EventsThe 3rd International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-3-01767
This submission belongs to the session c. Medicinal and Bioorganic Application of Organic Synthesis of the event The 3rd International Electronic Conference on Synthetic Organic Chemistry
Published date
01 Nov, 1999
Citation
Miroslav Miletin, Martin Dolezal, Jiri Hartl, Katarina Kralova, Milos Machacek, Synthesis of some anilides of 2-alkylsulfanyl- and 2-chloro-6-alkylsulfanyl-4-pyridinecarboxylic acids and their photosynthesis-inhibiting activity, in Proceedings of The 3rd International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 1999, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-3-01767
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Synthesis of some anilides of 2-alkylsulfanyl- and 2-chloro-6-alkylsulfanyl-4-pyridinecarboxylic acids and their photosynthesis-inhibiting activity

Miroslav Miletin 1
Martin Dolezal 1
Jiri Hartl 1
Katarina Kralova 2
Milos Machacek 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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