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

Abstract

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.

• Authors: Nazarii Sabat, Evelyne Migianu-Griffoni, Tiffany Tudela, Marc Lecouvey, Sabrina Kellouche, Franck Carreiras, Florian Gallier, Jacques Uziel, Nadège Lubin-Germain
• Journal: European journal of medicinal chemistry (Eur J Med Chem) Vol. 188 Pg. 112009 (Feb 15 2020) ISSN: 1768-3254 [Electronic] France
• PMID: 31883488 (Publication Type: Journal Article)
• Copyright: Copyright © 2019 Elsevier Masson SAS. All rights reserved.

Chemical References

• Antineoplastic Agents
• Ribavirin

Topics

• Animals
• Antineoplastic Agents (chemical synthesis, pharmacology, toxicity)
• Cell Line, Transformed
• Cell Line, Tumor
• Drug Screening Assays, Antitumor
• Humans
• Male
• Mice
• Ribavirin (analogs & derivatives, pharmacology, toxicity)