Synthesis and anti-rhinovirus properties of fluoro-substituted flavonoids.
Fluoro-substituted flavones and 2-styrylchromones, related to natural and synthetic flavonoids previously described, were prepared, characterized and tested for anti-rhinovirus activity. Structural elucidation of the new compounds was performed by IR, NMR spectra and X-ray crystal structure analysis for 6-fluoro-3-hydroxy-2-styrylchromone. The antiviral potency was evaluated by a plaque reduction assay in HeLa cell cultures infected with rhinoviruses 1B and 14, selected as representative serotypes for viral groups B and A of human rhinoviruses, respectively. In comparison with results previously obtained, the introduction of the fluorine atom seems to exert a positive influence on the activity against serotype 14 while counteracting the effect against serotype 1B.
Conti
Cinzia
C
Dipartimento di Scienze di Sanitá Pubblica, Sezione di Microbiologia, Universitá La Sapienza di Roma, Roma, Italy.
Mastromarino
Paola
P
Goldoni
Paola
P
Portalone
Gustavo
G
Desideri
Nicoletta
N
D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002867:Chromones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006367:HeLa Cells; D006801:Humans; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D008956:Models, Chemical; D008958:Models, Molecular; D015394:Molecular Structure; D012229:Rhinovirus / Q000187:drug effects*
D000998:Antiviral Agents; D002867:Chromones; D006845:Hydrocarbons, Fluorinated