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Synthesis of Some Anilides of Substituted Pyrazine-2-carboxylic Acids and Their Photosynthesis-inhibiting Activity
* 1 , 1 , 1 , 2 , 3
1  Department of Pharmaceutical Chemistry and Drug Control, Faculty of Pharmacy, Charles University, 500 05 Hradec Kralove, Czech Republic
2  Institute of Chemistry, Faculty of Natural Sciences, Comenius University, 842 15 Bratislava, Slovak Republic
3  Department of Inorganic and Organic Chemistry, Faculty of Pharmacy, Charles University, 500 05 Hradec Kralove, Czech Republic

Abstract: Condensation of chlorides of substituted pyrazine-2-carboxylic acids with ring substituted anilines yielded a series of anilides of 6-chloropyrazine-2-carboxylic, 5-(1,1-dimethylethyl)-pyrazine-2-carboxylic or 6-chloro-5-(1,1-dimethylethyl)pyrazine-2-carboxylic acids. Products were tested for their photosynthesis-inhibiting activity. The most active inhibitor of oxygen evolution rate in spinach chloroplasts was 3,5-bis(trifluoromethyl)anilide of 6-chloropyrazine-2-carboxylic acid (IC50 = 0.026 mmol dm-3), the most active antialgal compound was 3-methylanilide of 6-chloro-5-(1,1dimethylethyl)pyrazine-2-carboxylic acid (IC50 = 0.063 mmol dm-3). The elimination of phenolic group in the benzene moiety led to an decreased photosynthesis-inhibitory activity.
Keywords: Anilides of 6-chloro-5-alkylpyrazine-2-carboxylic acids; Photosynthesis inhibition; Spinach chloroplasts; Chlorella vulgaris.

 
 
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