Antimicrobial and cytotoxic activities of short carbon chain unsaturated sucrose esters

Detalhes bibliográficos
Autor(a) principal: Petrova, Krasimira T.
Data de Publicação: 2018
Outros Autores: Barros, M. Teresa, Calhelha, Ricardo C., 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/10198/18549
Resumo: A library of C3–C5 unsaturated 6-O-sucrose esters 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, 6-O-methacryloyl sucrose 2 and 1′,2,3,3′,4,4′,6′-hepta-O-acetyl-6-O-methacryloyl sucrose 9 were the most active bactericides against all the tested bacteria with minimal inhibitory concentrations (MICs) ranging between 0.24 and 1.40 μM. The compound 9 showed also the highest antifungal activity with MICs from 0.28 to 1.10 μM. The synthesized compounds possessed low cytotoxicity against human breast, lung, cervical, and hepatocellular carcinoma cell lines without showing toxicity for non-tumor liver cells. Thus, this library of short carbon chain unsaturated sucrose esters represent promising leads for the development of new generation of sucrose-based antimicrobial agents.
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spelling Antimicrobial and cytotoxic activities of short carbon chain unsaturated sucrose estersAntibacterial activityAntifungal activityCytotoxic activitySucroseUnsaturated estersA library of C3–C5 unsaturated 6-O-sucrose esters 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, 6-O-methacryloyl sucrose 2 and 1′,2,3,3′,4,4′,6′-hepta-O-acetyl-6-O-methacryloyl sucrose 9 were the most active bactericides against all the tested bacteria with minimal inhibitory concentrations (MICs) ranging between 0.24 and 1.40 μM. The compound 9 showed also the highest antifungal activity with MICs from 0.28 to 1.10 μM. The synthesized compounds possessed low cytotoxicity against human breast, lung, cervical, and hepatocellular carcinoma cell lines without showing toxicity for non-tumor liver cells. Thus, this library of short carbon chain unsaturated sucrose esters represent promising leads for the development of new generation of sucrose-based antimicrobial 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. The authors thank Serbian Ministry of Education, Science, and Technological Development for financial support (grant number 173032).Biblioteca Digital do IPBPetrova, Krasimira T.Barros, M. TeresaCalhelha, Ricardo C.Soković, MarinaFerreira, Isabel C.F.R.2018-01-19T10:00:00Z20182018-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10198/18549engPetrova, Krasimira T.; Barros, M. Teresa; Calhelha, Ricardo C.; Soković, Marina; Ferreira, Isabel C.F.R. (2018). Antimicrobial and cytotoxic activities of short carbon chain unsaturated sucrose esters. Medicinal Chemistry Research. ISSN 1054-2523. 27, p. 980-9881054-252310.1007/s00044-017-2121-5info: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:RCAAP2023-11-21T10:42:35Zoai:bibliotecadigital.ipb.pt:10198/18549Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T23:08:52.967094Repositório 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 short carbon chain unsaturated sucrose esters
title Antimicrobial and cytotoxic activities of short carbon chain unsaturated sucrose esters
spellingShingle Antimicrobial and cytotoxic activities of short carbon chain unsaturated sucrose esters
Petrova, Krasimira T.
Antibacterial activity
Antifungal activity
Cytotoxic activity
Sucrose
Unsaturated esters
title_short Antimicrobial and cytotoxic activities of short carbon chain unsaturated sucrose esters
title_full Antimicrobial and cytotoxic activities of short carbon chain unsaturated sucrose esters
title_fullStr Antimicrobial and cytotoxic activities of short carbon chain unsaturated sucrose esters
title_full_unstemmed Antimicrobial and cytotoxic activities of short carbon chain unsaturated sucrose esters
title_sort Antimicrobial and cytotoxic activities of short carbon chain unsaturated sucrose esters
author Petrova, Krasimira T.
author_facet Petrova, Krasimira T.
Barros, M. Teresa
Calhelha, Ricardo C.
Soković, Marina
Ferreira, Isabel C.F.R.
author_role author
author2 Barros, M. Teresa
Calhelha, Ricardo C.
Soković, Marina
Ferreira, Isabel C.F.R.
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Biblioteca Digital do IPB
dc.contributor.author.fl_str_mv Petrova, Krasimira T.
Barros, M. Teresa
Calhelha, Ricardo C.
Soković, Marina
Ferreira, Isabel C.F.R.
dc.subject.por.fl_str_mv Antibacterial activity
Antifungal activity
Cytotoxic activity
Sucrose
Unsaturated esters
topic Antibacterial activity
Antifungal activity
Cytotoxic activity
Sucrose
Unsaturated esters
description A library of C3–C5 unsaturated 6-O-sucrose esters 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, 6-O-methacryloyl sucrose 2 and 1′,2,3,3′,4,4′,6′-hepta-O-acetyl-6-O-methacryloyl sucrose 9 were the most active bactericides against all the tested bacteria with minimal inhibitory concentrations (MICs) ranging between 0.24 and 1.40 μM. The compound 9 showed also the highest antifungal activity with MICs from 0.28 to 1.10 μM. The synthesized compounds possessed low cytotoxicity against human breast, lung, cervical, and hepatocellular carcinoma cell lines without showing toxicity for non-tumor liver cells. Thus, this library of short carbon chain unsaturated sucrose esters represent promising leads for the development of new generation of sucrose-based antimicrobial agents.
publishDate 2018
dc.date.none.fl_str_mv 2018-01-19T10:00:00Z
2018
2018-01-01T00:00:00Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
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status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10198/18549
url http://hdl.handle.net/10198/18549
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Petrova, Krasimira T.; Barros, M. Teresa; Calhelha, Ricardo C.; Soković, Marina; Ferreira, Isabel C.F.R. (2018). Antimicrobial and cytotoxic activities of short carbon chain unsaturated sucrose esters. Medicinal Chemistry Research. ISSN 1054-2523. 27, p. 980-988
1054-2523
10.1007/s00044-017-2121-5
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