Estudo químico das flores de Hortia oreadica (Rutaceae)

Detalhes bibliográficos
Ano de defesa: 2018
Autor(a) principal: Zequin, Marina Cristina
Orientador(a): Silva, Maria Fátima das Graças Fernandes da lattes
Banca de defesa: Não Informado pela instituição
Tipo de documento: Dissertação
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal de São Carlos
Câmpus São Carlos
Programa de Pós-Graduação: Programa de Pós-Graduação em Química - PPGQ
Departamento: Não Informado pela instituição
País: Não Informado pela instituição
Área do conhecimento CNPq:
Link de acesso: https://repositorio.ufscar.br/handle/20.500.14289/10733
Resumo: The present work describes the analysis of apolar and polar extracts from flowers of Hortia oreadica, a species of the family Rutaceae. Since these flowers had not been widely studied, and due to the chemosystematic value of this species in the taxonomy of the genus Hortia, it was decided to carry out this study in order to isolate secondary metabolites that would aid in a better classification of the genus. The extracts were analyzed by GC-MS, HPLC-DAD and 1H NMR; after isolated, the compounds were analyzed by 1D and 2D NMR (1H, 13C, COSY, HMBC, HSQC) in order to elucidate the chemical structures. Six major compounds were identified by GC-MS in the hexane extract (EH) of the flowers: trans-muurola-4-(4), 5-diene, cuparene, β-bisabolene, (Z) -holidolol, 1H-cycloprop(e) azulen-7-ol and guaiol. From the E.H., two triterpenes were identified: 3α-hydroxytirucalla-7,24-dien-21-oic acid and tirucalla-7,24-dien-3β-ol, being these unpublished in the genus Hortia. From the methanolic extract (E.M.) it was possible to isolate and identify the flavonoid: quercetin-3-β-D-glucoside, and from the ethyl acetate extract (E.A.) it was possible to isolate six limonoids, still in the elucidation process. From this study it was possible to observe the existence of precursors and limonoids in H. oreadica flowers, an outcome that had not yet been reported in the literature.
id SCAR_5373870b9d7b0bc4709ed5a1276ab2f5
oai_identifier_str oai:repositorio.ufscar.br:20.500.14289/10733
network_acronym_str SCAR
network_name_str Repositório Institucional da UFSCAR
repository_id_str
spelling Zequin, Marina CristinaSilva, Maria Fátima das Graças Fernandes dahttp://lattes.cnpq.br/0457632122660653http://lattes.cnpq.br/44891062738926858f99a83a-5f5f-403b-a8fe-da1b32a6306e2018-11-28T18:29:25Z2018-11-28T18:29:25Z2018-07-27ZEQUIN, Marina Cristina. Estudo químico das flores de Hortia oreadica (Rutaceae). 2018. Dissertação (Mestrado em Química) – Universidade Federal de São Carlos, São Carlos, 2018. Disponível em: https://repositorio.ufscar.br/handle/20.500.14289/10733.https://repositorio.ufscar.br/handle/20.500.14289/10733The present work describes the analysis of apolar and polar extracts from flowers of Hortia oreadica, a species of the family Rutaceae. Since these flowers had not been widely studied, and due to the chemosystematic value of this species in the taxonomy of the genus Hortia, it was decided to carry out this study in order to isolate secondary metabolites that would aid in a better classification of the genus. The extracts were analyzed by GC-MS, HPLC-DAD and 1H NMR; after isolated, the compounds were analyzed by 1D and 2D NMR (1H, 13C, COSY, HMBC, HSQC) in order to elucidate the chemical structures. Six major compounds were identified by GC-MS in the hexane extract (EH) of the flowers: trans-muurola-4-(4), 5-diene, cuparene, β-bisabolene, (Z) -holidolol, 1H-cycloprop(e) azulen-7-ol and guaiol. From the E.H., two triterpenes were identified: 3α-hydroxytirucalla-7,24-dien-21-oic acid and tirucalla-7,24-dien-3β-ol, being these unpublished in the genus Hortia. From the methanolic extract (E.M.) it was possible to isolate and identify the flavonoid: quercetin-3-β-D-glucoside, and from the ethyl acetate extract (E.A.) it was possible to isolate six limonoids, still in the elucidation process. From this study it was possible to observe the existence of precursors and limonoids in H. oreadica flowers, an outcome that had not yet been reported in the literature.O presente trabalho descreve a análise de extratos apolares e polares das flores de Hortia oreadica, uma espécie da família