FIELD: pharmacology.
SUBSTANCE: invention relates to a method for preparing neopetroside A, which can be used in medicine as an agent inhibiting activity against glycogen synthase-3β and glycogen synthase-3α. The proposed method is characterized in that 2,3-acetonide-D-ribose is acylated with para-acetoxybenzoyl chloride in pyridine to obtain 2,3-O-acetonide-5-O-(4-acetoxybenzoyl)-D-ribose, then the resulting compound is treated with ethyl niconate to form 1-[2,3-O-acetonide-5-O-(4-acetoxybenzoyl)-α-D-ribofuranosyl]pyridinium-3-carboxylate, then the resulting compound is treated with an aqueous solution of ammonia to form 1-[2,3-O-acetonide-5-O-(4-hydroxybenzoyl)-α-D-ribofuranosyl]pyridinium-3-carboxylate, then the resulting compound is treated with an acid to form neopetroside A([5-O-(4-hydroxybenzoyl)-α-D-ribofuranosyl]pyridinium-3-carboxylate) in a salt form.
EFFECT: new effective method of a valuable product and its new application as an agent possessing glycogen synthase inhibitory activity are proposed.
2 cl, 5 ex, 1 tbl, 10 dwg
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Authors
Dates
2017-09-04—Published
2016-05-31—Filed