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Vol. 33 No. 11 (2021): Vol 33 Issue 11, 2021

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Photophysical Studies on Drug Conjugates of Stavudine/Zidovudine and 1,8-Naphthalimide in Different Solvent Systems

https://doi.org/10.14233/ajchem.2021.23348
Nidhi Singh
Bioorganic Research Laboratory, Department of Chemistry, University of Allahabad, Prayagraj-211002, India
Farha Naaz
Bioorganic Research Laboratory, Department of Chemistry, University of Allahabad, Prayagraj-211002, India
Rajesh Verma
Bioorganic Research Laboratory, Department of Chemistry, University of Allahabad, Prayagraj-211002, India
Shivendra Singh
Department of Chemistry, Mody University of Science & Technology, Lakshmangarh-332311, India
Ramendra K. Singh
Bioorganic Research Laboratory, Department of Chemistry, University of Allahabad, Prayagraj-211002, India

Corresponding Author(s) : Ramendra K. Singh

rksinghsrk@gmail.com

Asian Journal of Chemistry, Vol. 33 No. 11 (2021): Vol 33 Issue 11, 2021

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.

Keywords

Fluorescence Solvatochromism Fluorescence lifetime Stavudine Zidovudine
Singh, N., Naaz, F., Verma, R., Singh, S., & K. Singh, R. (2021). Photophysical Studies on Drug Conjugates of Stavudine/Zidovudine and 1,8-Naphthalimide in Different Solvent Systems. Asian Journal of Chemistry, 33(11), 2729–2736. https://doi.org/10.14233/ajchem.2021.23348
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