Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1989-09-27
1991-05-28
Fan, Jane T.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
514453, 549276, 549277, 549279, 549348, 568374, 556489, 556436, A61K 31365, C07D49318
Patent
active
050195905
ABSTRACT:
A process for synthesizing oxygen-containing polyoxatetracycle compounds and in particular analogs of the antimalarial agent known as qinghaosu or artemisinin is disclosed. The process employs as a reactant an olefinically unsaturated bicyclic bridging ketone having nonenolizable bridgehead moieties for both of its alpha positions. This ketone is converted to a vinylsilane that is subjected to ozonolytic cleavage of its olefinic bond to yield a member of a family of unique carboxyl/carbonyl-substituted vinylsilanes which may in turn optionally be subjected to a wide range of reactions prior to a final ozonolysis/acidification step which closes the oxygen-containing ring structure. The various intermediates are claimed as aspects of this invention as are novel tetracycles and their use as antimalarials.
REFERENCES:
patent: 4350638 (1982-09-01), Lee
Song CA 103:205354K
Xu CA 99:158654V
Yu. CA 95:150917e
Li. CA 98:4420h
Wang CA 94:90114h
Buchi et al., (1978) Journal of the American Chemical Society 100:294-295.
Still (1976) Synthesis 7:453-454.
Taguchi et al., (1973) Journal of the American Chemical Society 95:7413-7418.
Warnhoff et al., (1967) Journal of Organic Synthesis 32:2664-2669.
Klayman (1985) Science 228:1049-1055.
Klayman (1979) Chinese Medical Journal 92:811-816.
Zhou (1986) Pure and Applied Chemistry 58:817-824.
Schmid et al., (1983) Journal of the American Chemical Society 105:624-625.
Avery et al., (1987) Tetrahedron Letters 28:4629-4632.
Clark et al., (1985) J. Org. Chem. 50:1994-1996.
Rosch et al., (1981) Angew. Chem. Int. Ed. Engl. 20:581-582.
Xing-Xiang et al., (1986) Tet. Lett. 42:819-828.
Ireland et al., (1984) Journal of the American Chemical Society 106:3668-3670.
Avery Mitchell A.
Chong Wesley K. M.
Fan Jane T.
Lange Richard P.
SRI - International
LandOfFree
Antimalarial analogs of artemisinin does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Antimalarial analogs of artemisinin, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Antimalarial analogs of artemisinin will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-36322