Enantiomeric separation of substituted flavanoids by LC-DAD.
A variety of racemic flavanoids with anti-rhinovirus activity have been resolved for the first time by HPLC, using a chiral stationary phase. Baseline separation was easily obtained for racemic 4',6-dichloroisoflavan (V). The absolute configurations of two enantiomers (Va and Vb) were established by comparing their circular dichroism curves with those of other known isoflavans. Both the isomers were tested against human rhinovirus serotype 1B infection in vitro; the S form was approximately four times more effective than the R form.
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Dipartimento di Studi Farmaceutici, Università, La Sapienza, Rome, Italy.
Desideri
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Bossù
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Melchiorre
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Conti
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C
D000998:Antiviral Agents / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid; D002942:Circular Dichroism; D005419:Flavonoids / Q000302:isolation & purification*; D006367:HeLa Cells; D006801:Humans; D015394:Molecular Structure; D012229:Rhinovirus / Q000187:drug effects*; D013237:Stereoisomerism
D000998:Antiviral Agents; D005419:Flavonoids