Chemical Profile and Biological Potential of Non-Polar Fractions from Centroceras clavulatum (C. Agardh) Montagne (Ceramiales, Rhodophyta)

Detalhes bibliográficos
Autor(a) principal: Rocha, Otavio P.
Data de Publicação: 2011
Outros Autores: De Felicio, Rafael, Rodrigues, Ana Helena B., Ambrosio, Daniela L. [UNESP], Cicarelli, Regina Maria Barretto [UNESP], De Albuquerque, Sergio, Young, Maria Claudia M., Yokoya, Nair S., Debonsi, Hosana M.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.3390/molecules16087105
http://hdl.handle.net/11449/7501
Resumo: The present study reports the Gas Chromatography-Mass Spectrometry (GC-MS) evaluation of the hexanes and dichloromethane fractions from extracts of the red alga Centroceras clavulatum (C. Agardh) Montagne. Twenty three compounds were identified, totaling ca. 42% of both fractions (0.18 g mass extract). The main constituents of the fractions were hexadecanoic acid (17.6%) and pentadecanoic acid (15.9%). Several secondary metabolites with interesting biological activity, such as (-)-loliolide, neophytadiene, phytol were identified. In addition, several classes of secondary metabolites, including phenolic compounds (e.g., phenylacetic acid), terpene derivatives, fatty acids, halogenated compound (e.g., 2-chlorocyclohexenol), lignoids, steroids, esters, amides (e.g., hexadecanamide), ketones, carboxylic acids, aldehydes and alcohols were observed. The occurrence of several of these structural classes is described for the first time in this species. The same fractions analyzed by GC-MS, and a separate set of polar fractions, were evaluated against two life cycle stages (epimastigote and trypomastigote forms) of the protozoan Trypanosoma cruzi and against phytopatogenic fungi Cladosporium cladosporiodes and C. sphaerospermum. The dichloromethane fraction was active against both T. cruzi forms (epimastigote IC(50) = 19.1 mu g.mL(-1) and trypomastigote IC(50) = 76.2 mu g.mL(-1)). The hexanes and ethyl acetate fractions also displayed activity against both fungi species (200 mu g) by TLC-bioautography.
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spelling Chemical Profile and Biological Potential of Non-Polar Fractions from Centroceras clavulatum (C. Agardh) Montagne (Ceramiales, Rhodophyta)Centroceras clavulatumGC-MS analysisRhodophytatrypanocidal activityantifungal activityThe present study reports the Gas Chromatography-Mass Spectrometry (GC-MS) evaluation of the hexanes and dichloromethane fractions from extracts of the red alga Centroceras clavulatum (C. Agardh) Montagne. Twenty three compounds were identified, totaling ca. 42% of both fractions (0.18 g mass extract). The main constituents of the fractions were hexadecanoic acid (17.6%) and pentadecanoic acid (15.9%). Several secondary metabolites with interesting biological activity, such as (-)-loliolide, neophytadiene, phytol were identified. In addition, several classes of secondary metabolites, including phenolic compounds (e.g., phenylacetic acid), terpene derivatives, fatty acids, halogenated compound (e.g., 2-chlorocyclohexenol), lignoids, steroids, esters, amides (e.g., hexadecanamide), ketones, carboxylic acids, aldehydes and alcohols were observed. The occurrence of several of these structural classes is described for the first time in this species. The same fractions analyzed by GC-MS, and a separate set of polar fractions, were evaluated against two life cycle stages (epimastigote and trypomastigote forms) of the protozoan Trypanosoma cruzi and against phytopatogenic fungi Cladosporium cladosporiodes and C. sphaerospermum. The dichloromethane fraction was active against both T. cruzi forms (epimastigote IC(50) = 19.1 mu g.mL(-1) and trypomastigote IC(50) = 76.2 mu g.mL(-1)). The hexanes and ethyl acetate fractions also displayed activity against both fungi species (200 mu g) by TLC-bioautography.Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fac Ciencias Farmaceut Ribeirao Preto USP, Dept Quim & Fis, BR-14040903 Ribeirao Preto, SP, BrazilDept Ciencias Biol UNESP, Fac Ciencias Farmaceut Araraquara, BR-14801902 Araraquara, SP, BrazilFac Ciencias Farmaceut Ribeirao Preto USP, Dept Anal Clin Toxicol & Bromatol, BR-14040903 Ribeirao Preto, SP, BrazilInst Bot, Nucleo Pesquisas Fisiol & Bioquim Vegetal, BR-04301012 São Paulo, BrazilInst Bot, Nucleo Pesquisas Ficol, BR-04301012 São Paulo, BrazilDept Ciencias Biol UNESP, Fac Ciencias Farmaceut Araraquara, BR-14801902 Araraquara, SP, BrazilMdpi AgUniversidade de São Paulo (USP)Universidade Estadual Paulista (Unesp)Inst BotRocha, Otavio P.De Felicio, RafaelRodrigues, Ana Helena B.Ambrosio, Daniela L. [UNESP]Cicarelli, Regina Maria Barretto [UNESP]De Albuquerque, SergioYoung, Maria Claudia M.Yokoya, Nair S.Debonsi, Hosana M.2014-05-20T13:24:19Z2014-05-20T13:24:19Z2011-08-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article7105-7114application/pdfhttp://dx.doi.org/10.3390/molecules16087105Molecules. Basel: Mdpi Ag, v. 16, n. 8, p. 7105-7114, 2011.1420-3049http://hdl.handle.net/11449/750110.3390/molecules16087105WOS:000294249100071WOS000294249100071.pdfWeb of Sciencereponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengMolecules3.0980,855info:eu-repo/semantics/openAccess2023-11-05T06:12:33Zoai:repositorio.unesp.br:11449/7501Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462023-11-05T06:12:33Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Chemical Profile and Biological Potential of Non-Polar Fractions from Centroceras clavulatum (C. Agardh) Montagne (Ceramiales, Rhodophyta)
title Chemical Profile and Biological Potential of Non-Polar Fractions from Centroceras clavulatum (C. Agardh) Montagne (Ceramiales, Rhodophyta)
spellingShingle Chemical Profile and Biological Potential of Non-Polar Fractions from Centroceras clavulatum (C. Agardh) Montagne (Ceramiales, Rhodophyta)
Rocha, Otavio P.
