Assessment of the biological potential of diaryltriazene-derived triazene compounds

Abstract In the present study, novel, 1,3-diaryltriazene-derived triazene compounds were synthesized and tested. Triazenes are versatile and belong to a group of alkylating agents with interesting physicochemical properties and proven biological activities. This study describes the synthesis, molecu...

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Autores principales: Patricia de Maria Silva Figueirêdo, José Costa Sampaio Filho, Alzirene de Jesus Sales Sodré, José Ribamar de Castro Júnior, Ingrid Santos Gonçalves, Rodrigo Vieira Blasques, Rodrigo S. Correa, Benedicto Augusto Vieira Lima, Larissa dos Anjos Marques, Denise Fernandes Coutinho, Ana Paula Silva de Azevedo dos Santos, Tássio Rômulo Silva Araújo Luz, Rita de Cassia Mendonça de Miranda, Julliana Ribeiro Alves dos Santos, Antonio Carlos Doriguetto, María Isabel Pividori, Manfredo Hörner, Paulo Cesar Mendes Villis
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Publicado: Nature Portfolio 2021
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Acceso en línea:https://doaj.org/article/2b8e495c3b7e47ab8b67ba297b5d633e
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spelling oai:doaj.org-article:2b8e495c3b7e47ab8b67ba297b5d633e2021-12-02T10:48:32ZAssessment of the biological potential of diaryltriazene-derived triazene compounds10.1038/s41598-021-81823-22045-2322https://doaj.org/article/2b8e495c3b7e47ab8b67ba297b5d633e2021-01-01T00:00:00Zhttps://doi.org/10.1038/s41598-021-81823-2https://doaj.org/toc/2045-2322Abstract In the present study, novel, 1,3-diaryltriazene-derived triazene compounds were synthesized and tested. Triazenes are versatile and belong to a group of alkylating agents with interesting physicochemical properties and proven biological activities. This study describes the synthesis, molecular and crystalline structure, biological activity evaluation, and antifungal and antimicrobial potentials of 1,3-bis(X-methoxy-Y-nitrophenyl)triazenes [X = 2 and 5; Y = 4 and 5]. The antimicrobial and antifungal activities of the compounds were tested by evaluating the sensitivity of bacteria (American Type Culture Collection, ATCC) and clinical isolates to their solutions using standardized microbiological assays, cytotoxicity evaluation, and ecotoxicity tests. The antimicrobial potentials of triazenes were determined according to their minimum inhibitory concentrations (MICs); these compounds were active against gram-positive and gram-negative bacteria, with low MIC values. The most surprising result was obtained for T3 having the effective MIC of 9.937 µg/mL and antifungal activity against Candida albicans ATCC 90028, C. parapsilosis ATCC 22019, and C. tropicallis IC. To the best of our knowledge, this study is the first to report promising activities of triazene compounds against yeast and filamentous fungi. The results showed the potential utility of triazenes as agents affecting selected resistant bacterial and fungal strains.Patricia de Maria Silva FigueirêdoJosé Costa Sampaio FilhoAlzirene de Jesus Sales SodréJosé Ribamar de Castro JúniorIngrid Santos GonçalvesRodrigo Vieira BlasquesRodrigo S. CorreaBenedicto Augusto Vieira LimaLarissa dos Anjos MarquesDenise Fernandes CoutinhoAna Paula Silva de Azevedo dos SantosTássio Rômulo Silva Araújo LuzRita de Cassia Mendonça de MirandaJulliana Ribeiro Alves dos SantosAntonio Carlos DoriguettoMaría Isabel PividoriManfredo HörnerPaulo Cesar Mendes VillisNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 11, Iss 1, Pp 1-15 (2021)
institution DOAJ
collection DOAJ
language EN
topic Medicine
R
Science
Q
spellingShingle Medicine
R
Science
Q
Patricia de Maria Silva Figueirêdo
José Costa Sampaio Filho
