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Volumn 30, Issue 10, 2002, Pages 1137-1142

Sulfoxides as urinary metabolites of S-allyl-L-cysteine in rats: Evidence for the involvement of flavin-containing monooxygenases

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLCYSTEINE; ALLIIN; AMINOOXYACETIC ACID; AMINOTRANSFERASE INHIBITOR; CYSTEINE CONJUGATE BETA LYASE; CYSTEINE DERIVATIVE; DIMETHYLANILINE MONOOXYGENASE; DRUG METABOLITE; N ACETYL S ALLYLCYSTEINE; N ACETYL S ALLYLCYSTEINE SULFOXIDE; S ALLYLCYSTEINE; SULFOXIDE; THIAMAZOLE; UNCLASSIFIED DRUG;

EID: 0036786389     PISSN: 00909556     EISSN: None     Source Type: Journal    
DOI: 10.1124/dmd.30.10.1137     Document Type: Article
Times cited : (30)

References (32)
  • 3
    • 0028245447 scopus 로고
    • Flavin-containing monooxygenase (FMO)-dependent metabolism of methionine and evidence for FMO3 being the major FMO involved in methionine sulfoxidation in rabbit liver and kidney microsomes
    • Duescher RJ, Lawton MP, Philpot RM, and Elfarra AA (1994) Flavin-containing monooxygenase (FMO)-dependent metabolism of methionine and evidence for FMO3 being the major FMO involved in methionine sulfoxidation in rabbit liver and kidney microsomes. J Biol Chem 269:17525-17530.
    • (1994) J Biol Chem , vol.269 , pp. 17525-17530
    • Duescher, R.J.1    Lawton, M.P.2    Philpot, R.M.3    Elfarra, A.A.4
  • 4
    • 0028987973 scopus 로고
    • Potential role of the flavin-containing monooxygenases in the metabolism of endogenous compounds
    • Elfarra AA (1995) Potential role of the flavin-containing monooxygenases in the metabolism of endogenous compounds. Chem-Biol Interact 96:47-55.
    • (1995) Chem-Biol Interact , vol.96 , pp. 47-55
    • Elfarra, A.A.1
  • 5
    • 0022492563 scopus 로고
    • Mechanism of S-(1, 2-dichlorovinyl)glutathione-induced nephrotoxicity
    • Elfarra AA, Jakobson I, and Anders MW (1986) Mechanism of S-(1, 2-dichlorovinyl)glutathione-induced nephrotoxicity. Biochem Phannacol 35:283-288.
    • (1986) Biochem Phannacol , vol.35 , pp. 283-288
    • Elfarra, A.A.1    Jakobson, I.2    Anders, M.W.3
  • 6
    • 0030924820 scopus 로고    scopus 로고
    • S-allyl cysteine inhibits activation of nuclear factor kappa B in human T cells
    • Geng Z, Rong Y, and Lau BHS (1997) S-Allyl cysteine inhibits activation of nuclear factor kappa B in human T cells. Free Radic Biol Med 23:345-350.
    • (1997) Free Radic Biol Med , vol.23 , pp. 345-350
    • Geng, Z.1    Rong, Y.2    Lau, B.H.S.3
  • 7
    • 0000781402 scopus 로고
    • Formation of thiocarbonyl compounds in the reaction of ebselen oxide with thiols
    • Glass RS, Farooqui F, Sabahi M, and Ehler KW (1989) Formation of thiocarbonyl compounds in the reaction of ebselen oxide with thiols. J Org Chem 54:1092-1097.
    • (1989) J Org Chem , vol.54 , pp. 1092-1097
    • Glass, R.S.1    Farooqui, F.2    Sabahi, M.3    Ehler, K.W.4
  • 8
    • 0029936374 scopus 로고    scopus 로고
    • Chemopreventive effect of S-allylcysteine and its relationship to the detoxification enzyme glutathione S-transferase
    • Hatono S, Jimenez A, and Wargovich MJ (1996) Chemopreventive effect of S-allylcysteine and its relationship to the detoxification enzyme glutathione S-transferase. Carcinogenesis 17: 1041-1044.
