Synthesis of S-glycosides analogues containing Thiouracil unite and Evaluated as antibacterial and Antifungal active

Abstract

Preparation of new S-glycosides including thiouracil derivatives as heterobase. The main step of this work is the formation of thiouracil derivatives [1-3] by the condensation reaction of ethyl cyanoacetate, aromatic aldehydes and thiourea to form target compounds [1-3], after protection of the hydroxyl groups in sugar (D-fructose, L- sorbose, and D-galactose), react with hydrobromic acid 45% in glacial acetic acid give different Bromo sugars [a-c], which coupled with prepares thiouracil derivatives [1-3] and propylthiouracil [4] in the presence of K2CO3 to afford the corresponding product S-glycoside analogs [1-4a, 1-4b, 1-4c]. deprotection of the S-glycoside analogs in acid and base medium, led to the free S-glycoside derivatives [1-4d,1-4e,1-4f]. The obtained compounds were tested for their antibacterial and antifungal actives.