Alzirene de Jesus Sales Sodré
José Ribamar de Castro Júnior
Ingrid Santos Gonçalves
Rodrigo Vieira Blasques
Rodrigo S. Correa
Benedicto Augusto Vieira Lima
Larissa dos Anjos Marques
Denise Fernandes Coutinho
Ana Paula Silva de Azevedo dos Santos
Tássio Rômulo Silva Araújo Luz
Rita de Cassia Mendonça de Miranda
Julliana Ribeiro Alves dos Santos
Antonio Carlos Doriguetto
María Isabel Pividori
Manfredo Hörner
Paulo Cesar Mendes Villis
Assessment of the biological potential of diaryltriazene-derived triazene compounds
description Abstract In the present study, novel, 1,3-diaryltriazene-derived triazene compounds were synthesized and tested. Triazenes are versatile and belong to a group of alkylating agents with interesting physicochemical properties and proven biological activities. This study describes the synthesis, molecular and crystalline structure, biological activity evaluation, and antifungal and antimicrobial potentials of 1,3-bis(X-methoxy-Y-nitrophenyl)triazenes [X = 2 and 5; Y = 4 and 5]. The antimicrobial and antifungal activities of the compounds were tested by evaluating the sensitivity of bacteria (American Type Culture Collection, ATCC) and clinical isolates to their solutions using standardized microbiological assays, cytotoxicity evaluation, and ecotoxicity tests. The antimicrobial potentials of triazenes were determined according to their minimum inhibitory concentrations (MICs); these compounds were active against gram-positive and gram-negative bacteria, with low MIC values. The most surprising result was obtained for T3 having the effective MIC of 9.937 µg/mL and antifungal activity against Candida albicans ATCC 90028, C. parapsilosis ATCC 22019, and C. tropicallis IC. To the best of our knowledge, this study is the first to report promising activities of triazene compounds against yeast and filamentous fungi. The results showed the potential utility of triazenes as agents affecting selected resistant bacterial and fungal strains.
format article
author Patricia de Maria Silva Figueirêdo
José Costa Sampaio Filho
Alzirene de Jesus Sales Sodré
José Ribamar de Castro Júnior
Ingrid Santos Gonçalves
Rodrigo Vieira Blasques
Rodrigo S. Correa
Benedicto Augusto Vieira Lima
Larissa dos Anjos Marques
Denise Fernandes Coutinho
Ana Paula Silva de Azevedo dos Santos
Tássio Rômulo Silva Araújo Luz
Rita de Cassia Mendonça de Miranda
Julliana Ribeiro Alves dos Santos
Antonio Carlos Doriguetto
María Isabel Pividori
Manfredo Hörner
Paulo Cesar Mendes Villis
author_facet Patricia de Maria Silva Figueirêdo
José Costa Sampaio Filho
Alzirene de Jesus Sales Sodré
José Ribamar de Castro Júnior
Ingrid Santos Gonçalves
Rodrigo Vieira Blasques
Rodrigo S. Correa
Benedicto Augusto Vieira Lima
Larissa dos Anjos Marques
Denise Fernandes Coutinho
Ana Paula Silva de Azevedo dos Santos
Tássio Rômulo Silva Araújo Luz
Rita de Cassia Mendonça de Miranda
Julliana Ribeiro Alves dos Santos
Antonio Carlos Doriguetto
María Isabel Pividori
Manfredo Hörner
Paulo Cesar Mendes Villis
author_sort Patricia de Maria Silva Figueirêdo
title Assessment of the biological potential of diaryltriazene-derived triazene compounds
title_short Assessment of the biological potential of diaryltriazene-derived triazene compounds
title_full Assessment of the biological potential of diaryltriazene-derived triazene compounds
title_fullStr Assessment of the biological potential of diaryltriazene-derived triazene compounds
title_full_unstemmed Assessment of the biological potential of diaryltriazene-derived triazene compounds
title_sort assessment of the biological potential of diaryltriazene-derived triazene compounds
publisher Nature Portfolio
publishDate 2021
url https://doaj.org/article/2b8e495c3b7e47ab8b67ba297b5d633e
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