    • (1996) Carcinogenesis , vol.17 , pp. 1041-1044
    • Hatono, S.1    Jimenez, A.2    Wargovich, M.J.3
  • 9
    • 0035078570 scopus 로고    scopus 로고
    • S-Allyl cysteine reduces oxidant load in cells involved in the atherogenic process
    • Ho SE, Ide N, and Lau BHS (2001) S-Allyl cysteine reduces oxidant load in cells involved in the atherogenic process. Phytomed 8:39-46.
    • (2001) Phytomed , vol.8 , pp. 39-46
    • Ho, S.E.1    Ide, N.2    Lau, B.H.S.3
  • 10
    • 0023271909 scopus 로고
    • Unusual conjugates in biological profiles originating from consumption of onions and garlic
    • Jandke J and Spiteller G (1987) Unusual conjugates in biological profiles originating from consumption of onions and garlic. J Chromatogr 421:1-8.
    • (1987) J Chromatogr , vol.421 , pp. 1-8
    • Jandke, J.1    Spiteller, G.2
  • 11
    • 0010463781 scopus 로고
    • Alkylations of the side-chain nucleophiles of cysteine, methionine, histidine, and lysine derivatives with allyl bromide, 1-bromo-2-butyne and 2-bromoacetophenone
    • Jones JB and Hysert DW (1971) Alkylations of the side-chain nucleophiles of cysteine, methionine, histidine, and lysine derivatives with allyl bromide, 1-bromo-2-butyne and 2-bromoacetophenone. Can J Chem 49:3012-3019.
    • (1971) Can J Chem , vol.49 , pp. 3012-3019
    • Jones, J.B.1    Hysert, D.W.2
  • 12
    • 0015829610 scopus 로고
    • Biosynthesis of mercapturic acids from allyl alcohol, allyl esters and acrolein
    • Kaye CM (1973) Biosynthesis of mercapturic acids from allyl alcohol, allyl esters and acrolein. Biochem J 134:1093-1101.
    • (1973) Biochem J , vol.134 , pp. 1093-1101
    • Kaye, C.M.1
  • 13
    • 0015312993 scopus 로고
    • The metabolic formation of mercapturic acids from allyl halides
    • Kaye CM, Clapp JJ, and Young L (1972) The metabolic formation of mercapturic acids from allyl halides. Xenobiotica 2:129-139.
    • (1972) Xenobiotica , vol.2 , pp. 129-139
    • Kaye, C.M.1    Clapp, J.J.2    Young, L.3
  • 14
    • 0021995799 scopus 로고
    • Loss of rat liver cytochrome P-450 during methimazole metabolism
    • Kedderis GL and Rickert DE (1985) Loss of rat liver cytochrome P-450 during methimazole metabolism. Drug Metab Dispos 13:58-61.
    • (1985) Drug Metab Dispos , vol.13 , pp. 58-61
    • Kedderis, G.L.1    Rickert, D.E.2
  • 15
    • 4244146641 scopus 로고    scopus 로고
    • Human kidney flavin-containing monooxygenases (FMOs) and their potential roles in cysteine S-conjugates metabolism
    • Krause RJ, Stettler KM, Lash LH, and Elfarra AA (2002) Human kidney flavin-containing monooxygenases (FMOs) and their potential roles in cysteine S-conjugates metabolism. FASEB J 16:A574.
    • (2002) FASEB J , vol.16
    • Krause, R.J.1    Stettler, K.M.2    Lash, L.H.3    Elfarra, A.A.4
  • 16
    • 0018082331 scopus 로고
    • Metabolism of methimazole by rat liver cytochrome P-450-containing monooxygenases
    • Lee PW and Neal RA (1978) Metabolism of methimazole by rat liver cytochrome P-450-containing monooxygenases. Drug Metab Dispos 6:591-600.
    • (1978) Drug Metab Dispos , vol.6 , pp. 591-600
    • Lee, P.W.1    Neal, R.A.2
  • 19
    • 0029107114 scopus 로고
    • 4-mediated reduction of methionine sulfoxide in peptides with oxidizable or reducible residues
    • 4-mediated reduction of methionine sulfoxide in peptides with oxidizable or reducible residues. Peptide Res 8:39-43.
