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Investigating the Activity Spectrum for Ring-Substituted 8-Hydroxyquinolines
Institute of Chemistry, University of Silesia, Szkolna 9, 40007 Katowice, Poland
Zentiva k.s., U kabelovny 130, 102 37 Prague, Czech Republic
Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1/3, 61242 Brno, Czech Republic
Department of Ecosozology and Physiotactics, Faculty of Natural Sciences, Comenius University, Mlynska dolina Ch-2, 84215 Bratislava, Slovakia
Department of Biological Sciences, Cork Institute of Technology, Bishopstown, Cork, Ireland
Institute of Chemistry, Faculty of Natural Sciences, Comenius University, Mlynska dolina Ch-2, 84215 Bratislava, Slovakia
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; in revised form: 16 December 2009 / Accepted: 8 January 2010 / Published: 12 January 2010
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
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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.
Musiol R, Jampilek J, Nycz JE, 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(1):288-304.
Musiol, Robert; Jampilek, Josef; Nycz, Jacek E.; Pesko, Matus; Carroll, James; Kralova, Katarina; Vejsova, Marcela; O'Mahony, Jim; Coffey, Aidan; Mrozek, Anna; Polanski, Jaroslaw. 2010. "Investigating the Activity Spectrum for Ring-Substituted 8-Hydroxyquinolines." Molecules 15, no. 1: 288-304.