METHOD OF PRODUCING INDOLO[2,3]PYRROLO[3,4-c]CARBAZOLE-5,7-DIONES N-GLYCOSIDES EXHIBITING CYTOTOXIC AND ANTICANCER ACTIVITY Russian patent published in 2011 - IPC C07H19/23 

FIELD: medicine.

SUBSTANCE: invention refers to a method of producing indolo[2,3]pyrrolo[3,4-C]carbazole-5,7-dione N-glycosides of general formula (Ia-d), where Gly means (a) L-arabinopyranosyl-, (b) D-galactopyranosyl-, (c) D-ribopyranosyl-, (d) D-xylopyranosyl-. The offered method involves 1) reaction of appropriate acetyl glycosylinole and oxalyl chloride in methylene chloride with producing appropriate acetyl glycoside indole-3-ylglyoxylyl chloride, 2) addition of 1-formylindole-3-ylacetic acid and triethylamine in a dioxane medium with producing appropriate 3-(indole-3-yl)-4 (acetylglycosylindole-3-yl)furan-2,5-dione derivative which are isolated by adding water in a reaction mass to isolate a prepared product as a precipitate not requiring preliminary purification for the further stages, 3) photochemical oxidation of the product prepared at the previous stage in the presence of iodine in benzene to appropriate furanocarbazole derivative, 4) following processing of furanocarbazole derivative by an aqueous solution of ammonia in N,N-dimethylformamide at high temperature and pressure. Indolo[2,3]pyrrolo[3,4-C]carbazole-5,7-dione glycosides prepared thereby exhibit evident cytotoxic and anticancer activity with respect to cervical carcinoma CC-5, lymphocytic leukemia L-5178y and ascitic Ehrlich's tumours.

EFFECT: higher cytotoxic and anticancer activity of the compositions.

3 cl, 4 ex, 1 tbl