    • (1995) Peptide Res , vol.8 , pp. 39-43
    • Pennington, M.W.1    Byrnes, M.E.2
  • 20
    • 0012679602 scopus 로고    scopus 로고
    • Effects of garlic thioallyl derivatives on growth, glutathione concentration and polyamine formation of human prostate carcinoma cells in culture
    • Pinto JT, Qiao CH, Xing J, Rivlin RS, Protomastro ML, Weissler M, Tao Y, Thaler H, and Heston WDW (1997) Effects of garlic thioallyl derivatives on growth, glutathione concentration and polyamine formation of human prostate carcinoma cells in culture. Am J Clin Nutr 66:398-405.
    • (1997) Am J Clin Nutr , vol.66 , pp. 398-405
    • Pinto, J.T.1    Qiao, C.H.2    Xing, J.3    Rivlin, R.S.4    Protomastro, M.L.5    Weissler, M.6    Tao, Y.7    Thaler, H.8    Heston, W.D.W.9
  • 21
    • 0032969264 scopus 로고    scopus 로고
    • Species and sex differences in expression of flavin-containing monooxygenases form 3 in liver and kidney microsomes
    • Ripp SL, Itagaki K, Philpot RM, and Elfarra AA (1999a) Species and sex differences in expression of flavin-containing monooxygenases form 3 in liver and kidney microsomes. Drug Metab Dispos 27:46-52.
    • (1999) Drug Metab Dispos , vol.27 , pp. 46-52
    • Ripp, S.L.1    Itagaki, K.2    Philpot, R.M.3    Elfarra, A.A.4
  • 22
    • 0033566143 scopus 로고    scopus 로고
    • Methionine S-oxidation in human and rabbit liver microsomes: Evidence for a high-affinity methionine S-oxidase activity that is distinct from flavin-containing monooxygenase 3
    • Ripp SL, Itagaki K, Philpot RM, and Elfarra AA (1999b) Methionine S-oxidation in human and rabbit liver microsomes: evidence for a high-affinity methionine S-oxidase activity that is distinct from flavin-containing monooxygenase 3. Arch Biochem Biophys 367:322-332.
    • (1999) Arch Biochem Biophys , vol.367 , pp. 322-332
    • Ripp, S.L.1    Itagaki, K.2    Philpot, R.M.3    Elfarra, A.A.4
  • 23
    • 0030893969 scopus 로고    scopus 로고
    • Oxidation of cysteine S-conjugates by rabbit liver microsomes and cDNA-expressed flavin-containing monooxygenases: Studies with S-(1, 2-dichlorovinyl)-L-cysteine, S-(1, 2, 2-trichlorovinyl)-L-cysteine, S-allyl-L-cysteine and S-benzyl-L-cysteine
    • Ripp SL, Overby LH, Philpot RM, and Elfarra AA (1997) Oxidation of cysteine S-conjugates by rabbit liver microsomes and cDNA-expressed flavin-containing monooxygenases: studies with S-(1, 2-dichlorovinyl)-L-cysteine, S-(1, 2, 2-trichlorovinyl)-L-cysteine, S-allyl-L-cysteine and S-benzyl-L-cysteine. Mol Pharmacol 51:507-515.
    • (1997) Mol Pharmacol , vol.51 , pp. 507-515
    • Ripp, S.L.1    Overby, L.H.2    Philpot, R.M.3    Elfarra, A.A.4
  • 24
    • 0027467330 scopus 로고
    • Further characterization and purification of the flavin-dependent S-benzyl-L-cysteine S-oxidase activities of rat liver and kidney microsomes
    • Sausen PJ, Duescher RJ, and Elfarra AA (1993) Further characterization and purification of the flavin-dependent S-benzyl-L-cysteine S-oxidase activities of rat liver and kidney microsomes. Mol Pharmacol 43:388-396.
