메뉴 건너뛰기




Volumn 36, Issue 6, 2008, Pages 1016-1029

Comparison of the bioactivation potential of the antidepressant and hepatotoxin nefazodone with aripiprazole, a structural analog and marketed drug

Author keywords

[No Author keywords available]

Indexed keywords

ANTIDEPRESSANT AGENT; ARIPIPRAZOLE; CARBON; CYANIDE; CYTOCHROME P450 3A4; GLUTATHIONE; NEFAZODONE; PIPERAZINE; QUINONE DERIVATIVE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; THIOL;

EID: 44149108220     PISSN: 00909556     EISSN: 1521009X     Source Type: Journal    
DOI: 10.1124/dmd.108.020545     Document Type: Article
Times cited : (76)

References (25)
  • 1
    • 0242658899 scopus 로고    scopus 로고
    • Drug-induced hepatotoxicity
    • Andrade RJ and Lucena MI (2003) Drug-induced hepatotoxicity. N Engl J Med 349:1974-1976.
    • (2003) N Engl J Med , vol.349 , pp. 1974-1976
    • Andrade, R.J.1    Lucena, M.I.2
  • 2
    • 27144477300 scopus 로고    scopus 로고
    • Cyanide trapping of iminium ion reactive intermediates followed by detection and structure identification using liquid chromatography-tandem mass spectrometry (LC-MS/MS)
    • Argoti D, Liang L, Conteh A, Chen L, Berhas D, Yu C-P, Vouros P, and Yang E (2005) Cyanide trapping of iminium ion reactive intermediates followed by detection and structure identification using liquid chromatography-tandem mass spectrometry (LC-MS/MS). Chem Res Toxicol 18:1537-1544.
    • (2005) Chem Res Toxicol , vol.18 , pp. 1537-1544
    • Argoti, D.1    Liang, L.2    Conteh, A.3    Chen, L.4    Berhas, D.5    Yu, C.-P.6    Vouros, P.7    Yang, E.8
  • 3
    • 0027205012 scopus 로고
    • Mass spectrometry in the analysis of glutathione conjugates
    • Baillie TA and Davis MR (1993) Mass spectrometry in the analysis of glutathione conjugates. Biol Mass Spectrom 22:319-325.
    • (1993) Biol Mass Spectrom , vol.22 , pp. 319-325
    • Baillie, T.A.1    Davis, M.R.2
  • 4
    • 0030048621 scopus 로고    scopus 로고
    • Pharmacokinetics, absolute bioavailability, and disposition of [14C]nefazodone in humans
    • Barbhaiya RH, Dandekar KA, and Greene DS (1996) Pharmacokinetics, absolute bioavailability, and disposition of [14C]nefazodone in humans. Drug Metab Dispos 24:91-95.
    • (1996) Drug Metab Dispos , vol.24 , pp. 91-95
    • Barbhaiya, R.H.1    Dandekar, K.A.2    Greene, D.S.3
  • 5
    • 0037369622 scopus 로고    scopus 로고
    • Apparent mechanism-based inhibition of human CYP2D6 in vitro by paroxetine: Comparison with fluoxetine and quinidine
    • Bertelsen KM, Venkatakrishnan K, Von Moltke LL, Obach RS, and Greenblatt DJ (2003) Apparent mechanism-based inhibition of human CYP2D6 in vitro by paroxetine: comparison with fluoxetine and quinidine. Drug Metab Dispos 31:289-293.
    • (2003) Drug Metab Dispos , vol.31 , pp. 289-293
    • Bertelsen, K.M.1    Venkatakrishnan, K.2    Von Moltke, L.L.3    Obach, R.S.4    Greenblatt, D.J.5
  • 6
    • 34547672814 scopus 로고    scopus 로고
    • N-Dealkylation of arylpiprazine derivatives: Disposition and metabolism of the 1-arylpiperazines formed
    • Caccia S (2007) N-Dealkylation of arylpiprazine derivatives: Disposition and metabolism of the 1-arylpiperazines formed. Curr Drug Metab 8:612-622.
    • (2007) Curr Drug Metab , vol.8 , pp. 612-622
    • Caccia, S.1
  • 7
    • 0345376184 scopus 로고    scopus 로고
    • Nefazodone (serzone) withdrawn because of hepatotoxicity
