Abstract
The main focus of the dissertation is the synthesis of neuraminidase inhibitors. Besides the synthesis of novel series of zanamivir derived neuraminidase inhibitors synthesis of prodrugs of zanamivir was also presented. The synthesized prodrugs of zanamivir include gly-gln dipeptide coupled at C-9 position of zanamivir (19), C-1 esterified zanamivir with methionine coupled at C-9 position (23) and zanamivir esterified at C-1 position with methionine coupled 4- aminobenzyl alcohol trigger (27). These prodrugs of zanamivir are submitted for enzyme based biological assay to study their oral uptake efficacy. Further, a series of C-4 modified zanamivir derivatives bearing the triazole moiety linked to the guanidine functionality with alkyl spacer were also synthesized. The hydrolysis of the triazole derivatives to obtain the fully deprotected products, which were intended to submit for their biological evaluation, resulted in the cleavage of amide bond linking the guanidine group of zanamivir and alkyl spacer with triazole.