    • (1993) Mol Pharmacol , vol.43 , pp. 388-396
    • Sausen, P.J.1    Duescher, R.J.2    Elfarra, A.A.3
  • 25
    • 0025262447 scopus 로고
    • Cysteine conjugate S-oxidase
    • Sausen PJ and Elfarra AA (1990) Cysteine conjugate S-oxidase. J Biol Chem 265:6139-6145.
    • (1990) J Biol Chem , vol.265 , pp. 6139-6145
    • Sausen, P.J.1    Elfarra, A.A.2
  • 26
    • 84958107123 scopus 로고
    • Uber Alliin, die genuine muttersubstanz des knoblauchöls. I. Mitteilung über allium-substanzen
    • Stoll A and Seebeck E (1948) Uber Alliin, die genuine muttersubstanz des knoblauchöls. I. Mitteilung über allium-substanzen. Helv Chim Acta 31:189-210.
    • (1948) Helv Chim Acta , vol.31 , pp. 189-210
    • Stoll, A.1    Seebeck, E.2
  • 27
    • 0025030412 scopus 로고
    • Chemoprevention of 1, 2-dimethylhydrazine-induced colon cancer in mice by naturally occurring organosulfur compounds
    • Sumiyoshi H and Wargovich MJ (1990) Chemoprevention of 1, 2-dimethylhydrazine-induced colon cancer in mice by naturally occurring organosulfur compounds. Cancer Res 50:5084-5087.
    • (1990) Cancer Res , vol.50 , pp. 5084-5087
    • Sumiyoshi, H.1    Wargovich, M.J.2
  • 28
    • 0027392852 scopus 로고
    • Growth inhibition and modulation of cell markers of melanoma by S-allyl cysteine
    • Takeyama H, Hoon DSB, Saxton RE, Morton DL, and Irie RF (1993) Growth inhibition and modulation of cell markers of melanoma by S-allyl cysteine. Oncology 50:63-69.
    • (1993) Oncology , vol.50 , pp. 63-69
    • Takeyama, H.1    Hoon, D.S.B.2    Saxton, R.E.3    Morton, D.L.4    Irie, R.F.5
  • 29
    • 0030030355 scopus 로고    scopus 로고
    • Protective effects of garlic and related organosulfur compounds on acetaminophen-induced hepatotoxicity in mice
    • Wang E-J, Li Y, Lin M, Chen L, Stein AP, Reuhl KR, and Yang CS (1996) Protective effects of garlic and related organosulfur compounds on acetaminophen-induced hepatotoxicity in mice. Toxicol Appl Pharmacol 136:146-154.
    • (1996) Toxicol Appl Pharmacol , vol.136 , pp. 146-154
    • Wang, E.-J.1    Li, Y.2    Lin, M.3    Chen, L.4    Stein, A.P.5    Reuhl, K.R.6    Yang, C.S.7
  • 30
    • 0002797047 scopus 로고
    • Identification and quantitation of organosulfur compliance markers in a garlic extract
    • Weinberg DS, Manier ML, Richardson MD, and Haibach FG (1993) Identification and quantitation of organosulfur compliance markers in a garlic extract. J Agric Food Chem 41:37-41.
    • (1993) J Agric Food Chem , vol.41 , pp. 37-41
    • Weinberg, D.S.1    Manier, M.L.2    Richardson, M.D.3    Haibach, F.G.4
  • 31
    • 0026517057 scopus 로고
    • Antiproliferative effect of the garlic compound-allyl cysteine on human neuroblastoma cells in vitro
    • Welch C, Wuarin L, and Sidell N (1992) Antiproliferative effect of the garlic compound-allyl cysteine on human neuroblastoma cells in vitro. Cancer Lett 63:211-219.
    • (1992) Cancer Lett , vol.63 , pp. 211-219
    • Welch, C.1    Wuarin, L.2    Sidell, N.3
  • 32
    • 0027462628 scopus 로고
    • Recent studies on the structure and function of multisubstrate flavin-containing monooxygenases
    • Ziegler DM (1993) Recent studies on the structure and function of multisubstrate flavin-containing monooxygenases. Annu Rev Pharmacol Toxicol 33:179-199.
    • (1993) Annu Rev Pharmacol Toxicol , vol.33 , pp. 179-199
    • Ziegler, D.M.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.