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Photosynthesis-Inhibiting Activity of Methoxy-substituted 3-Hydroxynaphthalene-2-carboxanilides
Published: 14 November 2020 by MDPI in The 24th International Electronic Conference on Synthetic Organic Chemistry session Bioorganic, Medicinal and Natural Products Chemistry
In this study a series of six 3-hydroxynaphthalene-2-carboxanilides, substituted on the anilide ring by combinations of methoxy-methoxy, methoxy-fluoro and methoxy-chloro groups at different 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 determined for N-(3,5-dimehoxyphenyl)-3-hydroxynaphthalene-2-carboxamide (IC50 = 24.5 µM). The compounds were found to inhibit PET in photosystem II.
Keywords: Hydroxynaphthalene-carboxamides; PET inhibition; Spinach chloroplasts; Structure-activity relationships
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