N-((1,3-Diphenyl-1H-pyrazol-4-yl)methyl)anilines: A novel class of anti-RSV agents.
A series of N-((1,3-diphenyl-1H-pyrazol-4-yl)methyl)anilines were synthesized and evaluated in vitro for cytotoxicity and antiviral activity against a large panel of viruses. Most of the tested compounds interfered with RSV replication in the micromolar concentrations (EC50s ranging from 5 μM to 28 μM). SAR studies suggested that the presence of a trifluoromethyl group in R(1) abolished the anti-RSV activity and enhanced the cytotoxicity while the best results in term of both anti-RSV activity and selectivity were obtained by the introduction in R(1) of a chlorine or a bromine atom.
Dipartimento di Chimica e Tecnologie del Farmaco, Università 'La Sapienza', P.le Aldo Moro, 5, 00185 Rome, Italy. Electronic address: rossella.fioravanti@uniroma1.it.
Rossella
R
Fioravanti
Dipartimento di Chimica e Tecnologie del Farmaco, Università 'La Sapienza', P.le Aldo Moro, 5, 00185 Rome, Italy.
Nicoletta
N
Desideri
Dipartimento di Chimica e Tecnologie del Farmaco, Università 'La Sapienza', P.le Aldo Moro, 5, 00185 Rome, Italy.
Mariangela
M
Biava
Dipartimento di Chimica e Tecnologie del Farmaco, Università 'La Sapienza', P.le Aldo Moro, 5, 00185 Rome, Italy.
Paolo
P
Droghini
Dipartimento di Chimica e Tecnologie del Farmaco, Università 'La Sapienza', P.le Aldo Moro, 5, 00185 Rome, Italy.
Elena Maria
EM
Atzori
Dipartimento di Scienze Biomediche, Università di Cagliari, 09042 Monserrato, Cagliari, Italy.
Cristina
C
Ibba
Dipartimento di Scienze Biomediche, Università di Cagliari, 09042 Monserrato, Cagliari, Italy.
Gabriella
G
Collu
Dipartimento di Scienze Biomediche, Università di Cagliari, 09042 Monserrato, Cagliari, Italy.
Giuseppina
G
Sanna
Dipartimento di Scienze Biomediche, Università di Cagliari, 09042 Monserrato, Cagliari, Italy.
Ilenia
I
Delogu
Dipartimento di Scienze Biomediche, Università di Cagliari, 09042 Monserrato, Cagliari, Italy. Electronic address: rloddo@unica.it.
Roberta
R
Loddo
D000814:Aniline Compounds / Q000737:chemistry*; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002460:Cell Line; D006801:Humans; D011720:Pyrazoles / Q000737:chemistry*; D012136:Respiratory Syncytial Viruses / Q000187:drug effects*; D014779:Virus Replication / Q000187:drug effects
D000814:Aniline Compounds; D000998:Antiviral Agents; C578218:N-((1,3-diphenyl-1H-pyrazol-4-yl)methyl)aniline; D011720:Pyrazoles
Aniline derivatives; Anti-RSV activity; Antiviral activity; Pyrazole derivatives; RNA and DNA viruses