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Molecules 2017, 22(7), 1199; doi:10.3390/molecules22071199

Photosynthesis-Inhibiting Activity of 1-[(2-Chlorophenyl)carbamoyl]- and 1-[(2-Nitrophenyl)carbamoyl]naphthalen-2-yl Alkylcarbamates

1
Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1, 61242 Brno, Czech Republic
2
Department of Environmental Ecology, Faculty of Natural Sciences, Comenius University, Ilkovicova 6, 84215 Bratislava, Slovakia
3
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Comenius University, Odbojarov 10, 83232 Bratislava, Slovakia
4
Global Change Research Institute CAS, Belidla 986/4a, 60300 Brno, Czech Republic
5
Institute of Chemistry, Faculty of Natural Sciences, Comenius University, Ilkovicova 6, 84215 Bratislava, Slovakia
Preliminary results were presented at The 19th Electronic Conference on Synthetic Organic Chemistry (ECSOC-19, http://sciforum.net/conference/80/paper/3079), 1–30 November 2015 (paper b006) and The 20th Electronic Conference on Synthetic Organic Chemistry (ECSOC-20, http://sciforum.net/conference/94/ paper/3535), 1–30 November 2016 (paper b004).
*
Authors to whom correspondence should be addressed.
Received: 16 June 2017 / Revised: 11 July 2017 / Accepted: 14 July 2017 / Published: 17 July 2017
(This article belongs to the Special Issue ECSOC-20)
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Abstract

Eight 1-[(2-chlorophenyl)carbamoyl]naphthalen-2-yl alkylcarbamates and eight 1-[(2-nitrophenyl)carbamoyl]naphthalen-2-yl alkylcarbamates 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 relatively low; the corresponding IC50 values ranged from 0.05 to 0.664 mmol/L; and the highest activity within the series of compounds was observed for 1-[(2-chlorophenyl)-carbamoyl]naphthalen-2-yl propylcarbamate. It has been proven that the compounds are PET-inhibitors in photosystem II. Despite rather low PET-inhibiting activities, primary structure-activity trends can be discussed. View Full-Text
Keywords: alkylcarbamates; hydroxynaphthalene-carboxamides; PET inhibition; spinach chloroplasts; structure-activity relationships alkylcarbamates; hydroxynaphthalene-carboxamides; PET inhibition; spinach chloroplasts; structure-activity relationships
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MDPI and ACS Style

Gonec, T.; Stranik, J.; Pesko, M.; Kos, J.; Oravec, M.; Kralova, K.; Jampilek, J. Photosynthesis-Inhibiting Activity of 1-[(2-Chlorophenyl)carbamoyl]- and 1-[(2-Nitrophenyl)carbamoyl]naphthalen-2-yl Alkylcarbamates. Molecules 2017, 22, 1199.

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