Antimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivatives
Autor(a) principal: | |
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Data de Publicação: | 2015 |
Outros Autores: | , , , , , , |
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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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) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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