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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MDPI AG
2024-12-01
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| Series: | Photochem |
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| Online Access: | https://www.mdpi.com/2673-7256/4/4/31 |
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| author | Alexis Mercier Alizée Monet Madyan A. Yaseen M. Iris Hermanns Michael Oelgemöller |
| author_facet | Alexis Mercier Alizée Monet Madyan A. Yaseen M. Iris Hermanns Michael Oelgemöller |
| author_sort | Alexis Mercier |
| collection | DOAJ |
| description | 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. |
| format | Article |
| id | doaj-art-0ae34021c0384f7caa54b38bae7fb014 |
| institution | DOAJ |
| issn | 2673-7256 |
| language | English |
| publishDate | 2024-12-01 |
| publisher | MDPI AG |
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| series | Photochem |
| spelling | doaj-art-0ae34021c0384f7caa54b38bae7fb0142025-08-20T02:43:54ZengMDPI AGPhotochem2673-72562024-12-014450151010.3390/photochem4040031Synthesis of Acylated Naphthohydroquinones Through Photo-Friedel–Crafts Acylation and Evaluation of Their Antibiotic PotentialAlexis Mercier0Alizée Monet1Madyan A. Yaseen2M. Iris Hermanns3Michael Oelgemöller4INP-ENSIACET, University of Toulouse, CEDEX 4, 31030 Toulouse, FranceINP-ENSIACET, University of Toulouse, CEDEX 4, 31030 Toulouse, FranceCollege of Education, University of Samarra, Samarra 34010, Salah Al-Deen, IraqFaculty of Chemistry and Biology, Hochschule Fresenius gGmbH—University of Applied Sciences, 65510 Idstein, GermanyFaculty of Chemistry and Biology, Hochschule Fresenius gGmbH—University of Applied Sciences, 65510 Idstein, GermanyA 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.https://www.mdpi.com/2673-7256/4/4/31photoacylationnaphthoquinonesacylated naphthohydroquinonesantibiotic activity |
| spellingShingle | Alexis Mercier Alizée Monet Madyan A. Yaseen M. Iris Hermanns Michael Oelgemöller Synthesis of Acylated Naphthohydroquinones Through Photo-Friedel–Crafts Acylation and Evaluation of Their Antibiotic Potential Photochem photoacylation naphthoquinones acylated naphthohydroquinones antibiotic activity |
| title | Synthesis of Acylated Naphthohydroquinones Through Photo-Friedel–Crafts Acylation and Evaluation of Their Antibiotic Potential |
| title_full | Synthesis of Acylated Naphthohydroquinones Through Photo-Friedel–Crafts Acylation and Evaluation of Their Antibiotic Potential |
| title_fullStr | Synthesis of Acylated Naphthohydroquinones Through Photo-Friedel–Crafts Acylation and Evaluation of Their Antibiotic Potential |
| title_full_unstemmed | Synthesis of Acylated Naphthohydroquinones Through Photo-Friedel–Crafts Acylation and Evaluation of Their Antibiotic Potential |
| title_short | Synthesis of Acylated Naphthohydroquinones Through Photo-Friedel–Crafts Acylation and Evaluation of Their Antibiotic Potential |
| title_sort | synthesis of acylated naphthohydroquinones through photo friedel crafts acylation and evaluation of their antibiotic potential |
| topic | photoacylation naphthoquinones acylated naphthohydroquinones antibiotic activity |
| url | https://www.mdpi.com/2673-7256/4/4/31 |
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