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Synthesis of novel antibacterial and antifungal dithiocarbamate-containing piperazine derivatives via re-engineering multicomponent approach

A metal-free multicomponent synthetic route for the diverse preparation of dithiocarbamate-containing piperazine derivatives was developed through the C–N bond cleavage of DABCO ring. This multicomponent re-engineering approach proceeds via the reaction of amines, CS(2) and DABCO salts in one pot. V...

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Autores principales: Halimehjani, Azim Ziyaei, Dehghan, Faezeh, Tafakori, Vida, Amini, Elaheh, Hooshmand, Seyyed Emad, Nosood, Yazdanbkhsh Lotfi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9163505/
https://www.ncbi.nlm.nih.gov/pubmed/35669544
http://dx.doi.org/10.1016/j.heliyon.2022.e09564
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author Halimehjani, Azim Ziyaei
Dehghan, Faezeh
Tafakori, Vida
Amini, Elaheh
Hooshmand, Seyyed Emad
Nosood, Yazdanbkhsh Lotfi
author_facet Halimehjani, Azim Ziyaei
Dehghan, Faezeh
Tafakori, Vida
Amini, Elaheh
Hooshmand, Seyyed Emad
Nosood, Yazdanbkhsh Lotfi
author_sort Halimehjani, Azim Ziyaei
collection PubMed
description A metal-free multicomponent synthetic route for the diverse preparation of dithiocarbamate-containing piperazine derivatives was developed through the C–N bond cleavage of DABCO ring. This multicomponent re-engineering approach proceeds via the reaction of amines, CS(2) and DABCO salts in one pot. Various DABCO salts and secondary amines are tolerated well in this protocol to afford a broad spectrum of dithiocarbamate-containing piperazines in good to high yields. Then, the selected compounds have been deployed against some critical types of bacteria and fungi. A certain number of synthesized compounds revealed not only appropriate antibacterial activity as investigated by disc fusion and minimum inhibitory concentration methods against bacteria (Gram-positive and Gram-negative), but also depicted good to excellent antifungal activity.
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spelling pubmed-91635052022-06-05 Synthesis of novel antibacterial and antifungal dithiocarbamate-containing piperazine derivatives via re-engineering multicomponent approach Halimehjani, Azim Ziyaei Dehghan, Faezeh Tafakori, Vida Amini, Elaheh Hooshmand, Seyyed Emad Nosood, Yazdanbkhsh Lotfi Heliyon Research Article A metal-free multicomponent synthetic route for the diverse preparation of dithiocarbamate-containing piperazine derivatives was developed through the C–N bond cleavage of DABCO ring. This multicomponent re-engineering approach proceeds via the reaction of amines, CS(2) and DABCO salts in one pot. Various DABCO salts and secondary amines are tolerated well in this protocol to afford a broad spectrum of dithiocarbamate-containing piperazines in good to high yields. Then, the selected compounds have been deployed against some critical types of bacteria and fungi. A certain number of synthesized compounds revealed not only appropriate antibacterial activity as investigated by disc fusion and minimum inhibitory concentration methods against bacteria (Gram-positive and Gram-negative), but also depicted good to excellent antifungal activity. Elsevier 2022-05-30 /pmc/articles/PMC9163505/ /pubmed/35669544 http://dx.doi.org/10.1016/j.heliyon.2022.e09564 Text en © 2022 The Author(s) https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Research Article
Halimehjani, Azim Ziyaei
Dehghan, Faezeh
Tafakori, Vida
Amini, Elaheh
Hooshmand, Seyyed Emad
Nosood, Yazdanbkhsh Lotfi
Synthesis of novel antibacterial and antifungal dithiocarbamate-containing piperazine derivatives via re-engineering multicomponent approach
title Synthesis of novel antibacterial and antifungal dithiocarbamate-containing piperazine derivatives via re-engineering multicomponent approach
title_full Synthesis of novel antibacterial and antifungal dithiocarbamate-containing piperazine derivatives via re-engineering multicomponent approach
title_fullStr Synthesis of novel antibacterial and antifungal dithiocarbamate-containing piperazine derivatives via re-engineering multicomponent approach
title_full_unstemmed Synthesis of novel antibacterial and antifungal dithiocarbamate-containing piperazine derivatives via re-engineering multicomponent approach
title_short Synthesis of novel antibacterial and antifungal dithiocarbamate-containing piperazine derivatives via re-engineering multicomponent approach
title_sort synthesis of novel antibacterial and antifungal dithiocarbamate-containing piperazine derivatives via re-engineering multicomponent approach
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9163505/
https://www.ncbi.nlm.nih.gov/pubmed/35669544
http://dx.doi.org/10.1016/j.heliyon.2022.e09564
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