JPC - Journal of Planar Chromatography - Modern TLC
Volume/Issue:
Volume 21: Issue 5
New approach to mechanism of action of paclitaxel by means of BioArena studies
Authors:
Ernő Tyihák Hungarian Academy of Sciences Plant Protection Institute 1525 Budapest Herman O. u. 15 POB 102 Hungary

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Ágnes Móricz Hungarian Academy of Sciences Plant Protection Institute 1525 Budapest Herman O. u. 15 POB 102 Hungary

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Péter Ott Hungarian Academy of Sciences Plant Protection Institute 1525 Budapest Herman O. u. 15 POB 102 Hungary

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Michal Hajnos Medical University of Lublin Department of Pharmacognosy with Medicinal Plants Laboratory Chodzki 1 20-087 Lublin Poland

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Kazimierz Głowniak Medical University of Lublin Department of Pharmacognosy with Medicinal Plants Laboratory Chodzki 1 20-087 Lublin Poland

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Pages:
331–336
Online Publication Date:
22 Oct 2008
Publication Date:
01 Oct 2008
Article Category:
Research Article
DOI:
https://doi.org/10.1556/jpc.21.2008.5.3
Keywords:
Bioautography; BioArena; Formaldehyde cycle; Hydrogen peroxide; OPLC; Ozone; TLC
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The accumulation of hydrogen peroxide (H 2 O 2 ) is an early and crucial step in paclitaxel-induced cancer cell death before commitment of the cells to apoptosis. In these intracellular events formaldehyde (HCHO) as endogenous, indispensable component may be present mainly as hydroxymethyl groups and so there is a possibility of its endogenous interaction with H 2 O 2 in which singlet oxygen ( 1 O 2 ) and excited HCHO (H*CHO) can be formed. 1 O 2 can interact with H 2 O molecules and in this interaction dihydrogen trioxide (H 2 O 3 ) is formed. The disproportion of this molecule — among others — results in ozone (O 3 ). It is supposed that this reaction series is also valid for the conditions in layer chromatographic spots after inoculation. Results with paclitaxel support this idea. Using BioArena as a complex bioautographic system the HCHO molecules could be captured with well-known endogenous HCHO capture molecules (l -arginine, glutathione) in the spots of paclitaxel on the TLC/OPLC adsorbent layer after inoculation. Capture of HCHO resulted in a dose-dependent decrease of the antibacterial activity of paclitaxel. The antibacterial activity of paclitaxel in the chromatographic spots can be increased dramatically by using Cu(II) ions as HCHO-mobilizing and carrier ions in the culture medium. The HCHO molecule can N -hydroxymethylate the C3’ amide of paclitaxel. By applying an O 3 scavenger (e.g. indigo carmine) this oxidant, as a key reaction product of HCHO, could be detected indirectly in chromatographic spots of paclitaxel. It seems that these small molecules — from HCHO to endogenous O 3 — may be crucial factors of the mechanism of antiproliferative action of the paclitaxel including killing of bystander cancer cells also. It seems that the basic molecule (paclitaxel) does not have a direct effect on the bacterial cells; its induction of the formation of H 2 O 2 molecules (and indirectly HCHO molecules) may, however, be resulting in this complicated process.

  • J-M. Jeong and Ch-H. Choi , J. Pharm. Pharmaceut. Sci. 10 (2007) 547–553.

    Choi C.-H. , '' (2007 ) 10 J. Pharm. Pharmaceut. Sci. : 547 -553 .

  • X. Wen and T. Walle , Drug Metab. Dispos. 34 (2006) 1786–1792.

    Walle T. , '' (2006 ) 34 Drug Metab. Dispos. : 1786 -1792 .

  • É. Sárdi and E. Tyihák , Acta Biol. Hung. 49 (1998) 291–301.

    Tyihák E. , '' (1998 ) 49 Acta Biol. Hung. : 291 -301 .

