메뉴 건너뛰기




Volumn 41, Issue 12, 2006, Pages 1643-1653

Erratum: Mass spectrometric studies on 4-aryl-1-cyclopropyl-1,2- dihydropyridinyl derivatives: An examination of a novel fragmentation pathway (Journal of Mass Spectrometry (41)(1643-1653) DOI: 10.1002/jms.1135));Mass spectrometric studies on 4-aryl-1-cyclopropyl-1,2-dihydropyridinyl derivatives: An examination of a novel fragmentation pathway

Author keywords

1,5 sigmatropic hydrogen migration; 1 cyclopropyl 4 aryl 1,2 dihydropyridines; 5 azoniafulvenyl species; Fragmentation mechanism; Stable isotopes

Indexed keywords

DERIVATIVES; HYDROGEN; IONIZATION; ISOTOPES; MASS SPECTROMETRY; REACTION KINETICS;

EID: 33845994421     PISSN: 10765174     EISSN: 10969888     Source Type: Journal    
DOI: 10.1002/jms.1195     Document Type: Erratum
Times cited : (3)

References (23)
  • 2
    • 0024358652 scopus 로고
    • Brain monoamine oxidase (MAO) B: A unique neurotoxin- and neurotransmitter-producing enzyme
    • Youdim MBH. Brain monoamine oxidase (MAO) B: a unique neurotoxin- and neurotransmitter-producing enzyme. Prog. Neuropsychopharmacol. Biol. Psychiatry 1989; 13: 363.
    • (1989) Prog. Neuropsychopharmacol. Biol. Psychiatry , vol.13 , pp. 363
    • Youdim, M.B.H.1
  • 3
    • 0021276089 scopus 로고
    • Metabolism of the neurotoxic tertiary amine, MPTP, by brain monoamine oxidase
    • Chiba K, Trevor AJ, Castagnoli N Jr. Metabolism of the neurotoxic tertiary amine, MPTP, by brain monoamine oxidase. Biochem. Biophys. Res. Commun. 1984; 120: 574.
    • (1984) Biochem. Biophys. Res. Commun , vol.120 , pp. 574
    • Chiba, K.1    Trevor, A.J.2    Castagnoli Jr., N.3
  • 4
    • 0025134990 scopus 로고    scopus 로고
    • Ottoboni S, Carlson TJ, Trager WF, Castagnoli K, Castagnoli N Jr. Studies on the cytochrome P-450 catalyzed ring alpha-carbon oxidation of the nigrostriatal toxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP). Chem. Res. Toxicol. 1990; 3: 423.
    • Ottoboni S, Carlson TJ, Trager WF, Castagnoli K, Castagnoli N Jr. Studies on the cytochrome P-450 catalyzed ring alpha-carbon oxidation of the nigrostriatal toxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP). Chem. Res. Toxicol. 1990; 3: 423.
  • 5
    • 0018697618 scopus 로고
    • Cyclopropylamines as suicide substrates for cytochromes P-450
    • Hanzlik RP, Kishore V, Tullman R. Cyclopropylamines as suicide substrates for cytochromes P-450. J. Med. Chem. 1979; 22: 759.
    • (1979) J. Med. Chem , vol.22 , pp. 759
    • Hanzlik, R.P.1    Kishore, V.2    Tullman, R.3
  • 6
    • 0022376527 scopus 로고
    • Revised mechanism for inactivation of mitochondrial monoamine oxidase by N-cyclopropylbenzylamine
    • Vazquez ML, Silverman RG. Revised mechanism for inactivation of mitochondrial monoamine oxidase by N-cyclopropylbenzylamine. Biochemistry 1985; 24: 6538.
    • (1985) Biochemistry , vol.24 , pp. 6538
    • Vazquez, M.L.1    Silverman, R.G.2
  • 7
    • 15244352849 scopus 로고    scopus 로고
    • 13C NMR. Bioorg. Med. Chem. 2005; 13: 2975.
    • 13C NMR. Bioorg. Med. Chem. 2005; 13: 2975.
  • 8
    • 0037028810 scopus 로고    scopus 로고
    • Microsomal P450-catalyzed N-dealkylation of N,N-dialkylanilines: Evidence for a C(alpha)-H abstraction mechanism
