Binding of curcumin and its long chain derivatives to the activator binding domain of novel protein kinase C

Bioorganic and Medicinal Chemistry

Volumn 18, Issue 4, 2010, Pages 1591-1598

  Majhi, Anjoy ^a   Rahman, Ghazi M ^a   Panchal, Shyam ^a   Das, Joydip ^a  

^a UNIVERSITY OF HOUSTON   (United States)

Author keywords

Activator; Anisotropy; Curcumin; EC50; Fluorescence; Ligand; Molecular docking; Protein kinase C

Indexed keywords

1,7 BIS(3,4 DIHYDROXYPHENYL) 5 HYDROXYHEPTA 1,4,6 TRIEN 3 ONE; 1,7 BIS[4 (HEXADECYLOXY) 3 METHOXYPHENYL] 5 HYDROXYHEPTA 1,4,6 TRIEN 3 ONE; 5 HYDROXY 1 (4 HYDROXY 3 METHOXYPHENYL) 7 [3 METHOXY 4 (OCTYLOXY)PHENYL]HEPTA 1,4,6 TRIEN 3 ONE; 5 HYDROXY 1,7 BIS[3 METHOXY 4 (OCTYLOXY)PHENYL]HEPTA 1,4,6 TRIEN 3 ONE; 7 [4 (HEXADECYLOXY) 3 METHOXYPHENYL] 5 HYDROXY 1 (4 HYDROXY 3 METHOXYPHENYL)HEPTA 1,4,6 TRIEN 3 ONE; CURCUMIN; CYSTEINE; PHORBOL 13 ACETATE 12 MYRISTATE; PROTEIN KINASE C; PROTEIN KINASE C DELTA; PROTEIN KINASE C EPSILON; PROTEIN KINASE C THETA; UNCLASSIFIED DRUG;

ANISOTROPY; ARTICLE; DRUG ABSORPTION; DRUG ACTIVITY; DRUG PROTEIN BINDING; DRUG STRUCTURE; DRUG SYNTHESIS; FLUORESCENCE; HYDROGEN BOND; MOLECULAR DOCKING; NONHUMAN; PROTEIN DOMAIN;

BINDING SITES; CURCUMIN; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; PROTEIN KINASE C; SPECTROMETRY, FLUORESCENCE; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

CURCUMA LONGA;

EID: 75849133338     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.12.075     Document Type: Article

References (53)

