Farmacologia Clínica e Biofarmacêutica

Abstrato

18-Glycyrrhetinic Acid Chalcones and Its Salts with Their Mass Fragmentation Pattern

Shazia Kousar, Sobia Shahzadi, Fehmeeda Bibi, Madiha Irfan, Muhammad Ahmad Mudassir

This work reveals the synthesis of chalcones which are derived from 18β-glycyrrhetinic acid, through its keto derivative. First of all by means of Jones oxidation the hydroxyl group of glycyrrhetinic acid at position 3 oxidized to keto group. Then α, β-unsaturated ketones (enones) are produced when this keto group is treated with different benzaldehyde through Claisen Schmidt reaction. We also prepared potassium and sodium salts of all these compounds. By mean of thin layer chromatography reactions are monitored and by means of chromatographic techniques reaction products are purified. By using spectroscopic techniques like MS, 1HNMR and IR 18β-glycyrrhetinic acid derivatives are characterized. By the presence of all the possible peaks 1HNMR spectra confirms the products formation. The Claisen Schmidt synthesis has been done successfully this is shown by the existence of aromatic proton. Their fragmentation pattern and mass spectra of all the compounds discussed in detail with schemes. Almost same fragmentation pattern is shown by all the compounds. Fragments had shown by all the compounds at m/z 262, 55, 135 and 303 along with other fragments. Formation of potassium and sodium salts of compound 3, its keto derivative and of chalcones confirmed by the IR of salts.