LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties

Detalhes bibliográficos
Autor(a) principal: de Souza Mesquita, Leonardo Mendes [UNESP]
Data de Publicação: 2019
Outros Autores: Rodrigues, Caroline Fabri Bittencourt [UNESP], da Rocha, Cláudia Quintino [UNESP], Bianchim, Mayara Silveira [UNESP], Rodrigues, Clenilson Martins, de Oliveira, Vanda Maria, Gaeta, Henrique Hessel [UNESP], Belchor, Mariana Novo [UNESP], Toyama, Marcos Hikari [UNESP], Vilegas, Wagner [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1007/s13659-018-0192-8
http://hdl.handle.net/11449/189531
Resumo: Abstract: We recognize the chemical composition of the acetonic extract of Rhizophora mangle barks (AERM) using mass spectrometry analysis [liquid chromatography (LC)–ESI–IT-MS/MS and matrix-assisted laser desorption/ionization-time of flight-MS (MALDI-TOF)]. Analgesic activity was evaluated by formalin and tail-flick experimental assays. Anti-inflammatory activity was performed by paw edema test induced by carrageenan and 48/80 compounds. The first series of experiments involved [LC]–FIA–IT-MS/MS with 11 separated catechins derivatives until degree of polymerization 3 (DP3). The spectra obtained by MALDI-TOF analysis of the AERM presented two homologous series: one based on polymers of m/z 288 Da increments (up to DP12) and another series based on polymers of m/z [288 + 162] Da increments (up to DP11). In addition to these series of flavan-3-ol, each DP had a subset of masses with a variation of − 16 Da (homologous series of afzelechins—m/z 873–3465 Da) and + 16 Da (homologous series of gallocatechins—m/z 905–3497 Da). A similar pattern with homologous series of gallocatechins and afzelechins could also be observed for a fifth and a sixth monohexoside series: glucogallocatechins (m/z 779–3371) and glucoafzelechins (m/z 747–3339). The intraperitoneal administration of different doses of AERM (50, 150 and 300 µg mL−1) have a morphine-like effect and intense anti-inflammatory activity. Graphical Abstract: [Figure not available: see fulltext.].
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spelling LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory PropertiesAnti-inflammatoryCatechinsMangrovesMorphine-like effectTanninsAbstract: We recognize the chemical composition of the acetonic extract of Rhizophora mangle barks (AERM) using mass spectrometry analysis [liquid chromatography (LC)–ESI–IT-MS/MS and matrix-assisted laser desorption/ionization-time of flight-MS (MALDI-TOF)]. Analgesic activity was evaluated by formalin and tail-flick experimental assays. Anti-inflammatory activity was performed by paw edema test induced by carrageenan and 48/80 compounds. The first series of experiments involved [LC]–FIA–IT-MS/MS with 11 separated catechins derivatives until degree of polymerization 3 (DP3). The spectra obtained by MALDI-TOF analysis of the AERM presented two homologous series: one based on polymers of m/z 288 Da increments (up to DP12) and another series based on polymers of m/z [288 + 162] Da increments (up to DP11). In addition to these series of flavan-3-ol, each DP had a subset of masses with a variation of − 16 Da (homologous series of afzelechins—m/z 873–3465 Da) and + 16 Da (homologous series of gallocatechins—m/z 905–3497 Da). A similar pattern with homologous series of gallocatechins and afzelechins could also be observed for a fifth and a sixth monohexoside series: glucogallocatechins (m/z 779–3371) and glucoafzelechins (m/z 747–3339). The intraperitoneal administration of different doses of AERM (50, 150 and 300 µg mL−1) have a morphine-like effect and intense anti-inflammatory activity. Graphical Abstract: [Figure not available: see fulltext.].Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Laboratory of Bioprospection of Natural Products (LBPN) UNESP - São Paulo State University/Coastal Campus of São Vicente, Pça Infante Dom Henrique S/NLaboratório de Estudos Avançados em Fitomedicamentos (LEAF) UFMA - Federal University of Maranhão, Av. dos Portugueses, 1966 - BacangaEmbrapa Agroenergy Brazilian Agricultural Research Corporation, W3 Norte, PqEBLaboratory of Bioprospection of Natural Products (LBPN) UNESP - São Paulo State University/Coastal Campus of São Vicente, Pça Infante Dom Henrique S/NFAPESP: 2009/52237-9FAPESP: 2014/23951-3Universidade Estadual Paulista (Unesp)UFMA - Federal University of MaranhãoEmpresa Brasileira de Pesquisa Agropecuária (EMBRAPA)de Souza Mesquita, Leonardo Mendes [UNESP]Rodrigues, Caroline Fabri Bittencourt [UNESP]da Rocha, Cláudia Quintino [UNESP]Bianchim, Mayara Silveira [UNESP]Rodrigues, Clenilson Martinsde Oliveira, Vanda MariaGaeta, Henrique Hessel [UNESP]Belchor, Mariana Novo [UNESP]Toyama, Marcos Hikari [UNESP]Vilegas, Wagner [UNESP]2019-10-06T16:43:42Z2019-10-06T16:43:42Z2019-02-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article23-34http://dx.doi.org/10.1007/s13659-018-0192-8Natural Products and Bioprospecting, v. 9, n. 1, p. 23-34, 2019.2192-22092192-2195http://hdl.handle.net/11449/18953110.1007/s13659-018-0192-82-s2.0-850709875828573195327542061Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengNatural Products and Bioprospectinginfo:eu-repo/semantics/openAccess2021-10-22T21:16:02Zoai:repositorio.unesp.br:11449/189531Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T22:21:43.322320Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties
title LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties
spellingShingle LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties
de Souza Mesquita, Leonardo Mendes [UNESP]
Anti-inflammatory
Catechins
Mangroves
Morphine-like effect
Tannins
title_short LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties
title_full LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties
title_fullStr LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties
title_full_unstemmed LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties
title_sort LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties
author de Souza Mesquita, Leonardo Mendes [UNESP]
author_facet de Souza Mesquita, Leonardo Mendes [UNESP]
Rodrigues, Caroline Fabri Bittencourt [UNESP]
da Rocha, Cláudia Quintino [UNESP]
Bianchim, Mayara Silveira [UNESP]
Rodrigues, Clenilson Martins
de Oliveira, Vanda Maria
Gaeta, Henrique Hessel [UNESP]
Belchor, Mariana Novo [UNESP]
Toyama, Marcos Hikari [UNESP]
Vilegas, Wagner [UNESP]
author_role author
author2 Rodrigues, Caroline Fabri Bittencourt [UNESP]
da Rocha, Cláudia Quintino [UNESP]
Bianchim, Mayara Silveira [UNESP]
Rodrigues, Clenilson Martins
de Oliveira, Vanda Maria
Gaeta, Henrique Hessel [UNESP]
Belchor, Mariana Novo [UNESP]
Toyama, Marcos Hikari [UNESP]
Vilegas, Wagner [UNESP]
author2_role author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
UFMA - Federal University of Maranhão
Empresa Brasileira de Pesquisa Agropecuária (EMBRAPA)
dc.contributor.author.fl_str_mv de Souza Mesquita, Leonardo Mendes [UNESP]
Rodrigues, Caroline Fabri Bittencourt [UNESP]
da Rocha, Cláudia Quintino [UNESP]
Bianchim, Mayara Silveira [UNESP]
Rodrigues, Clenilson Martins
de Oliveira, Vanda Maria
Gaeta, Henrique Hessel [UNESP]
Belchor, Mariana Novo [UNESP]
Toyama, Marcos Hikari [UNESP]
Vilegas, Wagner [UNESP]
dc.subject.por.fl_str_mv Anti-inflammatory
Catechins
Mangroves
Morphine-like effect
Tannins
topic Anti-inflammatory
Catechins
Mangroves
Morphine-like effect
Tannins
description Abstract: We recognize the chemical composition of the acetonic extract of Rhizophora mangle barks (AERM) using mass spectrometry analysis [liquid chromatography (LC)–ESI–IT-MS/MS and matrix-assisted laser desorption/ionization-time of flight-MS (MALDI-TOF)]. Analgesic activity was evaluated by formalin and tail-flick experimental assays. Anti-inflammatory activity was performed by paw edema test induced by carrageenan and 48/80 compounds. The first series of experiments involved [LC]–FIA–IT-MS/MS with 11 separated catechins derivatives until degree of polymerization 3 (DP3). The spectra obtained by MALDI-TOF analysis of the AERM presented two homologous series: one based on polymers of m/z 288 Da increments (up to DP12) and another series based on polymers of m/z [288 + 162] Da increments (up to DP11). In addition to these series of flavan-3-ol, each DP had a subset of masses with a variation of − 16 Da (homologous series of afzelechins—m/z 873–3465 Da) and + 16 Da (homologous series of gallocatechins—m/z 905–3497 Da). A similar pattern with homologous series of gallocatechins and afzelechins could also be observed for a fifth and a sixth monohexoside series: glucogallocatechins (m/z 779–3371) and glucoafzelechins (m/z 747–3339). The intraperitoneal administration of different doses of AERM (50, 150 and 300 µg mL−1) have a morphine-like effect and intense anti-inflammatory activity. Graphical Abstract: [Figure not available: see fulltext.].
publishDate 2019
dc.date.none.fl_str_mv 2019-10-06T16:43:42Z
2019-10-06T16:43:42Z
2019-02-01
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/10.1007/s13659-018-0192-8
Natural Products and Bioprospecting, v. 9, n. 1, p. 23-34, 2019.
2192-2209
2192-2195
http://hdl.handle.net/11449/189531
10.1007/s13659-018-0192-8
2-s2.0-85070987582
8573195327542061
url http://dx.doi.org/10.1007/s13659-018-0192-8
http://hdl.handle.net/11449/189531
identifier_str_mv Natural Products and Bioprospecting, v. 9, n. 1, p. 23-34, 2019.
2192-2209
2192-2195
10.1007/s13659-018-0192-8
2-s2.0-85070987582
8573195327542061
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Natural Products and Bioprospecting
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 23-34
dc.source.none.fl_str_mv Scopus
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
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