- Synthesis and in vitro evaluation of 8 hydroxyquinolines as dental plaque inhibitors
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Some 4 and 5 substituted 8 hydroxyquinolines, with predicted log P values in the range of 1.48 to 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.
- Warner,Musto,Turesky,Soloway
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- Betti reaction enables efficient synthesis of 8-hydroxyquinoline inhibitors of 2-oxoglutarate oxygenases
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There is interest in developing potent, selective, and cell-permeable inhibitors of human ferrous iron and 2-oxoglutarate (2OG) oxygenases for use in functional and target validation studies. The 3-component Betti reaction enables efficient one-step C-7 functionalisation of modified 8-hydroxyquinolines (8HQs) to produce cell-active inhibitors of KDM4 histone demethylases and other 2OG oxygenases; the work exemplifies how a template-based metallo-enzyme inhibitor approach can be used to give biologically active compounds.
- Thinnes,Tumber,Yapp,Scozzafava,Yeh,Chan,Tran,Hsu,Tarhonskaya,Walport,Wilkins,Martinez,Müller,Pugh,Ratcliffe,Brennan,Kawamura,Schofield
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supporting information
p. 15458 - 15461
(2015/10/20)
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- Synthesis of 4-alkoxy-8-hydroxyquinolines
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(Chemical Equation Presented) Quinolines with a hydroxyl group at the 8-position and an alkoxy group at the 4-position are rare compounds. In this paper the synthesis of five 4-alkoxy-8-hydroxyquinolines is reported. The key reaction in the synthetic rout
- Heiskanen, Juha P.,Omar, Walaa A. E.,Ylikunnari, Mari K.,Haavisto, Kirsi M.,Juan, Maria J.,Hormi, Osmo E. O.
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p. 920 - 922
(2007/10/03)
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