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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...

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Autores principales: Al-Saheb, Rawan, Makharza, Sami, Al-battah, Feras, Abu-El-Halawa, Rajab, Kaimari, Tawfeq, Abu Abed, Omar S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Portland Press Ltd. 2020
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.
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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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