Ring-substituted 4-Hydroxy-1H-quinolin-2-ones: Preparation and Their Photosynthesis-inhibiting Activity

Robert Musiol; Josef Jampilek; Katarina Kralova; Jacek Finster; Dominik Tabak; Halina Niedbala; Jozef Csollei; Jiri Dohnal; Jaroslaw Polanski

doi:10.3390/ecsoc-12-01248

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Ring-substituted 4-Hydroxy-1H-quinolin-2-ones: Preparation and Their Photosynthesis-inhibiting Activity

Robert Musiol

^{*

1},

Josef Jampilek

^{*

2, 3},

Katarina Kralova

⁴,

Jacek Finster

¹,

Dominik Tabak

¹,

Halina Niedbala

¹,

Jozef Csollei

³,

Jiri Dohnal

^{2, 3},

Jaroslaw Polanski

¹ Institute of Chemistry, University of Silesia, Szkolna 9, 40007 Katowice, Poland
² Zentiva a.s., U kabelovny 130, 102 37 Prague 10, Czech Republic
³ Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1/3, 61242 Brno, Czech Republic
⁴ Institute of Chemistry, Faculty of Natural Sciences, Comenius University, Mlynska dolina Ch-2, 84215 Bratislava, Slovakia

Published: 19 November 2008 by MDPI in The 12th International Electronic Conference on Synthetic Organic Chemistry session Bioorganic Chemistry and Natural Products

https://doi.org/10.3390/ecsoc-12-01248

Abstract: The series of twelve ring-substituted 4-hydroxy-1H-quinolin-2-one derivatives were prepared. The synthetic procedures of the compounds are presented. All the prepared quinoline derivatives were analyzed using RP-HPLC method for the lipophilicity measurement and their lipophilicity was determined. The prepared compounds were tested for their photosynthesis-inhibiting activity (the inhibition of photosynthetic electron transport in spinach chloroplasts (Spinacia oleracea L.). The relationships between the lipophilicity and the chemical structure of the studied compounds are discussed as well as the structure-activity relationships (SAR) between the chemical structure and the biological activities of the evaluated compounds.

Keywords: Quinolinone derivatives; Lipophilicity; OER inhibition; Spinach chloroplasts; Structure-activity relationships

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