Rutaceae. Uma vez que essas flores não haviam sido amplamente estudadas, e devido ao valor quimiossistemático dessa espécie na taxonomia do gênero Hortia foi decidido realizar esse estudo na intenção de isolar metabolitos secundários que auxiliassem em uma melhor classificação do gênero. Foram realizadas análises dos extratos por CG-EM, CLAE-DAD e RMN 1H; após isolados, os compostos foram analisados por RMN 1D e 2D (1H, 13C, COSY, HMBC, HSQC) afim de elucidar as estruturas químicas. Seis compostos majoritários foram identificados por GC-MS no extrato hexânico (E.H.) das flores, sendo esses: trans-muurola-4-(4),5-dieno, cupareno, β-bisaboleno, (Z)-nerolidol, 1H-cicloprop(e)azulen-7-ol e guaiol. A partir de E.H. ainda foram isolados e identificados dois triterpenos: ácido 3α-hidroxytirucalla-7,24-dien-21-oico e Tirucalla-7,24-dien-3β-ol, sendo esses inéditos no gênero Hortia. Do extrato metanólico (E.M.) foi possível isolar e identificar o flavonoide: quercetin-3-β-D-glicosídeo, e a partir do extrato acetato de etila (E.A.) foi possível isolar seis limonoides, ainda no processo de elucidação. A partir desse estudo foi possível observar a existência de precursores e de limonoides nas flores de H. oreadica, resultado que ainda não havia sido reportado na literatura.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)porUniversidade Federal de São CarlosCâmpus São CarlosPrograma de Pós-Graduação em Química - PPGQUFSCarHortia oreadicaRutaceaeCIENCIAS EXATAS E DA TERRA::QUIMICAEstudo químico das flores de Hortia oreadica (Rutaceae)Chemical study of the flowers of Hortia oreadica (Rutaceae)info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisOnline60024b0ac94-885a-4e7b-b93a-7cad21b9592einfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFSCARinstname:Universidade Federal de São Carlos (UFSCAR)instacron:UFSCARORIGINALVersão Final Dissertação.pdfVersão Final Dissertação.pdfapplication/pdf7340565https://repositorio.ufscar.br/bitstreams/e4c0c0e5-c0b7-498e-9bca-86aa0304c685/download4a843f6f3a82eaa7d9580c7b4c122f7fMD54trueAnonymousREADLICENSElicense.txtlicense.txttext/plain; charset=utf-81957https://repositorio.ufscar.br/bitstreams/bfde6b45-fbe2-4f0c-bfe6-42490adb7192/downloadae0398b6f8b235e40ad82cba6c50031dMD55falseAnonymousREADTEXTVersão Final Dissertação.pdf.txtVersão Final Dissertação.pdf.txtExtracted texttext/plain79679https://repositorio.ufscar.br/bitstreams/be595765-b7d3-4c65-91cc-900f0de047d3/download0d37804451f50fac57778f6fb8fcae63MD58falseAnonymousREADTHUMBNAILVersão Final Dissertação.pdf.jpgVersão Final Dissertação.pdf.jpgIM Thumbnailimage/jpeg9094https://repositorio.ufscar.br/bitstreams/58dad8a5-0df0-4eb0-bc8d-c6144c8dbda5/download2bc0b50ae0efc5c5567343efacce97daMD59falseAnonymousREAD20.500.14289/107332025-02-05 18:02:18.493Acesso abertoopen.accessoai:repositorio.ufscar.br:20.500.14289/10733https://repositorio.ufscar.brRepositório InstitucionalPUBhttps://repositorio.ufscar.br/oai/requestrepositorio.sibi@ufscar.bropendoar:43222025-02-05T21:02:18Repositório Institucional da UFSCAR - Universidade Federal de São Carlos (UFSCAR)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
dc.title.por.fl_str_mv Estudo químico das flores de Hortia oreadica (Rutaceae)
dc.title.alternative.eng.fl_str_mv Chemical study of the flowers of Hortia oreadica (Rutaceae)
title Estudo químico das flores de Hortia oreadica (Rutaceae)
spellingShingle Estudo químico das flores de Hortia oreadica (Rutaceae)
Zequin, Marina Cristina
Hortia oreadica
Rutaceae
CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Estudo químico das flores de Hortia oreadica (Rutaceae)
title_full Estudo químico das flores de Hortia oreadica (Rutaceae)
title_fullStr Estudo químico das flores de Hortia oreadica (Rutaceae)
title_full_unstemmed Estudo químico das flores de Hortia oreadica (Rutaceae)
title_sort Estudo químico das flores de Hortia oreadica (Rutaceae)
author Zequin, Marina Cristina
author_facet Zequin, Marina Cristina
author_role author
dc.contributor.authorlattes.por.fl_str_mv http://lattes.cnpq.br/4489106273892685
dc.contributor.author.fl_str_mv Zequin, Marina Cristina
dc.contributor.advisor1.fl_str_mv Silva, Maria Fátima das Graças Fernandes da
dc.contributor.advisor1Lattes.fl_str_mv http://lattes.cnpq.br/0457632122660653