    • Bhakta MN, Wimalasena K. Microsomal P450-catalyzed N-dealkylation of N,N-dialkylanilines: evidence for a C(alpha)-H abstraction mechanism. J. Am. Chem. Soc. 2002; 214: 1844.
    • (2002) J. Am. Chem. Soc , vol.214 , pp. 1844
    • Bhakta, M.N.1    Wimalasena, K.2
  • 9
    • 0037125528 scopus 로고    scopus 로고
    • Shaffer CL, Harriman S, Koen YM, Hanzlik RP. Formation of Cyclopropanone during Cytochrome P450-catalyzed N-Dealkylation of a Cyclopropylamine. J. Am. Chem. Soc. 2002; 124: 8268.
    • Shaffer CL, Harriman S, Koen YM, Hanzlik RP. Formation of Cyclopropanone during Cytochrome P450-catalyzed N-Dealkylation of a Cyclopropylamine. J. Am. Chem. Soc. 2002; 124: 8268.
  • 10
    • 24644510168 scopus 로고    scopus 로고
    • Model electrochemical-mass spectrometric studies of the cytochrome P450-catalyzed oxidations of cyclic tertiary allylamines
    • Jurva U, Bissel P, Isin EM, Igarashi K, Kuttab S, Castagnoli N Jr. Model electrochemical-mass spectrometric studies of the cytochrome P450-catalyzed oxidations of cyclic tertiary allylamines. J. Am. Chem. Soc. 2005; 127: 12368.
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 12368
    • Jurva, U.1    Bissel, P.2    Isin, E.M.3    Igarashi, K.4    Kuttab, S.5    Castagnoli Jr., N.6
  • 11
    • 0029740928 scopus 로고    scopus 로고
    • Nimkar SK, Anderson A, Rimoldi JM, Stanton M, Castagnoli KP Jr, Mabic S, Wang Y-X, Castagnoli N. Synthesis and monoamine oxidase-B catalyzed oxidation of C-4 heteroaromatic substituted 1,2,3,6-tetrahydropyridine derivatives. Chem. Res. Toxicol. 1996; 9: 1013.
    • Nimkar SK, Anderson A, Rimoldi JM, Stanton M, Castagnoli KP Jr, Mabic S, Wang Y-X, Castagnoli N. Synthesis and monoamine oxidase-B catalyzed oxidation of C-4 heteroaromatic substituted 1,2,3,6-tetrahydropyridine derivatives. Chem. Res. Toxicol. 1996; 9: 1013.
  • 12
    • 0034939971 scopus 로고    scopus 로고
    • Kuttab S, Shang J, Castagnoli N Jr. Rat liver microsomal enzyme catalyzed oxidation of 4-phenyl-trans-1-(2-phenylcyclopropyl)-1,2,3,6-tetrahydropyridine. Bioorg. Med. Chem. 2001; 9: 1685.
    • Kuttab S, Shang J, Castagnoli N Jr. Rat liver microsomal enzyme catalyzed oxidation of 4-phenyl-trans-1-(2-phenylcyclopropyl)-1,2,3,6-tetrahydropyridine. Bioorg. Med. Chem. 2001; 9: 1685.
  • 14
    • 0032425348 scopus 로고    scopus 로고
    • Zhao Z, Mabic S, Kuttab S, Franot C, Castagnoli K, Castagnoli N Jr. Rat liver microsomal enzyme catalyzed oxidation of 1-cyclopropyl-4-phenyl-1,2,3,6- tetrahydropyridine. Bioorg. Med. Chem. 1998; 6: 2531.
    • Zhao Z, Mabic S, Kuttab S, Franot C, Castagnoli K, Castagnoli N Jr. Rat liver microsomal enzyme catalyzed oxidation of 1-cyclopropyl-4-phenyl-1,2,3,6- tetrahydropyridine. Bioorg. Med. Chem. 1998; 6: 2531.
  • 15
    • 0007512358 scopus 로고
    • Palladium-catalyzed alkylations in aqueous media
    • Casalnuovo AL, Calabrese JC. Palladium-catalyzed alkylations in aqueous media. J. Am. Chem. Soc. 1990; 112: 4324.
    • (1990) J. Am. Chem. Soc , vol.112 , pp. 4324
    • Casalnuovo, A.L.1    Calabrese, J.C.2
  • 16
    • 0036736284 scopus 로고    scopus 로고
    • 13C labeled N-cyclopropylamine tetrahydropyridine derivative
