© 1990 Oxford University Press
other |
Structure-activity relationship within a series of okadaic acid derivatives
Cancer Prevention Division, National Cancer Center Research Institute 5-1-1 Tsukiji, Chuo-ku, Tokyo 104
2Department of Chemistry. Faculty of Science, Nagoya University Chikusa-ku, Nagoya 464
3Faculty of Arts, Shizuoka University Ohya, Shizuoka 422
4Department of Food Chemistry, Faculty of Agriculture, Tohoku University Tsutsumidori Amamiya, Sendai 980, Japan
5Department of Chemistry, University of Oklahoma Norman, Oklahoma 73019, USA
6National Cancer Center Chuo-ku, Tokyo 104, Japan
1To whom correspondence should be addressed
Okadaic acid (OA) is a potent non-12-O-tetradecanoyl-phorbol-13-acetate (non-TPA) type tumor promoter on mouse skin. OA acts on cells through inhibiting the activity of protein phosphatases and results in the increase of phosphorylation of proteins. Seventeen OA derivatives were evaluated as possible tumor promoters by means of three biochemical tests: inhibition of specific [3H]OA binding to a particulate fraction of mouse skin containing protein phosphatases, inhibition of protein phosphatase activity, and induction of ornithine decarboxylase in mouse skin. Potency in each of these biochemical tests correlated well for each of these derivatives. We present results indicating that the carboxyl group as well as the four hydroxyl groups at C-2, C-7, C-24 and C-27 of OA are important for activity. Acanthifolicin, which gave positive responses in these three biochemical tests as strong as those of OA and dinophysistoxin-1, is predicted to be an additional member of the OA class of tumor promoters.
CiteULike 
Connotea 
Del.icio.us What's this?
This article has been cited by other articles:
|
|
 |
|
  S. Chu and T. J. Ferro Identification of a hydrogen peroxide-induced PP1-JNK1-Sp1 signaling pathway for gene regulation Am J Physiol Lung Cell Mol Physiol, November 1, 2006; 291(5): L983 - L992. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 J. C. Edberg, H. Qin, A. W. Gibson, A. M. F. Yee, P. B. Redecha, Z. K. Indik, A. D. Schreiber, and R. P. Kimberly The CY Domain of the Fcgamma RIa alpha -Chain (CD64) Alters gamma -Chain Tyrosine-based Signaling and Phagocytosis J. Biol. Chem., October 18, 2002; 277(43): 41287 - 41293. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
J. T. Maynes, K. S. Bateman, M. M. Cherney, A. K. Das, H. A. Luu, C. F. B. Holmes, and M. N. G. James Crystal Structure of the Tumor-promoter Okadaic Acid Bound to Protein Phosphatase-1 J. Biol. Chem., November 16, 2001; 276(47): 44078 - 44082. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 M. Trujillo, L. Candenas, C. G. Cintado, J. Magraner, J. Fernandez, J. D. Martín, and F. M. Pinto Hormonal Regulation of the Contractile Response Induced by Okadaic Acid in the Rat Uterus J. Pharmacol. Exp. Ther., March 1, 2001; 296(3): 841 - 848. [Abstract] [Full Text]
|
|
|
|
 |
|
 M. J. Peirce, M. R. Munday, and P. T. Peachell Role of protein phosphatases in the regulation of human mast cell and basophil function Am J Physiol Cell Physiol, December 1, 1999; 277(6): C1021 - C1028. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
J. S. Sidhu and C. J. Omiecinski An Okadaic Acid-Sensitive Pathway Involved in the Phenobarbital-Mediated Induction of CYP2B Gene Expression in Primary Rat Hepatocyte Cultures J. Pharmacol. Exp. Ther., August 1, 1997; 282(2): 1122 - 1129. [Abstract] [Full Text]
|
|
|
|
|
|
E. Arteche, G. Strippoli, G. Loirand, P. Pacaud, L. Candenas, J.-C. Moltó, L. Souto, J. Fernandez, M. Norte, J. D. Martín, et al. An Analysis of the Mechanisms Involved in the Okadaic Acid-Induced Contraction of the Estrogen-Primed Rat Uterus J. Pharmacol. Exp. Ther., July 1, 1997; 282(1): 201 - 207. [Abstract] [Full Text]
|
|
|
|
|
|
I. Marriott and M. J. Mason Evidence for a Phorbol Ester-insensitive Phosphorylation Step in Capacitative Calcium Entry in Rat Thymic Lymphocytes J. Biol. Chem., October 25, 1996; 271(43): 26732 - 26738. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 G Habermacher and W. Sale Regulation of flagellar dynein by an axonemal type-1 phosphatase in Chlamydomonas J. Cell Sci., January 7, 1996; 109(7): 1899 - 1907. [Abstract] [PDF]
|
|
|
|
|
|
A. Zweifach and R. S. Lewis Slow Calcium-dependent Inactivation of Depletion-activated Calcium Current J. Biol. Chem., June 16, 1995; 270(24): 14445 - 14451. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
C. Randriamampita and R. Y. Tsien Degradation of a Calcium Influx Factor (CIF) Can Be Blocked by Phosphatase Inhibitors or Chelation of Ca[IMAGE] J. Biol. Chem., January 6, 1995; 270(1): 29 - 32. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
A Das, M Gale, V Carter, and M Parsons The protein phosphatase inhibitor okadaic acid induces defects in cytokinesis and organellar genome segregation in Trypanosoma brucei J. Cell Sci., January 12, 1994; 107(12): 3477 - 3483. [Abstract] [PDF]
|
|
|
|
 |
|
 R. Mulkey, C. Herron, and R. Malenka An essential role for protein phosphatases in hippocampal long-term depression Science, August 20, 1993; 261(5124): 1051 - 1055. [Abstract] [PDF]
|
|