Semisynthesis of RPR 121056A, a major metabolite of irinotecan (CPT-11)

Tetrahedron Letters

Volumn 37, Issue 35, 1996, Pages 6327-6330

  Bourzat, Jean Dominique ^a   Vuilhorgne, Marc ^a   Rivory, Laurent P ^b   Robert, Jacques ^c   Commerçon, Alain ^a  

^a SANOFI   (France)

^b UNIVERSITY OF QUEENSLAND   (Australia)

^c INSTITUT BERGONIÉ   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CAMPTOTHECIN DERIVATIVE; DNA TOPOISOMERASE; DRUG METABOLITE; IRINOTECAN DERIVATIVE; RPR 121056A; UNCLASSIFIED DRUG;

ARTICLE; CYTOTOXICITY; DRUG SYNTHESIS; ENZYME INHIBITION;

EID: 0030603072     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01387-1     Document Type: Article

References (13)

1. 1. a) Wall M.E., Wani M.C., Cook C.E., Palmer K.H., McPhail A.T., Sim G.A., J. Am. Chem. Soc., 1966, 88, 3888-3890.
2. b) Wall M.E., Wani M.C., Cancer Res., 1995, 55, 753-760.
3. 2. Hsiang Y-H., Hertzberg R., Hecht S., Liu L., J. Biol. Chem., 1985, 260, 14873-14878.
4. 3. Sawada S., Okajima S., Aiyama R., Nokata K-I., Furuta T., Yokokura T., Sugino E., Yamaguchi K., Miyasaka T., Chem. Pharm. Bull., 1991, 39, 1446-1454.
5. For reports on camptothecine analogs and topoisomerase I inhibitors see: a) Burris H.A., Rothenberg M.L., Kuhn J.G., Von Hoff D.D., Semin. Oncol., 1992, 19, 364-368.
6. b) Slichenmyer W.J., Rowinski E.K., Donehower R.C., Kaufmann S.H., J. Natl. Cancer Inst., 1993, 85, 271-291.
7. 4. Kawato Y., Aonuma M., Hirota Y., Kuga H., Sato K., Cancer Res., 1991, 51, 4187-4191.
8. 5. Rivory L.P., Robert J., J. Cancer Chemother. Pharmacol., 1995, 36, 176-179.
9. 6. Rivory L.P., Riou J-F., Haaz M-C., Sable S., Vuilhorgne M., Commerçon A., Pond S.M., Robert J., Cancer Res., 1996, in press.
10. 7. Arai I., Muramatsu I., J. Org. Chem., 1983, 48, 121-123.
11. 8. Labouta I.M., Falch E., Hjeds H., Krogsgaard-Larsen P., Eur. J. Med.-Chim. Ther., 1982, 17, 531-535.
12. 9. Abdel-Magid A.F., Maryanoff C.A., Carson K.G., Tetrahedron Lett., 1990, 31, 5595-5598.
13. 2O-at C-17); 7,35 (s, 1H : -H at C-14); 7,70 (dd, J = 8,5 and 2 Hz, 1H : -H at C-11); 8,02 (d, J = 2 Hz, 1H : -H at C-9); 8,22 (d, J = 8,5 Hz, 1H : -H at C-12).