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Molecules 2010, 15(1), 288-304; doi:10.3390/molecules15010288
Article

Investigating the Activity Spectrum for Ring-Substituted 8-Hydroxyquinolines

1,* , 2,3, 1, 4, 5, 6, 7, 5, 5, 1 and 1
1 Institute of Chemistry, University of Silesia, Szkolna 9, 40007 Katowice, Poland 2 Zentiva k.s., U kabelovny 130, 102 37 Prague, Czech Republic 3 Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1/3, 61242 Brno, Czech Republic 4 Department of Ecosozology and Physiotactics, Faculty of Natural Sciences, Comenius University, Mlynska dolina Ch-2, 84215 Bratislava, Slovakia 5 Department of Biological Sciences, Cork Institute of Technology, Bishopstown, Cork, Ireland 6 Institute of Chemistry, Faculty of Natural Sciences, Comenius University, Mlynska dolina Ch-2, 84215 Bratislava, Slovakia 7 Department of Biological and Medical Sciences, Faculty of Pharmacy in Hradec Kralove, Charles University in Prague, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic
* Author to whom correspondence should be addressed.
Received: 9 November 2009 / Revised: 16 December 2009 / Accepted: 8 January 2010 / Published: 12 January 2010
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Abstract

In this study, a series of fourteen ring-substituted 8-hydroxyquinoline derivatives were prepared. The synthesis procedures are presented. The compounds were analyzed using RP-HPLC to determine lipophilicity. They were tested for their activity related to inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. Primary in vitro screening of the synthesized compounds was also performed against four mycobacterial strains and against eight fungal strains. Several compounds showed biological activity comparable with or higher than the standards isoniazid or fluconazole. For all the compounds, the relationships between the lipophilicity and the chemical structure of the studied compounds are discussed.
Keywords: quinolines; lipophilicity; PET inhibition; spinach chloroplasts; in vitro antifungal activity; in vitro antimycobacterial activity quinolines; lipophilicity; PET inhibition; spinach chloroplasts; in vitro antifungal activity; in vitro antimycobacterial activity
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Musiol, R.; Jampilek, J.; Nycz, J.E.; Pesko, M.; Carroll, J.; Kralova, K.; Vejsova, M.; O'Mahony, J.; Coffey, A.; Mrozek, A.; Polanski, J. Investigating the Activity Spectrum for Ring-Substituted 8-Hydroxyquinolines. Molecules 2010, 15, 288-304.

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