1. Battaini F., and Mochly-Rosen D. Pharmacol. Res. 55 (2007) 461
2. Koivunen J., Aaltonen V., and Peltonen J. Cancer Lett. 235 (2006) 1
3. Griner E.M., and Kazanietz M.G. Nat. Rev. Cancer 7 (2007) 281
4. Evcimen N., and King G.L. Pharmacol. Res. 55 (2007) 498
5. Bright R., and Mochly-Rosen D. Stroke 36 (2005) 2781
6. Chou W.H., and Messing R.O. Trends Cardiovasc. Med. 15 (2005) 47
7. Sabri A., and Steinberg S.F. Mol. Cell. Biochem. 251 (2003) 97
8. Alkon D.L., Sun M.K., and Nelson T.J. Trends Pharmacol. Sci. 28 (2007) 51
9. Hofmann J. Curr. Cancer Drug Targets 4 (2004) 125
10. Newton A.C. Chem. Rev. 101 (2001) 2353
11. Nishizuka Y. Science 258 (1992) 607
12. Colon-Gonzalez F., and Kazanietz M.G. Biochim. Biophys. Acta 1761 (2006) 827
13. Yang C., and Kazanietz M.G. Trends Pharmacol. Sci. 24 (2003) 602
14. Das J., Addona G.H., Sandberg W.S., Husain S.S., Stehle T., and Miller K.W. J. Biol. Chem. 279 (2004) 37964
15. Das J., Zhou X., and Miller K.W. Protein Sci. 15 (2006) 2107
16. Das J., Pany S., Rahman G.M., and Slater S.J. Biochem. J. 421 (2009) 405
17. Blumberg P.M., Kedei N., Lewin N.E., Yang D., Czifra G., Pu Y., Peach M.L., and Marquez V.E. Curr. Drug Targets 9 (2008) 641
18. Gennas G.B., Talman V., Aitio O., Ekokoski E., Finel M., Tuominen R.K., and Yli-Kauhaluoma J. J. Med. Chem. 52 (2009) 3969 and references cited therein
19. Zhang G., Kazanietz M.G., Blumberg P.M., and Hurley J.H. Cell 81 (1995) 917
20. Irie K., Nakagawa Y., and Ohigashi H. Chem. Rec. 5 (2005) 185
21. Yanagita R.C., Nakagawa Y., Yamanaka N., Kashiwagi K., Saito N., and Irie K. J. Med. Chem. 51 (2008) 46
22. Aggarwal B.B., and Sung B. Trends Pharmacol. Sci. 30 (2009) 85
23. Singh S. Cell 130 (2007) 765
24. Mehta K., Pantazis P., McQueen T., and Aggarwal B.B. Anti-Cancer Drugs 8 (1997) 470
25. Kuo M.L., Huang T.S., and Lin J.K. Biochim. Biophys. Acta 1317 (1996) 95
26. Jee S.H., Shen S.C., Tseng C.R., Chiu H.C., and Kuo M.L. J. Invest. Dermatol. 111 (1998) 656
27. Kawamori T., Lubet R., Steele V.E., Kelloff G.J., Kaskey R.B., Rao C.V., and Reddy B.S. Cancer Res. (1999) 597
28. Singletary K., MacDonald C., Iovinelli M., Fisher C., and Wallig M. Carcinogenesis 19 (1998) 1039
29. Ruby A.J., Kuttan G., Babu K.D., Rajasekeharan K.N., and Kuttan R. Cancer Lett. 94 (1995) 79
30. Kuttan R., Bhanumathy P., Nirmala K., and George M.C. Cancer Lett. 29 (1985) 197
31. Liu J.Y., Lin S.J., and Lin J.K. Carcinogenesis 14 (1993) 857
32. Hasmeda M., and Polya G.M. Phytochemistry 42 (1996) 599
33. Zheng J., and Ramirez V.D. Br. J. Pharmacol. 130 (2000) 1115
34. Logan-Smith M.L., Lockyer P.J., East J.M., and Lee A.G. J. Biol. Chem. 276 (2001) 46905
35. Sumbilla C., Lewis D., Hammerschmidt T., and Inesi G. J. Biol. Chem. 277 (2002) 13900
36. Mahmmoud Y.A. Br. J. Pharmacol. 145 (2005) 236
37. Singh S., and Aggarwal B.B. J. Biol. Chem. 270 (1995) 24995
38. Choi H., Chun Y.-S., Kim S.-W., Kim M.-S., and Park J.-W. Mol. Pharmacol. 70 (2006) 1664
39. Lin J.K., Chen Y.C., Huang Y.T., and Lin-Shiau S.Y. J. Cell. Biochem. 28-29 (1997) 39
40. Reddy S., and Aggarwal B.B. FEBS Lett. 341 (1994) 19
41. Garg R., Ramchandani A.G., and Maru G.B. Carcinogenesis 29 (2008) 1249
42. Markov, P. In The Chemistry of Enols; Rapport, Z., Ed.; Wiley: Chichester, 1992; pp 69.
43. Claramunt R.M., Lopez C., Maria M.D.S., Sanz D., and Elguero J. Prog. Nucl. Magn. Reson. Spectrosc. 49 (2006) 169
44. St. Nikolov G., and Markov P. J. Photochem. Photobiol. A: Chem. 16 (1981) 93
45. Arnaut L.G., and Formosinno S.J. J. Photochem. Photobiol. A: Chem. 75 (1993) 1
46. Arnaut L.G., and Formosinno S.J. J. Photochem. Photobiol. A: Chem. 75 (1993) 21
47. Barik A., Priyadarsini K.I., and Mohan H. Photochem. Photobiol. 77 (2003) 597
48. Priyadarsini K.I. J. Photochem. Photobiol. C: Photochem. Rev. 10 (2009) 81
49. Marquez V.E., and Blumberg P.M. Acc. Chem. Res. 36 (2003) 434 and references cited therein
50. Moreno F., Cortijo M., and Gonzalez-Jimenez J. Photochem. Photobiolol. 69 (1999) 8
51. Nancy, E. L.; Blumberg, P. M. In Methods in Molecular Biology; Alexandra, C. N., Ed.; 2003; Vol. 233, pp 129.
52. Solution structure of the second C1 domain from human protein kinase C theta, Nagashima, T.; Hayashi, F.; Yokoyama, S. (To be published, PDB code: 2ENZ).
53. Quest A.F., Bardes E.S., Xie W.Q., Willott E., Borchardt R.A., and Bell R.M. Methods Enzymol. 252 (1995) 153