Acta Pharm. 50 (2000) 273-280

Original scientific paper  
 

Synthesis and antiviral activity of quinolinyl isoquinolines

VINOD KUMAR PANDEY,1*  MADHAWANAND JOSHI,2  
MEENAL TANDON1 and  SHASHIKALA BAJPAI2

1Department of Chemistry, University of Lucknow, Lucknow (U.P.) - 226007, India
2Division of Microbiology, Central Drug Research Institute, Lucknow (U.P.) - 226001, India
Received January 13, 2000      Accepted September 27, 2000

N-[hydroxyethyl]-4-methyl-7-hydroxy carbostyryl (1) was prepared by condensing 4-methyl- 7-hydroxy coumarin with 2-aminoethanol in pyridine. Reaction of 1 with benzoic acid in conc. H2SO4 afforded N-[ethyl-meta-carboxyphenyl]-4-methyl-7-hydroxy carbostyryl (2) which upon treatment with benzoin in polyphosphoric acid (PPA) yielded 7-[N'-ethyl-2'-oxo-4'-methyl-7'- hydroxyquinolinyl]-3,4-diphenyl isocoumarin (3). Interaction of 3 with aromatic primary amines in pyridine resulted in 7-[2'-oxo-4'-methyl-7'-hydroxy-N-ethylquinolinyl]-1-oxo-2-aryl -3,4-diphenyl isoquinolines (4). Antiviral activity of the latter compounds was evaluated upon Japanese encephalitis virus (JEV) and Herpes simplex virus (HSV) activity on viro cells in vitro and in vivo.

Keywords: antibacterial agents, antimalarials, quinolinyl isoquinolines, isocoumarin, cytotoxicity, inhibition, antiviral assay