Chemical Profile and Biological Potential of Non-Polar Fractions from Centroceras clavulatum (C. Agardh) Montagne (Ceramiales, Rhodophyta)
Autor(a) principal: | |
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Data de Publicação: | 2011 |
Outros Autores: | , , , , , , , |
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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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/openAccess2024-06-24T13:07:27Zoai:repositorio.unesp.br:11449/7501Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T16:59:22.927618Repositório 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 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Molecules 3.098 0,855 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
7105-7114 application/pdf |
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) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
_version_ |
1808128732556165120 |