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4',6‐Dichloroflavan (BW683C): Enantiomeric separation by hplc/dad and antirhinovirus activity
Author(s) -
Quaglia M.G.,
Desideri N.,
Bossù E.,
Sestili I.,
Conti C.
Publication year - 1992
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.530040114
Subject(s) - chemistry , enantiomer , hela , circular dichroism , high performance liquid chromatography , chiral column chromatography , chromatography , rhinovirus , chiral stationary phase , in vitro , absolute configuration , stereochemistry , virus , biochemistry , virology , biology
Racemic 4',6‐dichloroflavan (BW683C), a highly effective inhibitor of rhinovirus serotype 1B in vitro, was resolved by high‐performance liquid chromatography on a chiral stationary phase. The enantiomers were separately collected and circular dichroism curves were obtained, in order to determine the absolute configuration of the two enantiomers. The activity of the isomers was studied on human rhinovirus serotype 1B multiplication in HeLa cell cultures, by means of the plaque reduction assay. Both enantiomers were potent inhibitors of virus replication; by comparing the IC 50 values, the S form was 3.5 times more effective than the R form.