    • 13C labeled N-cyclopropylamine tetrahydropyridine derivative. J. Labelled Comp. Radiopharm. 2002; 45: 813.
    • (2002) J. Labelled Comp. Radiopharm , vol.45 , pp. 813
    • Kuttab, S.1    Mabic, S.2
  • 17
    • 0026774923 scopus 로고    scopus 로고
    • Hall L, Murry S, Castagnoli K, Castagnoli N Jr. Studies on 1,2,3,6-tetrahydropyridine derivatives as potential monoamine oxidase inactivators. Chem. Res. Toxicol. 1992; 5: 625.
    • Hall L, Murry S, Castagnoli K, Castagnoli N Jr. Studies on 1,2,3,6-tetrahydropyridine derivatives as potential monoamine oxidase inactivators. Chem. Res. Toxicol. 1992; 5: 625.
  • 18
    • 0347823677 scopus 로고
    • Synthesis of 1- and 2-pyrrolealkylamines
    • Herz W, Raden DS, Murty DRK. Synthesis of 1- and 2-pyrrolealkylamines. J. Org. Chem. 1956; 21: 896.
    • (1956) J. Org. Chem , vol.21 , pp. 896
    • Herz, W.1    Raden, D.S.2    Murty, D.R.K.3
  • 19
    • 0037015447 scopus 로고    scopus 로고
    • One-Step Synthesis of 3-aryl- and 3,4-diaryl-(1H)-pyrroles using tosylmethyl isocyanide (TOSMIC)
    • Smith ND, Huang D, Cosford NDP. One-Step Synthesis of 3-aryl- and 3,4-diaryl-(1H)-pyrroles using tosylmethyl isocyanide (TOSMIC). Org. Lett. 2002; 4: 3537.
    • (2002) Org. Lett , vol.4 , pp. 3537
    • Smith, N.D.1    Huang, D.2    Cosford, N.D.P.3
  • 20
    • 0026450944 scopus 로고    scopus 로고
    • Zhao Z, Dalvie D, Naiman N, Castagnoli K, Castagnoli N Jr. Design, synthesis, and biological evaluation of novel 4-substituted 1-methyl-1,2,3,6- tetrahydropyridine analogs of MPTP. J. Med. Chem. 1992; 35: 4473.
    • Zhao Z, Dalvie D, Naiman N, Castagnoli K, Castagnoli N Jr. Design, synthesis, and biological evaluation of novel 4-substituted 1-methyl-1,2,3,6- tetrahydropyridine analogs of MPTP. J. Med. Chem. 1992; 35: 4473.
  • 21
    • 0042364092 scopus 로고
    • Preparation of N-phenyl-1,2-dihydropyridine
    • SaundersM, Gold EH. Preparation of N-phenyl-1,2-dihydropyridine. J. Org. Chem. 1962; 27: 1439.
    • (1962) J. Org. Chem , vol.27 , pp. 1439
    • Saunders, M.1    Gold, E.H.2
  • 22
    • 84987573884 scopus 로고
    • The unsubstituted 5-azoniafulvenyl ion has been generated from the N-pyrrolidinylmethyl precursor and trapped as C-arylated products
    • Burger U, Bringhen AO, Wirthner PJ, Schärer J-C. The unsubstituted 5-azoniafulvenyl ion has been generated from the N-pyrrolidinylmethyl precursor and trapped as C-arylated products. Helv. Chim. Acta 1985; 68: 2275.
    • (1985) Helv. Chim. Acta , vol.68 , pp. 2275
    • Burger, U.1    Bringhen, A.O.2    Wirthner, P.J.3    Schärer, J.-C.4
  • 23
    • 0008589014 scopus 로고
    • Mass spectrometry in structural and stereochemical problems. LXIII. Hydrogen rearrangements induced by electron impact on N-n-butyl- and N-n-pentylpyrroles
    • Duffield AM, Beugelmans R, Budzikiewicz H, Lightner DA, Williams DH, Djerassi C. Mass spectrometry in structural and stereochemical problems. LXIII. Hydrogen rearrangements induced by electron impact on N-n-butyl- and N-n-pentylpyrroles. J. Am. Chem. Soc. 1965; 87: 805.
    • (1965) J. Am. Chem. Soc , vol.87 , pp. 805
    • Duffield, A.M.1    Beugelmans, R.2    Budzikiewicz, H.3    Lightner, D.A.4    Williams, D.H.5    Djerassi, C.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.