Synthesis and in vitro evaluation of 8-hydroxyquinolines as dental plaque inhibitors

✍ Scribed by Victor D. Warner; Joseph D. Musto; Samuel S. Turesky; Barbara Soloway

• Publisher: John Wiley and Sons
• Year: 1975
• Tongue: English
• Weight: 389 KB
• Volume: 64
• Category: Article
• ISSN: 0022-3549
• DOI: 10.1002/jps.2600640934

✦ Synopsis

Some 4- and 5-substituted 8-hydroxyquinolines, with predicted log P values in the range of 1.48-2.90, were synthesized by modified Skraup reactions or thermal cyclization. These hydroxyquinolines include the 5-methyl, 4,5-dimethyl, 4-methyl, 5-hydroxy-4-methyl, 5-methoxy, 5-methoxy-4-methyl, 4-hydroxy, 4-chloro, 4-amino, and 5-amino analogs. Partition coefficients, antibacterial activity, and antiplaque activity were determined. Four analogs showed in vitro antiplaque activity. None of the derivatives with ionizable functions was active.