Conformationally constrained diacylglycerol (DAG) analogs: 4-C-hydroxyethyl-5-O-acyl-2,3-dideoxy-D-glyceropentono-1,4-lactone analogs as protein kinase C (PKC) ligands

European Journal of Medicinal Chemistry

Volumn 39, Issue 1, 2004, Pages 69-77

  Lee, Jeewoo ^a   Kim, Su Yeon ^a   Kang, Ji Hye ^a   Acs, Geza ^b   Acs, Peter ^b   Blumberg, Peter M ^b   Marquez, Victor E ^c  

^a Seoul National University   (South Korea)

^b NATIONAL CANCER INSTITUTE   (United States)

^c NATIONAL CANCER INSTITUTE   (United States)

Author keywords

DAG lactone; Diacylglycerol; Phorbol ester; Protein kinase C

Indexed keywords

DIACYLGLYCEROL DERIVATIVE; LACTONE DERIVATIVE;

ARTICLE; BINDING AFFINITY; CHIRALITY; COMPETITIVE INHIBITION; DRUG CONFORMATION; DRUG PURIFICATION; DRUG SYNTHESIS; DRUG TARGETING; ENTROPY; EVALUATION; LIGAND BINDING; MOLECULAR MODEL; RACEMIZATION; STRUCTURE ACTIVITY RELATION;

EID: 1342343182     PISSN: 02235234     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ejmech.2003.10.006     Document Type: Article

References (18)

1. Lester D.S., Espand R.M. Protein Kinase C. Current and Future Perspectives. 1992;Ellis Horwood, New York.
2. Kuo J.F. Protein Kinase C. 1994;Oxford University Press, New York.
3. Newton A.C. J. Biol. Chem. 270:1995;28495-28498.
4. Sharkey N.E., Leach K.L., Blumberg P.M. Proc. Natl. Acad. Sci. USA. 81:1984;607-610.
5. Marquez V.E., Nacro K., Benzaria S., Lee J., Sharma R., Teng K., Milne G.W.A., Bienfait B., Wang S., Lewin N.E., Blumberg P.M. Pharmacol. Ther. 82:1999;251-261.
6. Lee J., Sharma R., Wang S., Milne G.W.A., Lewin N.E., Szallazi Z., Blumberg P.M., George C., Marquez V.E. J. Med. Chem. 39:1996;36-45. (and preceding papers).
7. Nacro K., Bienfait B., Lee J., Han K.-C., Kang J.-H., Benzaria S., Lewin N.E., Bhattacharyya D.K., Blumberg P.M., Marquez V.E. J. Med. Chem. 43:2000;921-944.
8. Nakamura H., Kishi Y., Pajares M.A., Rando R.R. Proc. Natl. Acad. Sci. USA. 86:1989;9672-9676.
9. Rando R.R., Kishi Y. Biochemistry. 31:1992;2211-2218.
10. Wang S., Milne G.W.A., Nicklaus M.C., Marquez V.E., Lee J., Blumberg P.M. J. Med. Chem. 37:1994;1326-1338.
11. Zhang G., Kazanietz M.G., Blumberg P.M., Hurley J.H. Cell. 81:1995;917-924.
12. Tanaka M., Irie K., Nakagawa Y., Nakamura Y., Ohigashi H., Wender P.A. Bioorg. Med. Chem. Lett. 11:2001;719-722.
13. Benzaria S., Bienfait B., Nacro K., Wang S., Lewin N.E., Beheshti M., Blumberg P.M., Marquez V.E. Bioorg. Med. Chem. Lett. 8:1998;3403-3408.
14. Sodeoka M., Uotsu K., Shibasaki M. Tetrahedron Lett. 36:1995;8795-8798.
15. Marquez V.E., Sharma R., Wang S., Lewin N.E., Blumberg P.M., Kim I.-S., Lee J. Bioorg. Med. Chem. Lett. 8:1998;1757-1762.
16. Teng K., Marquez V.E., Milne G.W.A., Barchi J.J. Jr, Kazanietz M.G., Lewin N.E., Blumberg P.M., Abushanab E. J. Am. Chem. Soc. 114:1992;1059-1070.
17. Sharma R., Marquez V.E., Milne G.W.A., Lewin N.E., Blumberg P.M. Bioorg. Med. Chem. Lett. 3:1993;1993-1998.
18. Lee J., Marquez V.E., Lewin N., Blumberg P.M. Synlett. 1994;206-208.