Quantification of artemisinin in Artemisia annua extracts by 1H‐NMR

Detalhes bibliográficos
Autor(a) principal: Castilho, Paula C.
Data de Publicação: 2008
Outros Autores: Gouveia, Sandra C., Rodrigues, Ana I.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10400.13/3263
Resumo: Artemisinin is a polycyclic sesquiterpene lactone that is highly effective against multidrug-resistant strains of Plasmodium falciparum, the etiological agent of the most severe form of malaria. Determination of artemisinin in the source plant, Artemisia annua, is a challenging problem since the compound is present in very low concentrations, is thermolabile and unstable, and lacks chromophoric or fluorophoric groups. The ain of this study was to develop a simple protocol for the quantification of artemisinin in a plant extract using an (1)H-NMR method. Samples were prepared by extraction of leaf material with acetone, treatment with activated charcoal to remove chlorophylls and removal of solvent. (1)H-NMR spectra were measured on samples dissolved in deuterochloroform with tert-butanol as internal standard. Quantification was carried out using the using the delta 5.864 signal of artemisinin and the delta 1.276 signal of tert-butanol. The method was optimised and fully validated against a reference standard of artemisinin. The results were compared with those obtained from the same samples quantified using an HPLC-refractive index (RI) method. The (1)H-NMR method gave a linear response for artemisinin within the range 9.85-97.99 mm (r(2) = 0.9968). Using the described method, yields of artemisinin in the range 0.77-1.06% were obtained from leaves of the A. annua hybrid CPQBA x POP, and these values were in agreement with those obtained using an HPLC-RI.
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spelling Quantification of artemisinin in Artemisia annua extracts by 1H‐NMRNMRQuantificationArtemisininArtemisia annua.Faculdade de Ciências Exatas e da EngenhariaArtemisinin is a polycyclic sesquiterpene lactone that is highly effective against multidrug-resistant strains of Plasmodium falciparum, the etiological agent of the most severe form of malaria. Determination of artemisinin in the source plant, Artemisia annua, is a challenging problem since the compound is present in very low concentrations, is thermolabile and unstable, and lacks chromophoric or fluorophoric groups. The ain of this study was to develop a simple protocol for the quantification of artemisinin in a plant extract using an (1)H-NMR method. Samples were prepared by extraction of leaf material with acetone, treatment with activated charcoal to remove chlorophylls and removal of solvent. (1)H-NMR spectra were measured on samples dissolved in deuterochloroform with tert-butanol as internal standard. Quantification was carried out using the using the delta 5.864 signal of artemisinin and the delta 1.276 signal of tert-butanol. The method was optimised and fully validated against a reference standard of artemisinin. The results were compared with those obtained from the same samples quantified using an HPLC-refractive index (RI) method. The (1)H-NMR method gave a linear response for artemisinin within the range 9.85-97.99 mm (r(2) = 0.9968). Using the described method, yields of artemisinin in the range 0.77-1.06% were obtained from leaves of the A. annua hybrid CPQBA x POP, and these values were in agreement with those obtained using an HPLC-RI.WileyDigitUMaCastilho, Paula C.Gouveia, Sandra C.Rodrigues, Ana I.2021-04-08T14:41:14Z20082008-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.13/3263engCastilho, P. C., Gouveia, S. C., & Rodrigues, A. I. (2008). Quantification of artemisinin in Artemisia annua extracts by 1H‐NMR. Phytochemical Analysis, 19(4), 329-334.10.1002/pca.1053info: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:RCAAP2023-03-19T05:34:09Zoai:digituma.uma.pt:10400.13/3263Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T15:06:14.823828Repositório 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 Quantification of artemisinin in Artemisia annua extracts by 1H‐NMR
title Quantification of artemisinin in Artemisia annua extracts by 1H‐NMR
spellingShingle Quantification of artemisinin in Artemisia annua extracts by 1H‐NMR
Castilho, Paula C.
NMR
Quantification
Artemisinin
Artemisia annua
.
Faculdade de Ciências Exatas e da Engenharia
title_short Quantification of artemisinin in Artemisia annua extracts by 1H‐NMR
title_full Quantification of artemisinin in Artemisia annua extracts by 1H‐NMR
title_fullStr Quantification of artemisinin in Artemisia annua extracts by 1H‐NMR
title_full_unstemmed Quantification of artemisinin in Artemisia annua extracts by 1H‐NMR
title_sort Quantification of artemisinin in Artemisia annua extracts by 1H‐NMR
author Castilho, Paula C.
author_facet Castilho, Paula C.
Gouveia, Sandra C.
Rodrigues, Ana I.
author_role author
author2 Gouveia, Sandra C.
Rodrigues, Ana I.
author2_role author
author
dc.contributor.none.fl_str_mv DigitUMa
dc.contributor.author.fl_str_mv Castilho, Paula C.
Gouveia, Sandra C.
Rodrigues, Ana I.
dc.subject.por.fl_str_mv NMR
Quantification
Artemisinin
Artemisia annua
.
Faculdade de Ciências Exatas e da Engenharia
topic NMR
Quantification
Artemisinin
Artemisia annua
.
Faculdade de Ciências Exatas e da Engenharia
description Artemisinin is a polycyclic sesquiterpene lactone that is highly effective against multidrug-resistant strains of Plasmodium falciparum, the etiological agent of the most severe form of malaria. Determination of artemisinin in the source plant, Artemisia annua, is a challenging problem since the compound is present in very low concentrations, is thermolabile and unstable, and lacks chromophoric or fluorophoric groups. The ain of this study was to develop a simple protocol for the quantification of artemisinin in a plant extract using an (1)H-NMR method. Samples were prepared by extraction of leaf material with acetone, treatment with activated charcoal to remove chlorophylls and removal of solvent. (1)H-NMR spectra were measured on samples dissolved in deuterochloroform with tert-butanol as internal standard. Quantification was carried out using the using the delta 5.864 signal of artemisinin and the delta 1.276 signal of tert-butanol. The method was optimised and fully validated against a reference standard of artemisinin. The results were compared with those obtained from the same samples quantified using an HPLC-refractive index (RI) method. The (1)H-NMR method gave a linear response for artemisinin within the range 9.85-97.99 mm (r(2) = 0.9968). Using the described method, yields of artemisinin in the range 0.77-1.06% were obtained from leaves of the A. annua hybrid CPQBA x POP, and these values were in agreement with those obtained using an HPLC-RI.
publishDate 2008
dc.date.none.fl_str_mv 2008
2008-01-01T00:00:00Z
2021-04-08T14:41:14Z
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://hdl.handle.net/10400.13/3263
url http://hdl.handle.net/10400.13/3263
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Castilho, P. C., Gouveia, S. C., & Rodrigues, A. I. (2008). Quantification of artemisinin in Artemisia annua extracts by 1H‐NMR. Phytochemical Analysis, 19(4), 329-334.
10.1002/pca.1053
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
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dc.publisher.none.fl_str_mv Wiley
publisher.none.fl_str_mv Wiley
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