Synthesis of Acylated Naphthohydroquinones Through Photo-Friedel–Crafts Acylation and Evaluation of Their Antibiotic Potential

A variety of 1-(1,4-dihydroxynaphtalen-2-yl) ketones was synthesized using the photo-Friedel–Crafts acylation of 1,4-naphthoquinone with aldehydes. Subsequent oxidation using silver oxide readily furnished the corresponding 2-acylated 1,4 naphthoquinones. Notably, these naphthoquinone derivatives un...

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Bibliographic Details
Main Authors: Alexis Mercier, Alizée Monet, Madyan A. Yaseen, M. Iris Hermanns, Michael Oelgemöller
Format: Article
Language:English
Published: MDPI AG 2024-12-01
Series:Photochem
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Online Access:https://www.mdpi.com/2673-7256/4/4/31
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Summary:A variety of 1-(1,4-dihydroxynaphtalen-2-yl) ketones was synthesized using the photo-Friedel–Crafts acylation of 1,4-naphthoquinone with aldehydes. Subsequent oxidation using silver oxide readily furnished the corresponding 2-acylated 1,4 naphthoquinones. Notably, these naphthoquinone derivatives underwent spontaneous partial reduction upon storage. The synthesized compounds were subjected to antimicrobial screening. High inhibition effects on <i>Staphylococcus aureus</i> were found for the majority of compounds, which makes them interesting for potential future medicinal applications.
ISSN:2673-7256