  • E. Tyihák , Proc. 2nd Intern. Conf. On the Role of Formaldehyde in Biological Systems, Keszthely,SOTE Press, Budapest, Hungary, 1987, 137–144.

    Tyihák E. , '', in Proc. 2nd Intern. Conf. On the Role of Formaldehyde in Biological Systems, Keszthely , (1987 ) -.

  • E. Tyihák , Trends Anal. Chem. 6 (1987) 90–94.

    Tyihák E. , '' (1987 ) 6 Trends Anal. Chem. : 90 -94 .

  • Z. Huszti and E. Tyihák , FEBS Lett. 209 (1986) 362–366.

    Tyihák E. , '' (1986 ) 209 FEBS Lett. : 362 -366 .

  • E. Tyihák, Á.M. Móricz, P.G. Ott , E. Mincsovics, Proc. Intern. Symp. On Planar Sep. Planar Chromatography 2005, Siófok, Hungary, 29–31 May, 2005 (ed. Sz. Nyiredy), pp. 179–192.

  • M.C. Wani, H.L. Taylor, M.E. Wall, P. Coggon, A.T. McPhail , J. Am. Chem. Soc. 93 (1971) 2325–2327.

    McPhail A.T. , '' (1971 ) 93 J. Am. Chem. Soc. : 2325 -2327 .

  • V. Srivastava, A.S. Negi, J.K. Kumar, M.M. Gupta and S.P.S. Khanuja , Bioorg. Med. Chem. 13 (2005) 5892–5908.

    Khanuja S.P.S. , '' (2005 ) 13 Bioorg. Med. Chem. : 5892 -5908 .

  • T. Mroczek, K. Glowniak and M. Hajnos , Biomed. Chromatogr. 14 (2000) 516–529.

    Hajnos M. , '' (2000 ) 14 Biomed. Chromatogr. : 516 -529 .

  • M.L. Hajnos, K. Glowniak, M. Waksmundzka-Hajnos and P. Kogut , J. Planar Chromatogr. 14 (2001) 119–125.

    Kogut P. , '' (2001 ) 14 J. Planar Chromatogr. : 119 -125 .

  • B. Segura-Pacheco, E. Perez-Cardenas, L. Taya-Chayeb, A. Chavez-Blanco, A. Revilla-Vazquez, L. Benitez-Bribiesca, A. Duenas-Gonzalez , J. Transl. Med. 4 (2006) 32–44.

    Duenas-Gonzalez A. , '' (2006 ) 4 J. Transl. Med. : 32 -44 .

  • C. Hansch, R.P. Verma , Mol. Pharm. (2008) Jan. 3 (on-line)

  • H. Steed and M.B. Sawyer , Pharmacogenomics 8 (2007) 803–815.

    Sawyer M.B. , '' (2007 ) 8 Pharmacogenomics : 803 -815 .

  • B. Ramanathan, K.Y. Jan, C.H. Chen, T.C. Hour, H.J. Yu, Y.S. Pu , Cancer Res. 65 (2005) 8455–8460.

    Pu Y.S. , '' (2005 ) 65 Cancer Res. : 8455 -8460 .

  • G.A. Orr, P. Verdier-Pinard, H. McDaid, S.B. Horwitz , Oncogene 22 (2003) 7280–7295.

    Horwitz S.B. , '' (2003 ) 22 Oncogene : 7280 -7295 .

  • J. Alexendre, F. Batteux, C. Nicco, Ch. Chereau, A. Laurent, L. Guillevin, B. Weill and F. Goldwasser , Int. J. Cancer 119 (2006) 41–48.

    Goldwasser F. , '' (2006 ) 119 Int. J. Cancer : 41 -48 .

  • P.B. Schiff, J. Fant, S.B. Horwitz , Nature 277 (1979) 665–667.

    Horwitz S.B. , '' (1979 ) 277 Nature : 665 -667 .

  • L. Trézl, J. Pipek , J. Mol. Struc. — (Theochem.) 170 (1988) 213–223.

