Camptothecin analogs and methods of preparation thereof

Details Camptothecin analogs and methods of preparation thereof Camptothecin analogs and methods of preparation thereof

1997-08-29

2000-11-21

Berch, Mark L

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Silicon containing doai

546 14, 558302, 560 30, C07F 708, A61P 3500, A61K 31695

Patent

active

061503436

ABSTRACT:
The present invention provides generally a compound having the following general formula (1): ##STR1## wherein R.sup.1 and R.sup.2 are independently the same or different and are hydrogen, an alkyl group, an alkenyl group, a benzyl group, an alkynyl group, an alkoxyl group, an aryloxy group, an acyloxy group, a OC(O)OR.sup.d group, a carbamoyloxy group, a halogen, a hydroxyl group, a nitro group, a cyano group, an azido group, a formyl group, a hydrazino group, an acyl group, an amino group, --SR.sup.c, wherein, R.sup.c is hydrogen, an acyl group, an alkyl group, or an aryl group, or R.sup.1 and R.sup.2 together form a group of the formula --O(CH.sub.2).sub.n O-- wherein n represents the integer 1 or 2; R.sup.3 is H, F, a halogen atom, a nitro group, an amino group, a hydroxyl group, or a cyano id group; or R.sup.2 and R.sup.3 together form a group of the formula --O(CH.sub.2).sub.n O-- wherein n represents the integer 1 or 2; R.sup.4 is H, F, a C.sub.1-3 alkyl group, a C.sub.2-3 alkenyl group, a C.sub.2-3 alkynyl group, or a C.sub.1-3 alkoxyl group; R.sup.5 is a C.sub.1-10 alkyl group, or a propargyl group; and R.sup.6, R.sup.7 and R.sup.8 are independently a C.sub.1-10 alkyl group, a C.sub.2-l0 alkenyl group, a C.sub.2-10 alkynyl group, an aryl group or a --(CH.sub.2).sub.N R.sup.9 group, wherein N is an integer within the range of 1 through 10 and R.sup.9 is a hydroxyl group, alkoxy group, an amino group, an alkylamino group, a dialkylamino group, a halogen atom, a cyano group or a nitro group; and pharmaceutically acceptable salts thereof.

REFERENCES:
patent: 5468859 (1995-11-01), Fortunak
patent: 5700939 (1997-12-01), Fortunak
patent: 5910491 (1999-06-01), Hausheer
Curran, D.P. and Liu, H., "New 4+1 Radical Annulations--A Formal Total Synthesis of (+/-)-Camptothecin," J. Am. Chem Soc., 114, 5863-5864 (1992). Published Jul. 1, 1992.
Curran, D.P., "The Camptothecins--A reborn Family of Antitumor Agents", J. Chin. Chem. Soc., 40, 1-6 1(993). Published Feb. 1993.
Curran, D.P. et al., "Recent Applications of Radical Reactions in Natural Product Synthesis," Pure Appl. Chem., 65, 1153-1159 (1993). Published Jun. 1993.
Curran, D.P. et al., "Cascade Radical Reactions of Isonitriles: A Second-Generation Synthesis of (20S)-Camptothecin, Topotecan, Irinotecan, and GI-147211C," Angew. Chem. Int. Ed, 34, 2683-2684 (1995). Published Jan. 15, 1996.
Curran, D.P., Liu, H.; Josien, H; Ko, S.B., "Tandem Radical Reactions of Isonitriles with 2-pyrdonyl and other aryl radicals: Scope and Limitations, and a First Generation Sunthesis of (+/-)-Camptothecin," Tetrahedron, 52, 11385-11404 (1996). Published Aug. 1996.
Josien, H. and Curran, D.P., "Synthesis of (S)-mappicine and Mappicine Ketone Via Radical Cascade Reaction of IsonitilLes," Tetrahedron, 53, 8881-8886 (1997). Published Jun. 30, 1997.
Liu, H. et al., "Selective N-Fnctionalization of 6-Substituted-2-Pyridones," Tetrahedron Letters, 36:49, 8917-8920 (1995).

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