the liver to lung in isolated and tandem liver and lung preparations
    • Pan, L. C., Lamé, M. W., Morin, D., Wilson, D. W., and Segall, H. J. (1991) Red blood cells augment transport of reactive metabolites of monocrotaline from the liver to lung in isolated and tandem liver and lung preparations. Toxicol. Appl. Pharmacol. 110, 336-346.
    • (1991) Toxicol. Appl. Pharmacol. , vol.110 , pp. 336-346
    • Pan, L.C.1    Lamé, M.W.2    Morin, D.3    Wilson, D.W.4    Segall, H.J.5
  • 12
    • 0022784497 scopus 로고
    • 3H]isoretronecanol and their incorporation into the retronecine moiety of riddelliine in Senecio riddellii
    • 3H]isoretronecanol and their incorporation into the retronecine moiety of riddelliine in Senecio riddellii. J. Nat. Prod. 49, 838-844.
    • (1986) J. Nat. Prod. , vol.49 , pp. 838-844
    • Leete, E.1    Rana, J.2
  • 13
    • 0000940048 scopus 로고
    • The structure of monocrotaline, the alkaloid in Crotalaria spectabilis and Crotalaria retusa. I
    • Adams, R., and Rogers, E. F. (1939) The structure of monocrotaline, the alkaloid in Crotalaria spectabilis and Crotalaria retusa. I. J. Am. Chem. Soc. 61, 2815-2819.
    • (1939) J. Am. Chem. Soc. , vol.61 , pp. 2815-2819
    • Adams, R.1    Rogers, E.F.2
  • 14
    • 0017445373 scopus 로고
    • Pyrrolizidine alkaloids analogues. Preparation of semisynthetic esters of retronecine
    • Hoskins, M. W., and Crout, D. H. G. (1977) Pyrrolizidine alkaloids analogues. Preparation of semisynthetic esters of retronecine. J. Chem. Soc., Perkin Trans. I 538-544.
    • (1977) J. Chem. Soc., Perkin Trans. I , pp. 538-544
    • Hoskins, M.W.1    Crout, D.H.G.2
  • 15
    • 0006208442 scopus 로고
    • Biosynthesis of pyrrolizidine alkaloids
    • Robins, D. J. (1989) Biosynthesis of pyrrolizidine alkaloids. Chem. Soc. Rev. 18, 375-408.
    • (1989) Chem. Soc. Rev. , vol.18 , pp. 375-408
    • Robins, D.J.1
  • 16
    • 0025373655 scopus 로고
    • Isolation and identification of a pyrrolic glutathione conjugate metabolite of the pyrrolizidine alkaloid monocrotaline
    • Lamé, M. W., Morin, D., Jones, A. D., Segall, H. J., and Wilson, D. W. (1990) Isolation and identification of a pyrrolic glutathione conjugate metabolite of the pyrrolizidine alkaloid monocrotaline. Toxicol. Lett. 51, 321-329.
    • (1990) Toxicol. Lett. , vol.51 , pp. 321-329
    • Lamé, M.W.1    Morin, D.2    Jones, A.D.3    Segall, H.J.4    Wilson, D.W.5
  • 17
    • 0024518712 scopus 로고
    • Simple procedures for preparing putative toxic metabolites of pyrrolizidine alkaloids
    • Mattocks, A. R., Jukes, R., and Brown, J. (1989) Simple procedures for preparing putative toxic metabolites of pyrrolizidine alkaloids. Toxicon 27, 561-567.
    • (1989) Toxicon , vol.27 , pp. 561-567
    • Mattocks, A.R.1    Jukes, R.2    Brown, J.3
  • 18
    • 0008105802 scopus 로고
    • Dihydropyrrolizines: III. Preparation and reactions of derivatives related to pyrrolizidine alkaloids
    • Culvenor, C. C. J., Edgar, J. A., Smith, L. W., and Tweeddale, H. J. (1970) Dihydropyrrolizines: III. Preparation and reactions of derivatives related to pyrrolizidine alkaloids. Aust. J. Chem. 23, 1853-1867.
    • (1970) Aust. J. Chem. , vol.23 , pp. 1853-1867
    • Culvenor, C.C.J.1    Edgar, J.A.2    Smith, L.W.3    Tweeddale, H.J.4
  • 19
    • 0025338749 scopus 로고
    • Recovery of the pyrrolic nucleus of pyrrolizidine alkaloid metabolites from sulphur conjugates in tissues and body fluids
    • Mattocks, A. R., and Jukes, R. (1990) Recovery of the pyrrolic nucleus of pyrrolizidine alkaloid metabolites from sulphur conjugates in tissues and body fluids. Chem.-Biol. Interact. 75, 225-239.
