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

¹ Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Comenius University, Odbojarov 10, 83232 Bratislava, Slovakia
² Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Comenius University, Odbojarov 10, 832 32 Bratislava, Slovakia
³ Global Change Research Institute CAS, Belidla 986/4a, 603 00 Brno, Czech Republic
⁴ Department of Environmental Ecology, Faculty of Natural Sciences, Comenius University, Mlynska dolina Ch-2, 842 15 Bratislava, Slovakia
⁵ Institute of Chemistry, Faculty of Natural Sciences, Comenius University, Mlynska dolina Ch-2, 842 15 Bratislava, Slovakia

Published: 01 November 2016 by MDPI in The 20th International Electronic Conference on Synthetic Organic Chemistry session Bioorganic, Medicinal and Natural Products Chemistry

https://doi.org/10.3390/ecsoc-20-b004

Abstract:

In this study, a series of eight 1-[(2-nitrophenyl)carbamoyl]naphthalen-2-yl alkylcarbamates was prepared and characterized. The discussed compounds were prepared by microwave-assisted and conventional synthesis. The compounds were tested for their activity related to 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 0.233 to 0.487 mmol/L and the highest activity within the series of compounds was observed for 1-[(2-nitrophenyl)carbamoyl]naphthalen-2-yl pentylcarbamate. The compounds were found to inhibit PET in photosystem II.

Keywords: Alkylcarbamates; Hydroxynaphthalene-carboxamides; PET inhibition; Spinach chloroplasts; Structure-activity relationships.

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