Castanospermine esters and glycosides

Details Castanospermine esters and glycosides Castanospermine esters and glycosides

1990-05-01

1991-05-21

Berch, Mark L.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Carbohydrate doai

514 66, 514299, 514866, 536 173, 546183, C07D47104, A61K 31445

Patent

active

050175637

ABSTRACT:
Castanospermine mono- and di-esters and glycosides active as inhibitors of carbohydrate digestive enzymes and useful in treating diabetes are described herein. The compounds are prepared by the reaction of castanospermine with an appropriate acid halide or anhydride or with an appropriate glycosyl halide or glycosyl acetimidate under conditions which would favor the isolation of the mono- and di-esterified and glycosylated products. Various blocking groups, which can be selectively removed under mild conditions, can also be used to favor the formation of certain isomers.

REFERENCES:
L. D. Hohenschutz et al., Phytochemistry, 20(4), 811-814 (1981).
D. L. Dreyer et al., Journal of Chemical Ecology, 11(8), 1045-51 (1985).
P. S. Sunkara et al., Society for Complex Carbohydrates, 17th Annual Mtg., San Antonio, Tex., Glycosidase Inhibitors as Antivirals Against Human Immunodificiency Virus (HIV) (Abstract Provided).
Sue Armstrong, Tree Compounds May Strip the Virus of its Powers, New Scientist, 120 (1640), 23 (1988).
J. Chattopadhyaya, JCS Chem. Comm., 1979, p. 987.
Sunkara, Abstract 9 and Slides from 17th Annual Meeting of Society for Complex Carbohydrates, 11-3-88.
Tommila, Chem. Abs. 35, 6172 (1944).
Bender, J. Amer. Chem. Soc., 87, 4545 (1965).
Greene, "Protective Groups in Organic Chemistry", pp. 62-63.
Hohenschutz, Chem. Abs. 95, 202446 (1981).
Bernotas, Chem. Abs. 100, 192129b (1984).
Setoi, Chem. Abs. 105, 24481v (1985).
Campbell, Chem. Abs. 107, 215128m (1987).
Saul et al., Chem. Abs. 102, 126770u (1985).
Saul et al., Chem. Abs. 98, 139631y (1983).
Palmarczyk, Chem. Abs. 103, 20519z (1985).
Chambers, Chem. Abs. 105, 129836t (1986).

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