Centroceras clavulatum
GC-MS analysis
Rhodophyta
trypanocidal activity
antifungal activity
title_short Chemical Profile and Biological Potential of Non-Polar Fractions from Centroceras clavulatum (C. Agardh) Montagne (Ceramiales, Rhodophyta)
title_full Chemical Profile and Biological Potential of Non-Polar Fractions from Centroceras clavulatum (C. Agardh) Montagne (Ceramiales, Rhodophyta)
title_fullStr Chemical Profile and Biological Potential of Non-Polar Fractions from Centroceras clavulatum (C. Agardh) Montagne (Ceramiales, Rhodophyta)
title_full_unstemmed Chemical Profile and Biological Potential of Non-Polar Fractions from Centroceras clavulatum (C. Agardh) Montagne (Ceramiales, Rhodophyta)
title_sort Chemical Profile and Biological Potential of Non-Polar Fractions from Centroceras clavulatum (C. Agardh) Montagne (Ceramiales, Rhodophyta)
author Rocha, Otavio P.
author_facet Rocha, Otavio P.
De Felicio, Rafael
Rodrigues, Ana Helena B.
Ambrosio, Daniela L. [UNESP]
Cicarelli, Regina Maria Barretto [UNESP]
De Albuquerque, Sergio
Young, Maria Claudia M.
Yokoya, Nair S.
Debonsi, Hosana M.
author_role author
author2 De Felicio, Rafael
Rodrigues, Ana Helena B.
Ambrosio, Daniela L. [UNESP]
Cicarelli, Regina Maria Barretto [UNESP]
De Albuquerque, Sergio
Young, Maria Claudia M.
Yokoya, Nair S.
Debonsi, Hosana M.
author2_role author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade de São Paulo (USP)
Universidade Estadual Paulista (Unesp)
Inst Bot
dc.contributor.author.fl_str_mv Rocha, Otavio P.
De Felicio, Rafael
Rodrigues, Ana Helena B.
Ambrosio, Daniela L. [UNESP]
Cicarelli, Regina Maria Barretto [UNESP]
De Albuquerque, Sergio
Young, Maria Claudia M.
Yokoya, Nair S.
Debonsi, Hosana M.
dc.subject.por.fl_str_mv Centroceras clavulatum
GC-MS analysis
Rhodophyta
trypanocidal activity
antifungal activity
topic Centroceras clavulatum
GC-MS analysis
Rhodophyta
trypanocidal activity
antifungal activity
description The present study reports the Gas Chromatography-Mass Spectrometry (GC-MS) evaluation of the hexanes and dichloromethane fractions from extracts of the red alga Centroceras clavulatum (C. Agardh) Montagne. Twenty three compounds were identified, totaling ca. 42% of both fractions (0.18 g mass extract). The main constituents of the fractions were hexadecanoic acid (17.6%) and pentadecanoic acid (15.9%). Several secondary metabolites with interesting biological activity, such as (-)-loliolide, neophytadiene, phytol were identified. In addition, several classes of secondary metabolites, including phenolic compounds (e.g., phenylacetic acid), terpene derivatives, fatty acids, halogenated compound (e.g., 2-chlorocyclohexenol), lignoids, steroids, esters, amides (e.g., hexadecanamide), ketones, carboxylic acids, aldehydes and alcohols were observed. The occurrence of several of these structural classes is described for the first time in this species. The same fractions analyzed by GC-MS, and a separate set of polar fractions, were evaluated against two life cycle stages (epimastigote and trypomastigote forms) of the protozoan Trypanosoma cruzi and against phytopatogenic fungi Cladosporium cladosporiodes and C. sphaerospermum. The dichloromethane fraction was active against both T. cruzi forms (epimastigote IC(50) = 19.1 mu g.mL(-1) and trypomastigote IC(50) = 76.2 mu g.mL(-1)). The hexanes and ethyl acetate fractions also displayed activity against both fungi species (200 mu g) by TLC-bioautography.
publishDate 2011
dc.date.none.fl_str_mv 2011-08-01
2014-05-20T13:24:19Z
2014-05-20T13:24:19Z
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://dx.doi.org/10.3390/molecules16087105
Molecules. Basel: Mdpi Ag, v. 16, n. 8, p. 7105-7114, 2011.
1420-3049
http://hdl.handle.net/11449/7501
10.3390/molecules16087105
WOS:000294249100071
WOS000294249100071.pdf
url http://dx.doi.org/10.3390/molecules16087105
http://hdl.handle.net/11449/7501
identifier_str_mv Molecules. Basel: Mdpi Ag, v. 16, n. 8, p. 7105-7114, 2011.
1420-3049
10.3390/molecules16087105
WOS:000294249100071
WOS000294249100071.pdf
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language eng
dc.relation.none.fl_str_mv Molecules
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dc.publisher.none.fl_str_mv Mdpi Ag
publisher.none.fl_str_mv Mdpi Ag
dc.source.none.fl_str_mv Web of Science
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
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