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© Research
Publication : European Journal of Medicinal Chemistry

Synthesis and antitumor activities investigation of a C-nucleoside analogue of ribavirin

Scientific Fields
Diseases
Organisms
Applications
Technique

Published in European Journal of Medicinal Chemistry - 21 Dec 2019

Sabat, N.; Migianu-Griffoni, E.; Tudela, T.; Lecouvey, M.; Kellouche, S.; Carreiras, F.; Gallier, F.; Uziel, J.; Lubin-Germain, N.

Link to DOI – 10.1016/j.ejmech.2019.112009

Eur. J. Med. Chem. 2020, 188, 112009

SRO-91 is a non-natural ribofuranosyl-1,2,3-triazole C-nucleoside obtained by a synthetic sequence involving a C-alkynyl glycosylation mediated by metallic indium and a Huisgen cycloaddition for the construction of the triazole. Its structure is close to the one of ribavirin, a drug presenting a broad-spectrum against viral infections. SRO-91 antitumor activities were investigated on 9 strains of tumor cells and IC50 of the order of 1 μM were obtained on A431 epidermoid carcinoma cells and B16F10 skin melanoma cells. In addition, studies of ovarian tumor cell inhibitions show an interesting activity in regard to the need for new drugs for this pathology. Finally, cytotoxicity and mouse toxicity studies reveal a favorable therapeutic index for SRO-91.