    • Choi S (2003) Nefazodone (serzone) withdrawn because of hepatotoxicity. CMAJ 169:1187.
    • (2003) CMAJ , vol.169 , pp. 1187
    • Choi, S.1
  • 8
    • 1642281756 scopus 로고    scopus 로고
    • Drug-protein adducts: An industry perspective on minimizing the potential for drug bioactivation in drug discovery and development
    • Evans DC, Watt AP, Nicoll-Griffith DA, and Baillie TA (2004) Drug-protein adducts: an industry perspective on minimizing the potential for drug bioactivation in drug discovery and development. Chem Res Toxicol 17:3-16.
    • (2004) Chem Res Toxicol , vol.17 , pp. 3-16
    • Evans, D.C.1    Watt, A.P.2    Nicoll-Griffith, D.A.3    Baillie, T.A.4
  • 10
    • 0030929237 scopus 로고    scopus 로고
    • Clinical pharmacokinetics of nefazodone
    • Greene DS and Barbhaiya RH (1997) Clinical pharmacokinetics of nefazodone. Clin Pharmacokinet 33:260-275.
    • (1997) Clin Pharmacokinet , vol.33 , pp. 260-275
    • Greene, D.S.1    Barbhaiya, R.H.2
  • 11
    • 0020644892 scopus 로고
    • Reactive metabolites of phenacetin and acetaminophen: A review
    • Hinson JA (1983) Reactive metabolites of phenacetin and acetaminophen: a review. Environ Health Perspect 49:71-79.
    • (1983) Environ Health Perspect , vol.49 , pp. 71-79
    • Hinson, J.A.1
  • 12
    • 33344462585 scopus 로고    scopus 로고
    • Minimising the potential for metabolic activation in drug discovery
    • Kalgutkar AS and Soglia JR (2005) Minimising the potential for metabolic activation in drug discovery. Expert Opin Drug Metab Toxicol 1:91-142.
    • (2005) Expert Opin Drug Metab Toxicol , vol.1 , pp. 91-142
    • Kalgutkar, A.S.1    Soglia, J.R.2
  • 14
  • 15
    • 0030986256 scopus 로고    scopus 로고
    • Biotransformation of the novel inotropic agent toborinone (OPC-18790) in rats and dogs. Evidence for the formation of novel glutathione and two cysteine conjugates
    • Kitani M, Miyamoto G, Nagasawa M, Yamada T, Matsubara J, Uchida M, and Odomi M (1997) Biotransformation of the novel inotropic agent toborinone (OPC-18790) in rats and dogs. Evidence for the formation of novel glutathione and two cysteine conjugates. Drug Metab Dispos 25:663-674.
    • (1997) Drug Metab Dispos , vol.25 , pp. 663-674
    • Kitani, M.1    Miyamoto, G.2    Nagasawa, M.3    Yamada, T.4    Matsubara, J.5    Uchida, M.6    Odomi, M.7
  • 16
    • 37649024925 scopus 로고    scopus 로고
    • Complete profiling and characterization of in vitro nefazodone metabolites using two different tandem mass spectrometric platforms
    • Li AC, Shou WZ, Mai TT, and Jiang XY (2007) Complete profiling and characterization of in vitro nefazodone metabolites using two different tandem mass spectrometric platforms. Rapid Commun Mass Spectrom 21:4001-4008.
    • (2007) Rapid Commun Mass Spectrom , vol.21 , pp. 4001-4008
    • Li, A.C.1    Shou, W.Z.2    Mai, T.T.3    Jiang, X.Y.4
  • 17
    • 1642535375 scopus 로고    scopus 로고
    • Pharmacokinetics, tolerability, and safety of aripiprazole following multiple oral dosing in normal healthy volunteers
    • Mallikaarjun S, Salazar DE, and Bramer SL (2004) Pharmacokinetics, tolerability, and safety of aripiprazole following multiple oral dosing in normal healthy volunteers. J Clin Pharmacol 44:179-187.
    • (2004) J Clin Pharmacol , vol.44 , pp. 179-187
    • Mallikaarjun, S.1    Salazar, D.E.2    Bramer, S.L.3
  • 18
    • 0028355426 scopus 로고
