2 β-3,4-Unsaturated sialic acid derivatives: Synthesis optimization, and biological evaluation as Newcastle disease virus hemagglutinin-neuraminidase inhibitors.

2β-3,4-Unsaturated sialic acid derivatives: Synthesis optimization, and biological evaluation as Newcastle disease virus hemagglutinin-neuraminidase inhibitors.
Bioorg Med Chem. 2020 Jul 15;28(14):115563
Authors: La Rocca P, Rota P, Piccoli M, Cirillo F, Ghiroldi A, Franco V, Allevi P, Anastasia L
Abstract
The optimization of the synthetic protocol to obtain the 3,4-unsaturated sialic acid derivatives, through the fine-tuning of both the Ferrier glycosylation conditions and the subsequent hydrolysis work-up, is herein reported. The accomplishment of the desired β-anomers and some selected α-ones, in pure form, led us to evaluate their specific inhibitory activity towards NDV-HN and human sialidase NEU3. Importantly, the resulting data allowed the identification, for the first time, of three active 3,4-unsaturated sialic acid analogs, showing IC50 values against NDV-HN in the micromolar range.
PMID: 32616179 [PubMed - in process]

Source: Bioorganic and Medicinal Chemistry - July 5, 2020 Category: Chemistry Authors: La Rocca P, Rota P, Piccoli M, Cirillo F, Ghiroldi A, Franco V, Allevi P, Anastasia L Tags: Bioorg Med Chem Source Type: research