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.

4',6-DICHLOROFLAVAN (BW683C) - ENANTIOMERIC SEPARATION BY HPLC - DAD AND ANTIRHINOVIRUS ACTIVITY / Quaglia, Maria Giovanna; Desideri, Nicoletta; E., Bossu; I., Sestili; Conti, Cinzia; Conti, Cinzia. - In: CHIRALITY. - ISSN 0899-0042. - STAMPA. - 4:1(1992), pp. 65-67. [10.1002/chir.530040114]

4',6-DICHLOROFLAVAN (BW683C) - ENANTIOMERIC SEPARATION BY HPLC - DAD AND ANTIRHINOVIRUS ACTIVITY

QUAGLIA, Maria Giovanna;DESIDERI, Nicoletta;CONTI, CINZIA;CONTI, Cinzia
1992

Abstract

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.
4'; 6-dichloroflavan; antirhinovirus activity; bw683c; chiral hplc; chiral stationary phase; circular dichroism; optical resolution
01 Pubblicazione su rivista::01a Articolo in rivista
4',6-DICHLOROFLAVAN (BW683C) - ENANTIOMERIC SEPARATION BY HPLC - DAD AND ANTIRHINOVIRUS ACTIVITY / Quaglia, Maria Giovanna; Desideri, Nicoletta; E., Bossu; I., Sestili; Conti, Cinzia; Conti, Cinzia. - In: CHIRALITY. - ISSN 0899-0042. - STAMPA. - 4:1(1992), pp. 65-67. [10.1002/chir.530040114]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/502487
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