EventsThe 23rd International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-23-06596
This submission belongs to the session B. Bioorganic, Medicinal and Natural Products Chemistry of the event The 23rd International Electronic Conference on Synthetic Organic Chemistry
Published date
14 Nov, 2019
Citation
Josef Jampilek, Jiri Kos, Tomas Gonec, Tomas Strharsky, Michal Oravec, Preparation and Photosynthesis-Inhibiting Activity of Novel Dihalogenated 3-Hydroxynaphthalene-2-carboxanilides, in Proceedings of The 23rd International Electronic Conference on Synthetic Organic Chemistry, 15 November–15 December 2019, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-23-06596
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Preparation and Photosynthesis-Inhibiting Activity of Novel Dihalogenated 3-Hydroxynaphthalene-2-carboxanilides

image
Josef Jampilek 1,2
Jiri Kos 3
Tomas Gonec 4
Tomas Strharsky 3
Michal Oravec 5
1. Department of Analytical Chemistry, Faculty of Natural Sciences, Comenius University, Ilkovicova 6, 84215 Bratislava, Slovakia
2. Institute of Neuroimmunology, Slovak Academy of Sciences, Dubravska Cesta 9, 845 10 Bratislava, Slovakia
3. Division of Biologically Active Complexes and Molecular Magnets, Regional Centre of Advanced Technologies and Materials, Faculty of Science, Palacky University, Slechtitelu 27, 78371 Olomouc, Czech Republic
4. Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1, 612 42 Brno, Czech Republic
5. Global Change Research Institute CAS, Belidla 986/4a, 60300 Brno, Czech Republic
Abstract

In this study a series of nine 3-hydroxynaphthalene-2-carboxanilides, disubstituted on the anilide ring by fluorine, chlorine and bromine in various positions, was prepared by microwave-assisted synthesis and characterized. The compounds were tested for their activity related to the inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. The PET-inhibiting activity of the compounds was within a wide range, but rather moderate; the highest activity within the series of the compounds was observed for N-(3,5-difluorophenyl)-3-hydroxynaphthalene-2-carboxamide. The compounds were found to inhibit PET in photosystem II.

Keywords
Hydroxynaphthalene-carboxamides
Halogenated
PET inhibition
Spinach chloroplasts
Structure-activity relationships
Manuscript
JK-ECSOC-23_final.pdf
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