    • Characterization of the metabolites of the antidepressant drug nefazodone in human urine and plasma
    • Mayol RF, Cole CA, Luke GM, Colson KL, and Kerns EH (1994) Characterization of the metabolites of the antidepressant drug nefazodone in human urine and plasma. Drug Metab Dispos 22:304-311.
    • (1994) Drug Metab Dispos , vol.22 , pp. 304-311
    • Mayol, R.F.1    Cole, C.A.2    Luke, G.M.3    Colson, K.L.4    Kerns, E.H.5
  • 19
    • 33845713415 scopus 로고    scopus 로고
    • Pharmacokinetic variability of aripiprazole and the active metabolite dehydroaripiprazole in psychiatric patients
    • Molden E, Lunde H, Lunder N, and Refsum H (2006) Pharmacokinetic variability of aripiprazole and the active metabolite dehydroaripiprazole in psychiatric patients. Ther Drug Monit 28:744-749.
    • (2006) Ther Drug Monit , vol.28 , pp. 744-749
    • Molden, E.1    Lunde, H.2    Lunder, N.3    Refsum, H.4
  • 20
    • 0035701966 scopus 로고    scopus 로고
    • Structure toxicity relationships-how useful are they in predicting toxicities of new drugs?
    • Nelson SD (2001) Structure toxicity relationships-how useful are they in predicting toxicities of new drugs? Adv Exp Med Biol 500:33-43.
    • (2001) Adv Exp Med Biol , vol.500 , pp. 33-43
    • Nelson, S.D.1
  • 21
    • 33846449874 scopus 로고    scopus 로고
    • Mechanism-based inactivation of human cytochrome P450 enzymes and the prediction of drug-drug interactions
    • Obach RS, Walsky RL, and Venkatakrishnan K (2007) Mechanism-based inactivation of human cytochrome P450 enzymes and the prediction of drug-drug interactions. Drug Metab Dispos 35:246-255.
    • (2007) Drug Metab Dispos , vol.35 , pp. 246-255
    • Obach, R.S.1    Walsky, R.L.2    Venkatakrishnan, K.3
  • 23
    • 33344464424 scopus 로고    scopus 로고
    • Application of a linear ion trap/orbitrap mass spectrometer in metabolite characterization studies: Examination of the human liver microsomal metabolism of the non-tricyclic anti-depressant nefazodone using data-dependent accurate mass measurements
    • Peterman SM, Duczak N Jr., Kalgutkar AS, Lame ME, and Soglia JR (2006) Application of a linear ion trap/orbitrap mass spectrometer in metabolite characterization studies: examination of the human liver microsomal metabolism of the non-tricyclic anti-depressant nefazodone using data-dependent accurate mass measurements. J Am Soc Mass Spectrom 17:363-375.
    • (2006) J Am Soc Mass Spectrom , vol.17 , pp. 363-375
    • Peterman, S.M.1    Duczak Jr., N.2    Kalgutkar, A.S.3    Lame, M.E.4    Soglia, J.R.5
  • 24
    • 0036304914 scopus 로고    scopus 로고
    • Hepatic adverse reactions with nefazodone
    • Stewart DE (2002) Hepatic adverse reactions with nefazodone. Can J Psychiatry 47:375-377.
    • (2002) Can J Psychiatry , vol.47 , pp. 375-377
    • Stewart, D.E.1
  • 25
    • 34250753332 scopus 로고    scopus 로고
    • Screening and identification of GSH-trapped reactive metabolites using hybrid triple quadruple linear ion trap mass spectrometry
    • Zheng J, Ma L, Xin B, Olah T, Griffith Humphreys W, and Zhu M (2007) Screening and identification of GSH-trapped reactive metabolites using hybrid triple quadruple linear ion trap mass spectrometry. Chem Res Toxicol 20:757-766.
    • (2007) Chem Res Toxicol , vol.20 , pp. 757-766
    • Zheng, J.1    Ma, L.2    Xin, B.3    Olah, T.4    Griffith Humphreys, W.5    Zhu, M.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.