Antimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivatives

Detalhes bibliográficos
Autor(a) principal: Petrova, Krasimira T.
Data de Publicação: 2015
Outros Autores: Potewar, Taterao M., Correia-da-Silva, Paula, Barros, M. Teresa, Calhelha, Ricardo C., Ćirić, Ana, Soković, Marina, Ferreira, Isabel C.F.R.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10198/12465
Resumo: A library of 1-(1′,2,3,3′,4,4′,6-hepta-O-acetyl-6′-deoxy-sucros-6′-yl)-1,2,3-triazoles have been investigated for their antibacterial, antifungal and cytotoxic activities. Most of the target compounds showed good inhibitory activity against a variety of clinically and food contaminant important microbial pathogens. In particular, 1-(1′,2,3,3′,4,4′,6-hepta-O-acetyl-6′-deoxy-sucros-6′-yl)-4-(4-pentylphenyl)-1,2,3- triazole (5) was highly active against all the tested bacteria with minimal inhibitory concentrations (MICs) ranging between 1.1 and 4.4 μM and bactericidal concentrations (MBCs) from 2.2 and 8.4 μM. The compound 1-(1′,2,3,3′,4,4′,6-hepta-O-acetyl-6′-deoxy-sucros-6′-yl)-4-(4-bromophenyl)-1,2,3-triazole (3) showed antifungal activity with MICs from 0.6 to 4.8 μM and minimal fungicidal concentrations (MFCs) ranging between 1.2 and 8.9 μM. Furthermore, some of the compounds possessed moderate cytotoxicity against human breast, lung, cervical and hepatocellular carcinoma cell lines, without showing toxicity for nontumor liver cells. The above mentioned derivatives represent promising leads for the development of new generation of sugar-triazole anti fungal agents.
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spelling Antimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivatives1,2,3-TriazolesAntibacterial activityAntifungal activityCytotoxic activitySucroseA library of 1-(1′,2,3,3′,4,4′,6-hepta-O-acetyl-6′-deoxy-sucros-6′-yl)-1,2,3-triazoles have been investigated for their antibacterial, antifungal and cytotoxic activities. Most of the target compounds showed good inhibitory activity against a variety of clinically and food contaminant important microbial pathogens. In particular, 1-(1′,2,3,3′,4,4′,6-hepta-O-acetyl-6′-deoxy-sucros-6′-yl)-4-(4-pentylphenyl)-1,2,3- triazole (5) was highly active against all the tested bacteria with minimal inhibitory concentrations (MICs) ranging between 1.1 and 4.4 μM and bactericidal concentrations (MBCs) from 2.2 and 8.4 μM. The compound 1-(1′,2,3,3′,4,4′,6-hepta-O-acetyl-6′-deoxy-sucros-6′-yl)-4-(4-bromophenyl)-1,2,3-triazole (3) showed antifungal activity with MICs from 0.6 to 4.8 μM and minimal fungicidal concentrations (MFCs) ranging between 1.2 and 8.9 μM. Furthermore, some of the compounds possessed moderate cytotoxicity against human breast, lung, cervical and hepatocellular carcinoma cell lines, without showing toxicity for nontumor liver cells. The above mentioned derivatives represent promising leads for the development of new generation of sugar-triazole anti fungal agents.This work has been supported by Fundação para a Ciência e a Tecnologia through grant Nos. PEst-C/EQB/LA0006/2013 and PEst-OE/AGR/UI0690/2014. T.M. Potewar and R.C. Calhelha are grateful to Fundação para a Ciência e a Tecnologia for their pos-doctoral Grant Nos. SFRH/ BPD/65173/2009 and SFRH/BPD/68344/2010, respectively. The authors thank to Serbian Ministry of Education, Science and Technological Development for financial support (grant number 173032). The NMR spectrometers are part of The National NMR Facility, supported by Fundação para a Ciência e a Tecnologia (RECI/BBB-BQB/0230/2012).ElsevierBiblioteca Digital do IPBPetrova, Krasimira T.Potewar, Taterao M.Correia-da-Silva, PaulaBarros, M. TeresaCalhelha, Ricardo C.Ćirić, AnaSoković, MarinaFerreira, Isabel C.F.R.2015-12-01T11:22:07Z20152015-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10198/12465engPetrova, Krasimira T.; Potewar, Taterao M.; Correia-da-Silva, Paula; Barros, M. Teresa; Calhelha, Ricardo C.; Ćirić, Ana; Soković, Marina; Ferreira, Isabel C.F.R. (2015). Antimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivatives. Carbohydrate Research. ISSN 1873-426X. 417, p. 66-711873-426X10.1016/j.carres.2015.09.003info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-11-21T10:28:44Zoai:bibliotecadigital.ipb.pt:10198/12465Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T23:02:37.975995Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Antimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivatives
title Antimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivatives
spellingShingle Antimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivatives
Petrova, Krasimira T.