    • (1990) Chem.-Biol. Interact. , vol.75 , pp. 225-239
    • Mattocks, A.R.1    Jukes, R.2
  • 20
    • 0018958906 scopus 로고
    • A new method for measuring covalent binding of chemicals to cellular macromolecules
    • Sun, J. D., and Dent, J. G. (1980) A new method for measuring covalent binding of chemicals to cellular macromolecules. Chem.-Biol. Interact. 32, 41-61.
    • (1980) Chem.-Biol. Interact. , vol.32 , pp. 41-61
    • Sun, J.D.1    Dent, J.G.2
  • 22
    • 50549175610 scopus 로고
    • The preparation and chemical characteristics of hemoglobin-free ghosts of human erythrocytes
    • Dodge, J. T., Mitchell, C., and Hanahan, D. J. (1963) The preparation and chemical characteristics of hemoglobin-free ghosts of human erythrocytes. Arch. Biochem. Biophys. 100, 119-130.
    • (1963) Arch. Biochem. Biophys. , vol.100 , pp. 119-130
    • Dodge, J.T.1    Mitchell, C.2    Hanahan, D.J.3
  • 23
    • 37049132597 scopus 로고
    • Dihydropyrrolizine derivatives from unsaturated pyrrolizidine alkaloids
    • Mattocks, A. R. (1969) Dihydropyrrolizine derivatives from unsaturated pyrrolizidine alkaloids. J. Chem. Soc. C 1155-1162.
    • (1969) J. Chem. Soc. C , pp. 1155-1162
    • Mattocks, A.R.1
  • 24
    • 0027787492 scopus 로고
    • Mass spectrometric analysis of rat hemoglobin by FAB-overlapping: Primary structure of the α-major and of four β-constitutive chains
    • Ferranti, P., Carbone, V., Sannolo, N., Fiume, I., and Malorni, A. (1993) Mass spectrometric analysis of rat hemoglobin by FAB-overlapping: Primary structure of the α-major and of four β-constitutive chains. Int. J. Biochem. 25, 1943-1950.
    • (1993) Int. J. Biochem. , vol.25 , pp. 1943-1950
    • Ferranti, P.1    Carbone, V.2    Sannolo, N.3    Fiume, I.4    Malorni, A.5
  • 27
    • 0020662999 scopus 로고
    • Alkylation by dehydroretronecine, a cytotoxic metabolite of some pyrrolizidine alkaloids: An in vitro test
    • Mattocks, A. R., and Bird, I. (1983) Alkylation by dehydroretronecine, a cytotoxic metabolite of some pyrrolizidine alkaloids: An in vitro test. Toxicol. Lett. 16, 1-8.
    • (1983) Toxicol. Lett. , vol.16 , pp. 1-8
    • Mattocks, A.R.1    Bird, I.2
  • 28
    • 0022997198 scopus 로고
    • Fast atom bombardment and tandem mass spectrometry of covalently modified nucleosides and nucleotides: Adducts of pyrrolizidine alkaloid metabolites
    • Tomer, K. B., Gross, M. L., and Deinzer, M. L. (1986) Fast atom bombardment and tandem mass spectrometry of covalently modified nucleosides and nucleotides: Adducts of pyrrolizidine alkaloid metabolites. Anal. Chem. 58, 2527-2534.
    • (1986) Anal. Chem. , vol.58 , pp. 2527-2534
    • Tomer, K.B.1    Gross, M.L.2    Deinzer, M.L.3
  • 29
    • 0000673608 scopus 로고
    • Alkylation of nucleosides and nucleotides by dehydroretronecine; charactenzation of covalent adducts by liquid secondary ion mass spectrometry
    • Wickramanayake, P. P., Arbogast, B. L., Buhler, D. R., Deinzer, M. L., and Burlingame, A. L. (1985) Alkylation of nucleosides and nucleotides by dehydroretronecine; charactenzation of covalent adducts by liquid secondary ion mass spectrometry. J. Am. Chem. Soc. 107, 2485-2488.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 2485-2488
    • Wickramanayake, P.P.1    Arbogast, B.L.2    Buhler, D.R.3    Deinzer, M.L.4    Burlingame, A.L.5
  • 30
    • 0023746438 scopus 로고
    • Crosslinking of DNA by dehydroretronecine, a metabolite of pyrrolizidine alkaloids
    • Reed, R. L., Ahern, K. G., Pearson, G. D., and Buhler, D. R. (1988) Crosslinking of DNA by dehydroretronecine, a metabolite of pyrrolizidine alkaloids. Carcinogenesis 9, 1355-1361.
