Affiliation:
1. Bioorganic Research Laboratory, Department of Chemistry, University of Allahabad, Prayagraj-211002, India
2. Department of Chemistry, Mody University of Science & Technology, Lakshmangarh-332311, India
Abstract
A number of fluorescent conjugates of popular anti-HIV drugs 2′,3′-didehydro-2′,3′-dideoxythymidine
(stavudine, d4T) and 3′-azido-3′-deoxythymidine (zidovudine, AZT) with 1,8-naphthalimide were
synthesized using the coupling reagent dicyclohexylcarbodiimide (DCC) in the presence of
4-dimethylaminopyridine (DMAP) and N,N-dimethylformamide (DMF) as solvent at room temperature.
The steady-state fluorescence measurement studies on these conjugates showed solvatochromic effect.
Further, the fluorescence of drug conjugates was recorded in the presence of ions like Na+ and K+ at
body level concentration of 135-145 mmol L-1 and 3.6-5.1 mmol L-1, respectively, in phosphate buffer
at pH 7.4 in aqueous media. It was observed that the drug conjugates did not show appreciable
fluorescence quenching in presence of ions and buffer.
Publisher
Asian Journal of Chemistry