1,2,3-Triazoles
Antibacterial activity
Antifungal activity
Cytotoxic activity
Sucrose
title_short Antimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivatives
title_full Antimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivatives
title_fullStr Antimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivatives
title_full_unstemmed Antimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivatives
title_sort Antimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivatives
author Petrova, Krasimira T.
author_facet Petrova, Krasimira T.
Potewar, Taterao M.
Correia-da-Silva, Paula
Barros, M. Teresa
Calhelha, Ricardo C.
Ćirić, Ana
Soković, Marina
Ferreira, Isabel C.F.R.
author_role author
author2 Potewar, Taterao M.
Correia-da-Silva, Paula
Barros, M. Teresa
Calhelha, Ricardo C.
Ćirić, Ana
Soković, Marina
Ferreira, Isabel C.F.R.
author2_role author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Biblioteca Digital do IPB
dc.contributor.author.fl_str_mv Petrova, Krasimira T.
Potewar, Taterao M.
Correia-da-Silva, Paula
Barros, M. Teresa
Calhelha, Ricardo C.
Ćirić, Ana
Soković, Marina
Ferreira, Isabel C.F.R.
dc.subject.por.fl_str_mv 1,2,3-Triazoles
Antibacterial activity
Antifungal activity
Cytotoxic activity
Sucrose
topic 1,2,3-Triazoles
Antibacterial activity
Antifungal activity
Cytotoxic activity
Sucrose
description A library of 1-(1′,2,3,3′,4,4′,6-hepta-O-acetyl-6′-deoxy-sucros-6′-yl)-1,2,3-triazoles have been investigated for their antibacterial, antifungal and cytotoxic activities. Most of the target compounds showed good inhibitory activity against a variety of clinically and food contaminant important microbial pathogens. In particular, 1-(1′,2,3,3′,4,4′,6-hepta-O-acetyl-6′-deoxy-sucros-6′-yl)-4-(4-pentylphenyl)-1,2,3- triazole (5) was highly active against all the tested bacteria with minimal inhibitory concentrations (MICs) ranging between 1.1 and 4.4 μM and bactericidal concentrations (MBCs) from 2.2 and 8.4 μM. The compound 1-(1′,2,3,3′,4,4′,6-hepta-O-acetyl-6′-deoxy-sucros-6′-yl)-4-(4-bromophenyl)-1,2,3-triazole (3) showed antifungal activity with MICs from 0.6 to 4.8 μM and minimal fungicidal concentrations (MFCs) ranging between 1.2 and 8.9 μM. Furthermore, some of the compounds possessed moderate cytotoxicity against human breast, lung, cervical and hepatocellular carcinoma cell lines, without showing toxicity for nontumor liver cells. The above mentioned derivatives represent promising leads for the development of new generation of sugar-triazole anti fungal agents.
publishDate 2015
dc.date.none.fl_str_mv 2015-12-01T11:22:07Z
2015
2015-01-01T00:00:00Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10198/12465
url http://hdl.handle.net/10198/12465
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Petrova, Krasimira T.; Potewar, Taterao M.; Correia-da-Silva, Paula; Barros, M. Teresa; Calhelha, Ricardo C.; Ćirić, Ana; Soković, Marina; Ferreira, Isabel C.F.R. (2015). Antimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivatives. Carbohydrate Research. ISSN 1873-426X. 417, p. 66-71
1873-426X
10.1016/j.carres.2015.09.003
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
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collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
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