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Synthesis of some anilides of 2-alkylsulfanyl- and 2-chloro-6-alkylsulfanyl-4-pyridinecarboxylic acids and their photosynthesis-inhibiting activity
* 1 , 1 , 1 , 2 , 3
1  Department of Medicinal Chemistry and Drug Control, Charles University, Faculty of Pharmacy, 500 05 Hradec Kralove, Czech Republic
2  Institute of Chemistry, Faculty of Natural Sciences, Comenius University, Bratislava, Slovak Republic
3  Department of Inorganic and Organic Chemistry, Charles University, Faculty of Pharmacy, 500 05 Hradec Kralove, Czech Republic

Abstract: A group of anilides of 2-alkylsulfanyl- (I) or 2-chloro-6-alkylsulfanyl-4-pyridinecarboxylic acids (II) was synthesised. The prepared compounds were tested for inhibition of photosynthesis upon oxygen evolution rate in spinach chloroplasts. The IC50 values varied in the range of 6.0--69.1 μmol.dm-3 for I and 14.2--32.5 μmol.dm-3 for II. The inhibitory activity of I and II showed a quasi-parabolic dependence upon the lipophilicity (log P) of the compounds. For compounds with comparable lipophilicity the presence of chloro substituent in position 2 of the pyridine moiety led to the decrease of inhibitory activity.
Keywords: 2-Alkylsulfanyl-4-pyridinecarboxylic acids; Anilides; Photosynthesis inhibition.

 
 
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