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Chiral discrimination and antipicornavirus activity of 6‐oxazolinylisoflavan
Author(s) -
Quaglia M. Giovanna,
Desideri Nicoletta,
Bossù Elena,
Sestili Isabella,
Tomao Paola,
Conti Cinzia,
Orsi Nicola
Publication year - 1993
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.530050515
Subject(s) - chemistry , echovirus , coxsackievirus , rhinovirus , enantiomer , picornavirus , poliovirus , enterovirus , circular dichroism , in vitro , picornaviridae , chiral column chromatography , stereochemistry , virus , virology , biochemistry , rna , gene , biology
Racemic 6‐oxazolinylisoflavan, a highly effective inhibitor of rhinovirus serotype 1B in vitro, was resolved by high‐performance liquid chromatography on a chiral stationary phase in order to study the activity of the enantiomers against picornaviruses. The absolute configuration of the two isomers was determined by circular dichroism curves. The antipicornavirus activity of each isomer, separately collected, was evaluated in vitro against human rhinovirus serotype 1B, enterovirus 71, echovirus 6, coxsackievirus B4, and poliovirus type 2 by means of the plaque reduction assay. Both enantiomers were inhibitors of picornavirus replication with the degree of their activity depending on virus and isomer tested. © 1993 Wiley‐Liss, Inc.