Antidiabetic phosphates

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

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536119, 536 11, 536 41, 514866, 514884, 47 58, C07H 1300, C08B 3700, A01C 100, A61K 3100

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active

049687905

ABSTRACT:
Phosphates are disclosed which stimulate the enzyme fructose-1,6-bisphosphatase and inhibit the enzyme 6-phosphofructo-1-kinase, thereby lowering glucose levels in mammals. These phosphates may thus be used to treat hyperglycemia and/or diabetes. Processes for the synthesis of the phosphates are also disclosed.

REFERENCES:
patent: 4745185 (1988-05-01), Maryanoff et al.
The British Drug Houses Ltd., B. D. H. Laboratory Chemical Division, Poole, England, "Sugar Phosphates and Some Closely Related Substances", Mar. 1958, p. 5.
Brigl et al., Berichte, 66, 325-330 (1933).
Rabinsohn et al., J. Org. Chem., 32, 3452-3457 (1967).
Koerner et al., Carbohydrate Res., 59, 403-416 (1977).
Pilkis et al., J. Biol. Chem., 256, 3171-3174 (1981).
Voll et al., Carbohydrate Res., 95, 145-154 (1981).
Otero et al., Carbohydrate Res., 128, 79-86 (1984).
McClard et al., Arch. Biochem. & Biophys., 245, 282-286 (1986).
Meuwly, Helv. Chim. Acta, 69, 751-760 (1986).
Nicotra et al., J. Org. Chem., 52, 5627-5630 (1987).
Reitz et al., Tetrahedron Letters, 26, 3915-3918 (1985).
Maryanoff et al., Carbohydate Res., 171, 259-278 (1987).

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