4',6-Dichloroflavan (BW683C): Enantiomeric separation by hplc/dad and antirhinovirus activity

4',6-Dichloroflavan (BW683C): Enantiomeric separation by hplc/dad and antirhinovirus activity

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 determin...

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Veröffentlicht in:Chirality (New York, N.Y.) N.Y.), 1992, Vol.4 (1), p.65-67
Hauptverfasser: Quaglia, M.G., Desideri, N., Bossù, E., Sestili, I., Conti, C.
Format: Artikel
Sprache:eng
Schlagworte:
4',6‐dichloroflavan
6-dichloroflavan
Analysis
antirhinovirus activity
Biological and medical sciences
BW683C
chiral HPLC
chiral stationary phase
circular dichroism
General pharmacology
Medical sciences
optical resolution
Pharmacology. Drug treatments
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Zusammenfassung: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 IC50 values, the S form was 3.5 times more effective than the R form.
ISSN:0899-0042
1520-636X
DOI:10.1002/chir.530040114