| PENJARLA, Srishylam, Paidi Yella REDDY, Santhosh PENTA, Yogesh S. SANGHVI, Ludek EYER, Michal STEFANIK, Daniel RŮŽEK and Shyamapada BANERJEE. Efficient synthesis of novel 2-deoxy-C-nucleosides containing oxa and thiadiazole derivatives and their biological activity. Journal of Molecular Structure. Amsterdam: Elsevier, 2023, vol. 1292, November 2023, p. 1-19. ISSN 0022-2860. Available from: https://dx.doi.org/10.1016/j.molstruc.2023.136099. |
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@article{2352604,
author = {Penjarla, Srishylam and Reddy, Paidi Yella and Penta, Santhosh and Sanghvi, Yogesh S. and Eyer, Ludek and Stefanik, Michal and Růžek, Daniel and Banerjee, Shyamapada},
article_location = {Amsterdam},
article_number = {November 2023},
doi = {http://dx.doi.org/10.1016/j.molstruc.2023.136099},
keywords = {C -nucleoside; Oxadiazoles; Thiadiazoles; Antiviral; Antitumor; Heterocycles},
language = {eng},
issn = {0022-2860},
journal = {Journal of Molecular Structure},
title = {Efficient synthesis of novel 2-deoxy-C-nucleosides containing oxa and thiadiazole derivatives and their biological activity},
url = {https://doi.org/10.1016/j.molstruc.2023.136099},
volume = {1292},
year = {2023}
}
TY - JOUR
ID - 2352604
AU - Penjarla, Srishylam - Reddy, Paidi Yella - Penta, Santhosh - Sanghvi, Yogesh S. - Eyer, Ludek - Stefanik, Michal - Růžek, Daniel - Banerjee, Shyamapada
PY - 2023
TI - Efficient synthesis of novel 2-deoxy-C-nucleosides containing oxa and thiadiazole derivatives and their biological activity
JF - Journal of Molecular Structure
VL - 1292
IS - November 2023
SP - 1-19
EP - 1-19
PB - Elsevier
SN - 00222860
KW - C -nucleoside
KW - Oxadiazoles
KW - Thiadiazoles
KW - Antiviral
KW - Antitumor
KW - Heterocycles
UR - https://doi.org/10.1016/j.molstruc.2023.136099
N2 - Five membered oxa- and thiadiazole derivatives have shown significant biological activity due to their unique bioisosteric properties. Herein, we describe an efficient synthetic approach leading to several novel C-nucleosides containing an oxadiazole or thiadiazole ring system. This work provides for the first-time ability to assemble & beta;-Cnucleosides in a facile manner offering an ideal framework for the possible development of new antiviral and antitumor drugs. All new C-nucleosides were tested for their activity against TBEV and SARS-CoV-2. Two of the synthesized compounds exerted mild anti-SARS-CoV-2 activity, as evidenced by the decrease in viral titers by <1 log10 PFU/ml compared with controls. Mechanism for the formation of 5-substituted 1,3,4-thiadiazole ring is proposed and a structure-activity relationship established with these C-nucleosides.
ER -
PENJARLA, Srishylam, Paidi Yella REDDY, Santhosh PENTA, Yogesh S. SANGHVI, Ludek EYER, Michal STEFANIK, Daniel RŮŽEK and Shyamapada BANERJEE. Efficient synthesis of novel 2-deoxy-C-nucleosides containing oxa and thiadiazole derivatives and their biological activity. \textit{Journal of Molecular Structure}. Amsterdam: Elsevier, 2023, vol.~1292, November 2023, p.~1-19. ISSN~0022-2860. Available from: https://dx.doi.org/10.1016/j.molstruc.2023.136099.
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