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Proceeding Paper

Preparation and Photosynthesis-Inhibiting Activity of Novel Dihalogenated 3-Hydroxynaphthalene-2-carboxanilides †

1
Division of Biologically Active Complexes and Molecular Magnets, Regional Centre of Advanced Technologies and Materials, Faculty of Science, Palacky University, Slechtitelu 27, 783 71 Olomouc, Czech Republic
2
Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1, 612 42 Brno, Czech Republic
3
Global Change Research Institute CAS, Belidla 986/4a, 603 00 Brno, Czech Republic
*
Authors to whom correspondence should be addressed.
Presented at the 23rd International Electronic Conference on Synthetic Organic Chemistry, 15 November–15 December 2019; Available online: https://ecsoc-23.sciforum.net/.
Proceedings 2019, 41(1), 30; https://doi.org/10.3390/ecsoc-23-06596
Published: 14 November 2019

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 (IC50 = 9.8 µM). The compounds were found to inhibit PET in photosystem II.
Keywords: hydroxynaphthalene-carboxamides; halogenated; PET inhibition; spinach chloroplasts; structure-activity relationships hydroxynaphthalene-carboxamides; halogenated; PET inhibition; spinach chloroplasts; structure-activity relationships

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MDPI and ACS Style

Kos, J.; Gonec, T.; Strharsky, T.; Oravec, M.; Jampilek, J. Preparation and Photosynthesis-Inhibiting Activity of Novel Dihalogenated 3-Hydroxynaphthalene-2-carboxanilides. Proceedings 2019, 41, 30. https://doi.org/10.3390/ecsoc-23-06596

AMA Style

Kos J, Gonec T, Strharsky T, Oravec M, Jampilek J. Preparation and Photosynthesis-Inhibiting Activity of Novel Dihalogenated 3-Hydroxynaphthalene-2-carboxanilides. Proceedings. 2019; 41(1):30. https://doi.org/10.3390/ecsoc-23-06596

Chicago/Turabian Style

Kos, Jiri, Tomas Gonec, Tomas Strharsky, Michal Oravec, and Josef Jampilek. 2019. "Preparation and Photosynthesis-Inhibiting Activity of Novel Dihalogenated 3-Hydroxynaphthalene-2-carboxanilides" Proceedings 41, no. 1: 30. https://doi.org/10.3390/ecsoc-23-06596

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