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Synthesis of some anilides of 2-alkylsulfanyl- and 2-chloro-6-alkylsulfanyl-4-pyridinecarboxylic acids and their photosynthesis-inhibiting activity
Published: 01 November 1999 by MDPI in The 3rd International Electronic Conference on Synthetic Organic Chemistry session Medicinal and Bioorganic Application of Organic Synthesis
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.