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Synthesis of new pyrazolone and pyrazole-based adamantyl chalcones and antimicrobial activity
Chalcones and their derivatives are becoming increasingly popular due to their various pharmacological effects. Chalcone molecules may be extracted from natural resources, entirely synthesised, or biosynthesised by modifying the natural ones. In the present study, five pyrazole-based adamantyl heter...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Portland Press Ltd.
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7517278/ https://www.ncbi.nlm.nih.gov/pubmed/32914839 http://dx.doi.org/10.1042/BSR20201950 |
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author | Al-Saheb, Rawan Makharza, Sami Al-battah, Feras Abu-El-Halawa, Rajab Kaimari, Tawfeq Abu Abed, Omar S. |
author_facet | Al-Saheb, Rawan Makharza, Sami Al-battah, Feras Abu-El-Halawa, Rajab Kaimari, Tawfeq Abu Abed, Omar S. |
author_sort | Al-Saheb, Rawan |
collection | PubMed |
description | Chalcones and their derivatives are becoming increasingly popular due to their various pharmacological effects. Chalcone molecules may be extracted from natural resources, entirely synthesised, or biosynthesised by modifying the natural ones. In the present study, five pyrazole-based adamantyl heterocyclic compounds were synthesised by condensation of 1-adamantyl chalcone with substituted phenylhydrazine. The products were characterised by using ¹H NMR, ¹³C NMR and FT-IR spectroscopy. The microbiological activity of these compounds was investigated against bacteria and fungi. The new compounds showed good to moderate activity against the microbial species used for screening. All developed molecules showed antibacterial activity against Gram-negative and Gram-positive. These molecules showed antifungal activities against Fusarium oxysporum fungus and in a dose-dependent manner, apart from RS-1 molecules which showed compromised antifungal activity and even at a high dose. |
format | Online Article Text |
id | pubmed-7517278 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | Portland Press Ltd. |
record_format | MEDLINE/PubMed |
spelling | pubmed-75172782020-10-02 Synthesis of new pyrazolone and pyrazole-based adamantyl chalcones and antimicrobial activity Al-Saheb, Rawan Makharza, Sami Al-battah, Feras Abu-El-Halawa, Rajab Kaimari, Tawfeq Abu Abed, Omar S. Biosci Rep Chemical Biology Chalcones and their derivatives are becoming increasingly popular due to their various pharmacological effects. Chalcone molecules may be extracted from natural resources, entirely synthesised, or biosynthesised by modifying the natural ones. In the present study, five pyrazole-based adamantyl heterocyclic compounds were synthesised by condensation of 1-adamantyl chalcone with substituted phenylhydrazine. The products were characterised by using ¹H NMR, ¹³C NMR and FT-IR spectroscopy. The microbiological activity of these compounds was investigated against bacteria and fungi. The new compounds showed good to moderate activity against the microbial species used for screening. All developed molecules showed antibacterial activity against Gram-negative and Gram-positive. These molecules showed antifungal activities against Fusarium oxysporum fungus and in a dose-dependent manner, apart from RS-1 molecules which showed compromised antifungal activity and even at a high dose. Portland Press Ltd. 2020-09-24 /pmc/articles/PMC7517278/ /pubmed/32914839 http://dx.doi.org/10.1042/BSR20201950 Text en © 2020 The Author(s). https://creativecommons.org/licenses/by/4.0/ This is an open access article published by Portland Press Limited on behalf of the Biochemical Society and distributed under the Creative Commons Attribution License 4.0 (CC BY). |
spellingShingle | Chemical Biology Al-Saheb, Rawan Makharza, Sami Al-battah, Feras Abu-El-Halawa, Rajab Kaimari, Tawfeq Abu Abed, Omar S. Synthesis of new pyrazolone and pyrazole-based adamantyl chalcones and antimicrobial activity |
title | Synthesis of new pyrazolone and pyrazole-based adamantyl chalcones and antimicrobial activity |
title_full | Synthesis of new pyrazolone and pyrazole-based adamantyl chalcones and antimicrobial activity |
title_fullStr | Synthesis of new pyrazolone and pyrazole-based adamantyl chalcones and antimicrobial activity |
title_full_unstemmed | Synthesis of new pyrazolone and pyrazole-based adamantyl chalcones and antimicrobial activity |
title_short | Synthesis of new pyrazolone and pyrazole-based adamantyl chalcones and antimicrobial activity |
title_sort | synthesis of new pyrazolone and pyrazole-based adamantyl chalcones and antimicrobial activity |
topic | Chemical Biology |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7517278/ https://www.ncbi.nlm.nih.gov/pubmed/32914839 http://dx.doi.org/10.1042/BSR20201950 |
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