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Vol. 35 No. 5 (2023): Vol 35 Issue 5, 2023

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Synthesis, Characterization, Cytotoxicity Analysis and Anti-Dengue Activity of Newer Nucleoside Analogues

https://doi.org/10.14233/ajchem.2023.27719
S.V. Alagasamy
Faculty of Pharmacy, AIMST University, Bedong 08100, Kedah, Malaysia
https://orcid.org/0009-0005-6347-5294
S. Fuloria
Faculty of Pharmacy, AIMST University, Bedong 08100, Kedah, Malaysia
https://orcid.org/0000-0002-5381-5655
F. Franklin
2Department of Parasitology & Department of Medical Microbiology, University Malaya, Kuala Lumpur 50603, Malaysia 3Department of Medical Microbiology, Faculty of Medicine, University of Malaya, Kuala Lumpur 50603, Malaysia
https://orcid.org/0009-0006-0763-7807
C.S. Raju
Department of Medical Microbiology, Faculty of Medicine, University of Malaya, Kuala Lumpur 50603, Malaysia
https://orcid.org/0000-0003-2695-9132
D. Jagadeesan
Department of Biotechnology, Faculty of Applied Science, AIMST University, Bedong 08100, Kedah, Malaysia
M.A. Saad
Department of Biotechnology, Faculty of Applied Science, AIMST University, Bedong 08100, Kedah, Malaysia
R. Veerasamy
Faculty of Pharmacy, AIMST University, Bedong 08100, Kedah, Malaysia
https://orcid.org/0000-0001-9903-8890
S. Karupiah
Faculty of Pharmacy, AIMST University, Bedong 08100, Kedah, Malaysia
https://orcid.org/0000-0003-2298-7507
N.K. Fuloria
Faculty of Pharmacy, AIMST University, Bedong 08100, Kedah, Malaysia
https://orcid.org/0000-0002-8970-5212

Corresponding Author(s) : S. Karupiah

sundram@aimst.edu.my

Asian Journal of Chemistry, Vol. 35 No. 5 (2023): Vol 35 Issue 5, 2023

Abstract

World Health Organization (WHO) report suggests that dengue the life-threatening disease currently has no specific medication. Hence, present study was intended to synthesize some new nucleoside analogues (NNAs) to combat the dengue virus (DENV-2). Study involved synthesis of 1-(4-((substituted cyclohexyl)methyl)-2-(3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-3,5-dihydroxy-1,2,4-triazinan-1-yl)ethanone (3a-f) by hydrogenation and acetylation of 4-((substituted-cyclohexa-2,5-dienylidene)methyl)-2-(3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-1,2,4-triazine-3,5(2H,4H)-dione (3a-f), that was synthesized by treating uridine derivative (1) with various substituted aldehydes. The structures of newly synthesized NNAs were characterized using NMR, FTIR and mass spectrometric data. Effectiveness of the synthesized NNAs against dengue was also evaluated based on their anti-dengue activity using DENV-2 serotype and cytotoxicity evaluation against Vero cells using MTT assay. Present study reports successful synthesis of NNAs 3a-f with high inhibition potential against DENV-2 and minimal to absence of cytotoxicity. Significant anti-dengue activity and least/no cytotoxicity of NNAs against DENV-2 supports their potential application in dengue treatment. However, synthesized NNAs should be further evaluated for preclinical and clinical significance.

Keywords

Nucleoside DENV-2 Dengue Anti-dengue Uridine
Alagasamy, S., Fuloria, S., Franklin, F., Raju, C., Jagadeesan, D., Saad, M., … Fuloria, N. (2023). Synthesis, Characterization, Cytotoxicity Analysis and Anti-Dengue Activity of Newer Nucleoside Analogues. Asian Journal of Chemistry, 35(5), 1095–1100. https://doi.org/10.14233/ajchem.2023.27719
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