    Pipek J. , '' (1988 ) 170 J. Mol. Struc. — (Theochem.) : 213 -223 .

  • E. Tyihák, S. Rozsnyay, É. Sárdi, G Gullner, L. Trézl and R. Gáborjányi , Acta Biol. Hung. 45 (1994) 3–10.

    Gáborjányi R. , '' (1994 ) 45 Acta Biol. Hung. : 3 -10 .

  • P. Jr. Wentworth, J.E. McDunn, A.D. Wentworth, C. Takeuchi, J. Nieva, T. Jones, C. Bautista, J.M. Ruedi, A. Gutierrez, K. D. Janda, B. M. Babior, A. Eschenmoser, R. A. Lerner , Science 298 (2002) 2196–2199.

    Lerner R. A. , '' (2002 ) 298 Science : 2196 -2199 .

  • B.M. Babior, C. Takeuchi, J. Ruedi, A. Gutierrez, P. Jr. Wentworth , Proc. Natl. Acad. Sci. USA 100 (2003) 3031–3034.

    Wentworth P. , '' (2003 ) 100 Proc. Natl. Acad. Sci. USA : 3031 -3034 .

  • L. Botz, S. Nagy, B. Kocsis , Detection of microbiologically active compounds. In: Sz. Nyiredy (ed.), Planar Chromatography — A Retrospective View for the Third Millennium, Springer, Budapest, Hungary, 2001, pp. 489–516.

    Kocsis B. , '', in Planar Chromatography — A Retrospective View for the Third Millennium , (2001 ) -.

  • E. Tyihák, Á.M. Móricz, P.G. Ott, Gy. Kátay, Zs. Király-Véghely , J. Planar Chromatogr. 18 (2005) 67–72.

    Király-Véghely Zs. , '' (2005 ) 18 J. Planar Chromatogr. : 67 -72 .

  • Á.M. Móricz, P.G. Ott, F. Billes, K.-H. Otta , and E. Tyihák , J. Appl. Microbiol. 103 (2007) 2525–2532.

    Tyihák E. , '' (2007 ) 103 J. Appl. Microbiol. : 2525 -2532 .

  • E. Tyihák, E. Mincsovics, Gy. Kátay, Zs. Király-Véghely, Á.M. Móricz , and P.G. Ott , J. Planar Chromatogr. 21 (2008) 65–70.

    Ott P.G. , '' (2008 ) 21 J. Planar Chromatogr. : 65 -70 .

  • H.L. Huang, L.W. Fang, S.P. Lu, C.K. Chou, T.Y. Luh, M.Z. Lai , Oncogene 22 (2003) 8168–8177.

    Lai M.Z. , '' (2003 ) 22 Oncogene : 8168 -8177 .

  • J. Alexandre, Y. Hu, W. Lu, H. Policano, P. Huang , Cancer Res. 67 (2007) 3512–3517.

    Huang P. , '' (2007 ) 67 Cancer Res. : 3512 -3517 .

  • R.M. Hoffman , Biochim. Biophys. Acta 738 (1984) 49–87.

    Hoffman R.M. , '' (1984 ) 738 Biochim. Biophys. Acta : 49 -87 .

  • V. Pavillard., A. Nicolaou, J.A Double., R.M. Phillips , Biochem. Pharmacol. 71 (2006) 772–778.

    Phillips R.M. , '' (2006 ) 71 Biochem. Pharmacol. : 772 -778 .

  • F G. Mastronardi, H. Tsui, S. Winer, D.D. Wood, T. Selvanantham, C. Calligan, E.N. Fish, H-M Dosch and M.A. Moscarello , Mult. Scler. 13 (2007) 2006–2016.

    Moscarello M.A. , '' (2007 ) 13 Mult. Scler. : 2006 -2016 .

  • C. Perez-Stable , Cancer Lett. 231 (2006) 49–64.

    Perez-Stable C. , '' (2006 ) 231 Cancer Lett. : 49 -64 .