    • (1988) Carcinogenesis , vol.9 , pp. 1355-1361
    • Reed, R.L.1    Ahern, K.G.2    Pearson, G.D.3    Buhler, D.R.4
  • 31
    • 0023734035 scopus 로고
    • Isolation and characterization of the major fluoranthene-hemoglobin adducts formed in vivo in the rat
    • Hutchins, D. A., Skipper, P. L., Naylor, S., and Tannenbaum, S. R. (1988) Isolation and characterization of the major fluoranthene-hemoglobin adducts formed in vivo in the rat. Cancer Res. 48, 4756-4761.
    • (1988) Cancer Res. , vol.48 , pp. 4756-4761
    • Hutchins, D.A.1    Skipper, P.L.2    Naylor, S.3    Tannenbaum, S.R.4
  • 32
    • 0021168643 scopus 로고
    • In vivo dosimetry of 4-aminobiphenyl in rats via a cysteine adduct in hemoglobin
    • Green, L. C., Skipper, P. L., Turesky, R. J., Bryant, M. S., and Tannenbaum, S. R. (1984) In vivo dosimetry of 4-aminobiphenyl in rats via a cysteine adduct in hemoglobin. Cancer Res. 44, 4254-4259.
    • (1984) Cancer Res. , vol.44 , pp. 4254-4259
    • Green, L.C.1    Skipper, P.L.2    Turesky, R.J.3    Bryant, M.S.4    Tannenbaum, S.R.5
  • 33
    • 0023143658 scopus 로고
    • Hemoglobin adducts of 4-aminobiphenyl in smokers and nonsmokers
    • Bryant, M. S., Skipper, P. L., Tannenbaum, S. R., and Maclure, M. (1987) Hemoglobin adducts of 4-aminobiphenyl in smokers and nonsmokers. Cancer Res. 47, 602-608.
    • (1987) Cancer Res. , vol.47 , pp. 602-608
    • Bryant, M.S.1    Skipper, P.L.2    Tannenbaum, S.R.3    Maclure, M.4
  • 34
    • 0025179946 scopus 로고
    • Investigations of metabolic precursors to hemoglobin and DNA adducts of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone
    • Peterson, L. A., Carmella, S. G., and Hecht, S. S (1990) Investigations of metabolic precursors to hemoglobin and DNA adducts of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone. Carcinogenesis 11, 1329-1333.
    • (1990) Carcinogenesis , vol.11 , pp. 1329-1333
    • Peterson, L.A.1    Carmella, S.G.2    Hecht, S.S.3
  • 35
    • 0028997880 scopus 로고
    • Direct characterization of protein adducts of the lipid peroxidation product 4-hydroxy-2-nonenal using electrospray mass spectrometry
    • Bruenner, B. A., Jones, A. D., and German, J. B. (1995) Direct characterization of protein adducts of the lipid peroxidation product 4-hydroxy-2-nonenal using electrospray mass spectrometry. Chem. Res. Toxicol. 8, 552-559.
    • (1995) Chem. Res. Toxicol. , vol.8 , pp. 552-559
    • Bruenner, B.A.1    Jones, A.D.2    German, J.B.3
  • 36
    • 0024330319 scopus 로고
    • Characterization of structural xenobiotic modifications in proteins by high sensitivity tandem mass spectrometry: Human hemoglobin treated in vitro with styrene 7,8-oxide
    • Kaur S., Hollander, D., Haas, R., and Burlingame, A. L. (1989) Characterization of structural xenobiotic modifications in proteins by high sensitivity tandem mass spectrometry: Human hemoglobin treated in vitro with styrene 7,8-oxide. J. Biol. Chem. 264, 16981-16984.
    • (1989) J. Biol. Chem. , vol.264 , pp. 16981-16984
    • Kaur, S.1    Hollander, D.2    Haas, R.3    Burlingame, A.L.4
  • 37
    • 0025362733 scopus 로고
    • Benzo[α]pyrenediol epoxide adduct formation in mouse and human hemoglobin: Physicochemical basis of dosimetry
    • Naylor S., Gan, L.-S., Day, B. W., Pastorelli, R., Skipper, P. L., and Tannenbaum, S. R. (1990) Benzo[α]pyrenediol epoxide adduct formation in mouse and human hemoglobin: Physicochemical basis of dosimetry. Chem. Res. Toxicol. 3, 111-117.
    • (1990) Chem. Res. Toxicol. , vol.3 , pp. 111-117
    • Naylor, S.1    Gan, L.-S.2    Day, B.W.3    Pastorelli, R.4    Skipper, P.L.5    Tannenbaum, S.R.6


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