Conjugates of Dihydroquercetin with 6,7-Dimethoxytetrahydroisoquinoline and Salsolidine
SH. N. ZHURAKULOV, M. G. LEVKOVICH and V. I. VINOGRADOVA
Yunusov Institute of Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Ul. Mirzo Ulugbek 77, Tashkent 100170 (Uzbekistan)
Keywords: дигидрокверцетин, 6, 7-диметокситетрагидроизохинолин, сальсолидин, формалин, Salsola richteri, реакция Манниха, dihydroquercetin, 6, 7-dimethoxytetrahydroisoquinoline, salsolidine, formalin, Salsola richteri, Mannich reaction
Abstract
6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline was synthesized according to Pictet-Spengler reaction from homoveratrylamine and formaldehyde. Alkaloid salsolidine was extracted from the plant species
Salsola richteri Karel. Heterocyclic monosubstituted conjugates of dihydroquercetin (DHQ) were synthesized through the interaction of DHQ with 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline and salcolidine according to Mannich reaction. Electrophilic substitution proceeds only at the 6th position of DHQ; the formation of other products was not observed. The synthesis of derivatives was carried out in isopropanol at a temperature within 20-25 °C and the ratio of DHQ/isoquinoline/formalin = 1 : 1 : 1.
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