  • H. Haraguchi , J. Anal. At. Spectr. 19 (2004) 5–14.

    Haraguchi H. , '' (2004 ) 19 J. Anal. At. Spectr. : 5 -14 .

  • E. Tyihák, B. Szende, L. Trézl , Ann. N. Y. Acad. Sci. 851 (1998) 259–270.

    Trézl L. , '' (1998 ) 851 Ann. N. Y. Acad. Sci. : 259 -270 .

  • J. Fridovich , Ann. Rev. Biochem. 64 (1996) 97–112.

    Fridovich J. , '' (1996 ) 64 Ann. Rev. Biochem. : 97 -112 .

  • H.D.A Heck, M. Casanova and T.B. Starm , Crit. Rev. in Toxicol. 20 (1990) 397–426.

    Starm T.B. , '' (1990 ) 20 Crit. Rev. in Toxicol. : 397 -426 .

  • E. Tyihák, J. Bocsi, J. Timár, G. Rácz , and B. Szende , Cell Prolif. 34 (2001) 135–141.

    Szende B. , '' (2001 ) 34 Cell Prolif. : 135 -141 .

  • A. Csiba, L. Trézl, E. Tyihák, H. Graber, É. Vári, G. Téglás and I. Rusznák , Acta Physiol. Acad. Sci. Hung. 59 (1982) 35–41.

    Rusznák I. , '' (1982 ) 59 Acta Physiol. Acad. Sci. Hung. : 35 -41 .

  • A. Móricz, K.H. Otta, P.G. Ott, E. Tyihák , J. Planar Chromatogr. 16 (2003) 417–420.

    Tyihák E. , '' (2003 ) 16 J. Planar Chromatogr. : 417 -420 .

  • E. Tyihák, Á.M. Móricz, P.G. Ott et al. In: M. Szilágyi and K. Szentkirályi (eds): Procs. Trace Elements in the Food Chain, Budapest, Working Committee on Trace Elements, HAS, Budapest, 2006, pp. 394–399.

    Ott P.G. , '', in Procs. Trace Elements in the Food Chain, Budapest, Working Committee on Trace Elements , (2006 ) -.

  • E. Tyihák, Á.M. Móricz and P.G. Ott , J. Planar Chromatogr. 21 (2008) 77–82.

    Ott P.G. , '' (2008 ) 21 J. Planar Chromatogr. : 77 -82 .

  • M.J. Gidley, J.K.M. Sanders, E.R. Myers , and M.C. Allwood , FEBS Lett. 127 (1981) 225–227.

    Allwood M.C. , '' (1981 ) 127 FEBS Lett. : 225 -227 .

  • M. Janicka, E. Tyihák, Á.M. Móricz , and B. Oscik-Mendyk J. Planar Chromatogr. 21 (2008) 161–166.

    Oscik-Mendyk B. , '' (2008 ) 21 J. Planar Chromatogr. : 161 -166 .

  • H.K.R. Santhapuram, A. Datta, O.E. Hutt , and G.I. Georg , J. Org. Chem. 73 (2008) 4705–4708.

    Georg G.I. , '' (2008 ) 73 J. Org. Chem. : 4705 -4708 .
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Cover JPC - Journal of Planar Chromatography - Modern TLC
JPC - Journal of Planar Chromatography - Modern TLC
Print ISSN:
0933-4173
Online ISSN:
1789-0993

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Journal of Planar Chromatography - Modern TLC
Language English
Size A4
Year of
Foundation		 1988
Volumes
per Year		 1
Issues
per Year		 6
Founder Akadémiai Kiadó
Founder's
Address		 H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
Publisher Akadémiai Kiadó
Springer Nature Switzerland AG
Publisher's
Address		 H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
CH-6330 Cham, Switzerland Gewerbestrasse 11.
Responsible
Publisher		 Chief Executive Officer, Akadémiai Kiadó
ISSN 0933-4173 (Print)
ISSN 1789-0993 (Online)

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