Cancer Letters
Volume 223, Issue 2 , Pages 191-201 , 8 June 2005

Involvement of PKC and ROS in the cytotoxic mechanism of anti-leukemic decursin and its derivatives and their structure–activity relationship in human K562 erythroleukemia and U937 myeloleukemia cells

  • Hyeon Ho Kim

      Affiliations

    • School of Life Sciences and Biotechnology, Korea University, Seoul 136-701, South Korea
    • ,
  • Sung Sik Bang

      Affiliations

    • Department of Chemistry, Korea University, 1 Anam-dong, Seoul 136-701, South Korea
    • ,
  • Jin Seok Choi

      Affiliations

    • Department of Chemistry, Korea University, 1 Anam-dong, Seoul 136-701, South Korea
    • ,
  • Hogyu Han

      Affiliations

    • Department of Chemistry, Korea University, 1 Anam-dong, Seoul 136-701, South Korea
    • Corresponding Author InformationCorresponding authors. Tel.: +82 2 3290 3134; fax: +82 2 3290 3121.
    • ,
  • Ik-Hwan Kim

      Affiliations

    • School of Life Sciences and Biotechnology, Korea University, Seoul 136-701, South Korea
    • Corresponding Author InformationTel.: +82 2 3290 3447; fax: +82 2 927 9028.

Received 27 August 2004 ,Revised 16 October 2004 ,Accepted 18 October 2004.

