Arylketotetramethylene analogues of disoxaril (WIN 51711) were synthesized by reaction of 1-aryl-5-chloropentan-1-ones with 2-(4- hydroxyphenyl)-4,5-dihydro oxazoles, ethyl 4-hydroxybenzoates and 4- hydroxybenzonitrile. The new derivatives were tested for antiviral activity against various human rhinovirus (HRV) serotypes. The best activity was exhibited by the ethoxycarbonyl derivatives, whereas the oxazoline counterparts were less active and the cyano derivatives totally inactive. 5- [4-(4,5-Dihydro-2-oxazolyl)phenoxy]-1-(4-methoxyphenyl)pentan-1-one and ethyl 4-[5(4-methylthiophenyl)-5-oxopentoxy] benzoate were more active than, and as active as, disoxaril, respectively, against HRV-14. Moreover, they were 10 times less cytotoxic.

Arylketotetramethylene analogues of disoxaril with anti-human rhinovirus 14 activity / Mai, A.; Artico, M.; Sbardella, G.; Massa, S.; DE MONTIS, Andrea; Puddu, I.; Musiu, C.; La Colla, P.. - In: ANTIVIRAL CHEMISTRY & CHEMOTHERAPY. - ISSN 0956-3202. - STAMPA. - 8:3(1997), pp. 235-242. [10.1177/095632029700800307]

Arylketotetramethylene analogues of disoxaril with anti-human rhinovirus 14 activity

Mai, A.;Artico, M.;Sbardella, G.;DE MONTIS, Andrea;
1997

Abstract

Arylketotetramethylene analogues of disoxaril (WIN 51711) were synthesized by reaction of 1-aryl-5-chloropentan-1-ones with 2-(4- hydroxyphenyl)-4,5-dihydro oxazoles, ethyl 4-hydroxybenzoates and 4- hydroxybenzonitrile. The new derivatives were tested for antiviral activity against various human rhinovirus (HRV) serotypes. The best activity was exhibited by the ethoxycarbonyl derivatives, whereas the oxazoline counterparts were less active and the cyano derivatives totally inactive. 5- [4-(4,5-Dihydro-2-oxazolyl)phenoxy]-1-(4-methoxyphenyl)pentan-1-one and ethyl 4-[5(4-methylthiophenyl)-5-oxopentoxy] benzoate were more active than, and as active as, disoxaril, respectively, against HRV-14. Moreover, they were 10 times less cytotoxic.
1997
Anti-HRV agents; anti-picornavirus compounds; arylketotetramethyleneoxyphenyloxazolines; Pharmacology; Drug Discovery3003 Pharmaceutical Science; Virology
01 Pubblicazione su rivista::01a Articolo in rivista
Arylketotetramethylene analogues of disoxaril with anti-human rhinovirus 14 activity / Mai, A.; Artico, M.; Sbardella, G.; Massa, S.; DE MONTIS, Andrea; Puddu, I.; Musiu, C.; La Colla, P.. - In: ANTIVIRAL CHEMISTRY & CHEMOTHERAPY. - ISSN 0956-3202. - STAMPA. - 8:3(1997), pp. 235-242. [10.1177/095632029700800307]
File allegati a questo prodotto
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1147212
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 2
  • ???jsp.display-item.citation.isi??? 1
social impact