dc.contributor.authorID.fl_str_mv 8f99a83a-5f5f-403b-a8fe-da1b32a6306e
contributor_str_mv Silva, Maria Fátima das Graças Fernandes da
dc.subject.lat.fl_str_mv Hortia oreadica
Rutaceae
topic Hortia oreadica
Rutaceae
CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.cnpq.fl_str_mv CIENCIAS EXATAS E DA TERRA::QUIMICA
description The present work describes the analysis of apolar and polar extracts from flowers of Hortia oreadica, a species of the family Rutaceae. Since these flowers had not been widely studied, and due to the chemosystematic value of this species in the taxonomy of the genus Hortia, it was decided to carry out this study in order to isolate secondary metabolites that would aid in a better classification of the genus. The extracts were analyzed by GC-MS, HPLC-DAD and 1H NMR; after isolated, the compounds were analyzed by 1D and 2D NMR (1H, 13C, COSY, HMBC, HSQC) in order to elucidate the chemical structures. Six major compounds were identified by GC-MS in the hexane extract (EH) of the flowers: trans-muurola-4-(4), 5-diene, cuparene, β-bisabolene, (Z) -holidolol, 1H-cycloprop(e) azulen-7-ol and guaiol. From the E.H., two triterpenes were identified: 3α-hydroxytirucalla-7,24-dien-21-oic acid and tirucalla-7,24-dien-3β-ol, being these unpublished in the genus Hortia. From the methanolic extract (E.M.) it was possible to isolate and identify the flavonoid: quercetin-3-β-D-glucoside, and from the ethyl acetate extract (E.A.) it was possible to isolate six limonoids, still in the elucidation process. From this study it was possible to observe the existence of precursors and limonoids in H. oreadica flowers, an outcome that had not yet been reported in the literature.
publishDate 2018
dc.date.accessioned.fl_str_mv 2018-11-28T18:29:25Z
dc.date.available.fl_str_mv 2018-11-28T18:29:25Z
dc.date.issued.fl_str_mv 2018-07-27
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/masterThesis
format masterThesis
status_str publishedVersion
dc.identifier.citation.fl_str_mv ZEQUIN, Marina Cristina. Estudo químico das flores de Hortia oreadica (Rutaceae). 2018. Dissertação (Mestrado em Química) – Universidade Federal de São Carlos, São Carlos, 2018. Disponível em: https://repositorio.ufscar.br/handle/20.500.14289/10733.
dc.identifier.uri.fl_str_mv https://repositorio.ufscar.br/handle/20.500.14289/10733
identifier_str_mv ZEQUIN, Marina Cristina. Estudo químico das flores de Hortia oreadica (Rutaceae). 2018. Dissertação (Mestrado em Química) – Universidade Federal de São Carlos, São Carlos, 2018. Disponível em: https://repositorio.ufscar.br/handle/20.500.14289/10733.
url https://repositorio.ufscar.br/handle/20.500.14289/10733
dc.language.iso.fl_str_mv por
language por
dc.relation.confidence.fl_str_mv 600
dc.relation.authority.fl_str_mv 24b0ac94-885a-4e7b-b93a-7cad21b9592e
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Universidade Federal de São Carlos
Câmpus São Carlos
dc.publisher.program.fl_str_mv Programa de Pós-Graduação em Química - PPGQ
dc.publisher.initials.fl_str_mv UFSCar
publisher.none.fl_str_mv Universidade Federal de São Carlos
Câmpus São Carlos
dc.source.none.fl_str_mv reponame:Repositório Institucional da UFSCAR
instname:Universidade Federal de São Carlos (UFSCAR)
instacron:UFSCAR
instname_str Universidade Federal de São Carlos (UFSCAR)
instacron_str UFSCAR
institution UFSCAR
reponame_str Repositório Institucional da UFSCAR
collection Repositório Institucional da UFSCAR
bitstream.url.fl_str_mv https://repositorio.ufscar.br/bitstreams/e4c0c0e5-c0b7-498e-9bca-86aa0304c685/download
https://repositorio.ufscar.br/bitstreams/bfde6b45-fbe2-4f0c-bfe6-42490adb7192/download
https://repositorio.ufscar.br/bitstreams/be595765-b7d3-4c65-91cc-900f0de047d3/download
https://repositorio.ufscar.br/bitstreams/58dad8a5-0df0-4eb0-bc8d-c6144c8dbda5/download
bitstream.checksum.fl_str_mv 4a843f6f3a82eaa7d9580c7b4c122f7f
ae0398b6f8b235e40ad82cba6c50031d
0d37804451f50fac57778f6fb8fcae63
2bc0b50ae0efc5c5567343efacce97da
bitstream.checksumAlgorithm.fl_str_mv MD5
MD5
MD5
MD5
repository.name.fl_str_mv Repositório Institucional da UFSCAR - Universidade Federal de São Carlos (UFSCAR)
repository.mail.fl_str_mv repositorio.sibi@ufscar.br
_version_ 1851688881458511872