References 

  1. Caponigro F, French RC, Kaye SB. Protein kinase C: a worthwhile target for anti-cancer drugs?. Anti-cancer Drugs. 1997;8:26–33
  2. Nishizuka Y. Studies and perspectives of protein kinase C. Science. 1986;233:305–312
  3. Parker PJ, Coussens L, Totty N, Rhee L, Young S, Chen E, et al. The complete primary structure of protein kinase C—the major phorbol ester receptor. Science. 1986;233:853–859
  4. Stabel S, Parker PJ. Protein kinase C. Pharmacol. Ther. 1991;51:71–95
  5. Newton AC. Protein kinase C: structure, function, and regulation. J. Biol. Chem. 1995;270:28495–28498
  6. Johannes F-J, Prestle J, Eis S, Oberhagemann P, Pfizenmaier K. PKCu is a novel, atypical member of the protein kinase C family. J. Biol. Chem. 1994;269:6140–6148
  7. Gescher A, Dale IL. Protein kinase C—a novel target for rational anti-cancer drug design?. Anti-cancer Drug Des. 1989;4:93–105
  8. Rozengurt E. Early signals in the mitogenic response. Science. 1986;234:161–166
  9. Berry N, Nishizuka Y. Protein kinase C and T cell activation. Eur. J. Biochem. 1990;189:205–214
  10. Murray NR, Baumgardner GP, Burns DJ, Fields AP. Protein kinase C isotypes in human erythroleukemia (K562) cell proliferation and differentiation. Evidence that βII protein kinase C is required for proliferation. J. Biol. Chem. 1993;268:15847–15853
  11. Hocevar BA, Fields AP. Selective translocation of βII protein kinase C to the nucleus of human promyelocytic (HL60) leukemia cells. J. Biol. Chem. 1991;266:28–33
  12. Hocevar BA, Morrow DM, Tykocinski ML, Fields AP. Protein kinase C isotypes in human erythroleukemia cell proliferation and differentiation. J. Cell Sci. 1992;101:671–679
  13. Vrana JA, Saunders AM, Chellappan SP, Grant S. Divergent effects of bryostatin 1 and phorbol myristate acetate on cell cycle arrest and maturation in human myelomonocytic leukemia cells (U937). Differentiation. 1998;63:33–42
  14. Hocevar BA, Burns DJ, Fields AP. Identification of protein kinase C (PKC) phosphorylation sites on human lamin B. Potential role of PKC in nuclear lamina structural dynamics. J. Biol. Chem. 1993;268:7545–7552
  15. Fields AP, Pettit GR, May WS. Phosphorylation of lamin B at the nuclear membrane by activated protein kinase C. J. Biol. Chem. 1988;263:8253–8260
  16. Fields AP, Pincus SM, Kraft AS, May WS. Interleukin-3 and bryostatin 1 mediate rapid nuclear envelope protein phosphorylation in growth factor-dependent FDC-P1 hematopoietic cells. A possible role for nuclear protein kinase C. J. Biol. Chem. 1989;264:21896–21901
  17. Shelly C, Petruzzelli L, Herrera R. K562 cells resistant to phorbol 12-myristate 13-acetate-induced growth arrest: dissociation of mitogen-activated protein kinase activation and Egr-1 expression from megakaryocyte differentiation. Cell Growth Differ. 2000;11:501–506
  18. Svensson K, Zeidman R, Troller U, Schultz A, Larsson C. Protein kinase C β1 is implicated in the regulation of neuroblastoma cell growth and proliferation. Cell Growth Differ. 2000;11:641–648
  19. Tonetti DA, Horio M, Collart FR, Huberman E. Protein kinase Cβ gene expression is associated with susceptibility of human promyelocytic leukemia cells to phorbol ester-induced differentiation. Cell Growth Differ. 1992;3:739–745
  20. Hass R, Lopez-Guerrero JA. Aggressive tumor growth of human TUR leukemia cells is associated with high levels of c-myc expression and down-regulation of p20-max. Int. J. Cancer. 1997;72:1113–1116
  21. Kaneki M, Kharbanda S, Pandey P, Yoshida K, Takekawa M, Liou J-R, et al. Functional role for protein kinase Cβ as a regulator of stress-activated protein kinase activation and monocytic differentiation of myeloid leukemia cells. Mol. Cell. Biol. 1999;19:461–470
  22. Datta R, Yoshinaga K, Kaneki M, Pandey P, Kufe D. Phorbol ester-induced generation of reactive oxygen species is protein kinase Cβ-dependent and required for SAPK activation. J. Biol. Chem. 2000;275:41000–41003
  23. Yoshida M, Yokokura H, Hidaka H, Ikekawa T, Saijo N. Mechanism of antitumor action of PKC activator, gnidimacrin. Int. J. Cancer. 1998;77:243–250
  24. Yoshida M, Feng W, Nishio K, Takahashi M, Heike Y, Saijo N, et al. Antitumor action of the PKC activator gnidimacrin through cdk2 inhibition. Int. J. Cancer. 2001;94:348–352
  25. Yoshida M, Heike Y, Ohno S, Ikekawa T, Wakasugi H. Involvement of PKC βII in anti-proliferating action of a new antitumor compound gnidimacrin. Int. J. Cancer. 2003;105:601–606
  26. Ahn K-S, Sim W-S, Kim I-H. Decursin: a cytotoxic agent and protein kinase C activator from the root of Angelica gigas. Planta Med. 1996;62:7–9
  27. Ahn K-S, Sim W-S, Lee I-K, Seu Y-B, Kim I-H. Decursinol angelate: a cytotoxic and protein kinase C activating agent from the root of Angelica gigas. Planta Med. 1997;63:360–361
  28. Lim J, Kim I-H, Kim HH, Ahn K-S, Han H. Enantioselective syntheses of decursinol angelate and decursin. Tetrahedron Lett. 2001;42:4001–4003
  29. Asiedu C, Biggs J, Lilly M, Kraft AS. Inhibition of leukemic cell growth by the protein kinase C activator bryostatin 1 correlates with the dephosphorylation of cyclin-dependent kinase 2. Cancer Res. 1995;55:3716–3720
  30. Akiyama T, Toyoshima K. Marked alteration in phosphorylation of the RB protein during differentiation of human promyelocytic HL60 cells. Oncogene. 1990;5:179–183
  31. Akiyama T, Ohuchi T, Sumida S, Matsumoto K, Toyoshima K. Phosphorylation of the retinoblastoma protein by cdk2. Proc. Natl Acad. Sci. USA. 1992;89:7900–7904
  32. Akiyama T, Yoshida T, Tsujita T, Shimizu M, Mizukami T, Okabe M, et al. G1 phase accumulation induced by UCN-01 is associated with dephosphorylation of Rb and CDK2 proteins as well as induction of CDK inhibitor p21/Cip1/WAF1/Sdi1 in p53-mutated human epidermoid carcinoma A431 cells. Cancer Res. 1997;57:1495–1501
  33. Fang F, Newport JW. Evidence that the G1–S and G2–M transitions are controlled by different cdc2 proteins in higher eukaryotes. Cell. 1991;66:731–742
  34. Chida K, Kato N, Kuroki T. Down regulation of phorbol diester receptors by proteolytic degradation of protein kinase C in a cultured cell line of fetal rat skin keratinocytes. J. Biol. Chem. 1986;261:13013–13018
  35. Ballester R, Rosen OM. Fate of immunoprecipitable protein kinase C in GH3 cells treated with phorbol 12-myristate 13-acetate. J. Biol. Chem. 1985;260:15194–15199
  36. Haridas V, Higuchi M, Jayatilake GS, Bailey D, Mujoo K, Blake ME, et al. Avicins: triterpenoid saponins from Acacia victoriae (Bentham) induce apoptosis by mitochondrial perturbation. Proc. Natl Acad. Sci. USA. 2001;98:5821–5826
  37. Benhar M, Dalyot I, Engelberg D, Levitzki A. Enhanced ROS production in oncogenically transformed cells potentiates c-Jun N-terminal kinase and p38 mitogen-activated protein kinase activation and sensitization to genotoxic stress. Mol. Cell. Biol. 2001;21:6913–6926

PII: S0304-3835(04)00836-5

doi: 10.1016/j.canlet.2004.10.025

Cancer Letters
Volume 223, Issue 2 , Pages 191-201 , 8 June 2005

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