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Heterocyclic pharmacochemistry of new rhinovirus antiviral agents: A combined computational and experimental study.

Abstract：

:Rhinovirus (RV), member of the Enterovirus genus, is known to be involved in more than half of the common colds. Through advances in molecular biology, rhinoviruses have also been associated with exacerbations of chronic pulmonary diseases (e.g. asthma, chronic obstructive pulmonary disease (COPD) and cystic fibrosis). In the current investigation, we develop a novel series of 4,5-dimethoxybenzyl derivatives that potently inhibits rhinovirus replication. Compound (S)-7f blocks RV-B14 replication with an EC50 value of 0.25 μM and shows a low toxicity in HeLa cells (CC50 > 271 μM). Enantioseparation followed by an absolute configuration determination by a Mosher's method revealed the interest of enantiopure compounds. Molecular docking studies permitted the identification of key biological interactions within the drug-binding pocket and an in silico drug-like study revealed a good potential for the development of these derivatives.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Da Costa L,Scheers E,Coluccia A,Rosetti A,Roche M,Neyts J,Terme T,Cirilli R,Mirabelli C,Silvestri R,Vanelle P

doi

10.1016/j.ejmech.2017.09.036

subject

Has Abstract

pub_date

2017-11-10 00:00:00

pages

528-541

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(17)30750-X

journal_volume

140

pub_type

杂志文章

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