Mapping phorbol ester binding domains of protein kinase C (PKC): The design, synthesis and biological activity of novel phorbol ester dimers

Synthesis

Volumn , Issue SPEC. ISS., 1999, Pages 1401-1406

  Wender, Paul A ^a   Koehler, Michael F T ^a   Wright, Dennis L ^a   Irie, Kazuhiro ^b  

^a STANFORD UNIVERSITY   (United States)

^b KYOTO UNIVERSITY   (Japan)

Author keywords

Antitumor agents; Bioorganic chemistry; Dimerizations; Esterifications; Lipids

Indexed keywords

DIMER; PHORBOL ESTER DERIVATIVE; PROTEIN KINASE C;

ARTICLE; BINDING AFFINITY; DIMERIZATION; DRUG DESIGN; ESTERIFICATION; SYNTHESIS;

EID: 0032768531     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-3656     Document Type: Article

References (18)

1. Nishizuka, Y. Science 1986, 233, 305.
2. Dekker, L. V.; Parker, P. J. Trends Biochem. Sci. 1994, 19, 73.
3. Wender, P. A.; Irie, K.; Miller, B.L. Proc. Natl. Acad. Sci. USA 1995, 92, 239.
4. Irie, K.; Oie, K.; Nakahara, A.; Yanai, Y.; Ohigashi, H.; Wender, P. A.; Fukuda, H.; Konishi, H.; Kikkawa, U. J. Am. Chem. Soc. 1998, 120, 9159.
5. Quest, A. F.; Bell, R.M. J. Biol. Chem. 1991, 266, 18330. Iric, K.; Yanai, Y.; Oie, K.; Ishizawa, J.; Nakagawa, Y.; Ohigashi, H.; Wender, P. A.; Kikkawa, U. Bioorg. & Med. Chem. 1997, 5, 1725.
6. Quest, A. F.; Bell, R.M. J. Biol. Chem. 1991, 266, 18330. Iric, K.; Yanai, Y.; Oie, K.; Ishizawa, J.; Nakagawa, Y.; Ohigashi, H.; Wender, P. A.; Kikkawa, U. Bioorg. & Med. Chem. 1997, 5, 1725.
7. Malmberg, A. B.; Chen, C.; Tonegawa, S.; Basbaum, A.I. Science 1997, 278, 279.
8. During the course of our investigations, the following example of these homodimeric species appeared in the literature: Sodeoka, M.; Arai, M. A.; Adachi, K.; Uotsu, K.; Shibasaki, M. J. Am. Chem. Soc. 1998, 120, 457.
9. Wender, P. A.; Koehler, K.F.; Sharkey, N. A.; Dell'Aquila, M.L.; Blumber, P. M. Proc. Natl. Acad. Sci. USA 1986, 83, 4214. Wender, P. A.; Cribbs, C. M. Adv. Med. Chem. 1992, 1, 1.
10. Wender, P. A.; Koehler, K.F.; Sharkey, N. A.; Dell'Aquila, M.L.; Blumber, P. M. Proc. Natl. Acad. Sci. USA 1986, 83, 4214. Wender, P. A.; Cribbs, C. M. Adv. Med. Chem. 1992, 1, 1.
11. Hecker, E.; Schmidt, R. Fortschr. Chem. Org. Naturst. 1974, 31, 377.
12. Yamaguchi, M. J. Synth. Org. Chem. Jpn. 1980, 38, 22.
13. Bollag, G. E.; Roth, R. A.; Beaudoin, J.; Mochly-Rosen, D.; Koshland, D.E. Proc. Natl. Acad. Sci. USA 1986, 83, 5822.
14. Wender, P. A.; DeBranbander, J.; Harran, P. G.; Jimenez, J.-M.; Koehler, M.F.T.; Lippa, B.; Park, C.-M.; Siedenbiedel, C.; Pettit, G.R. Proc. Natl. Acad. Sci. USA 1998, 95, 6624.
15. Goldstein, A.; Barrett, R. W. Mol. Pharm. 1987, 31, 603.
16. Sharkey, N. A.; Blumberg, P.M. Carcinogenesis 1986, 7, 677. Sharkey, N. A.; Blumberg, P.M. Cancer Res. 1985, 45, 19.
17. Sharkey, N. A.; Blumberg, P.M. Carcinogenesis 1986, 7, 677. Sharkey, N. A.; Blumberg, P.M. Cancer Res. 1985, 45, 19.
18. Epand, R. M. Analytical Biochemistry 1994, 218, 241.