A 1000-year-old mystery solved: Unlocking the molecular structure for the medieval blue from Chrozophora tinctoria, also known as folium

Detalhes bibliográficos
Autor(a) principal: Nabais, Paula
Data de Publicação: 2020
Outros Autores: Oliveira, Joana, Pina, Fernando, Teixeira, Natércia, De Freitas, Victor, Brás, Natércia F., Clemente, A., Rangel, Maria, Silva, Artur M. S., Melo, Maria João
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10362/105768
Resumo: UID/QUI/50006/2019 PTDC/LLT-EGL/30984/2017 IF/00225/2015 IF/01355/2014 REQUIMTE/EEC2018/PTDC/QUI-OUT/29925/2017 PTDC/QUI-OUT/29925/2017 PD/BD/105895/2014
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spelling A 1000-year-old mystery solved: Unlocking the molecular structure for the medieval blue from Chrozophora tinctoria, also known as foliumGeneralUID/QUI/50006/2019 PTDC/LLT-EGL/30984/2017 IF/00225/2015 IF/01355/2014 REQUIMTE/EEC2018/PTDC/QUI-OUT/29925/2017 PTDC/QUI-OUT/29925/2017 PD/BD/105895/2014The molecular structure of the medieval watercolor known as folium has finally been solved in the 21st century. The interdisciplinary approach taken was the key to producing extracts that had been prepared following medieval instructions, and shows the blue/purple chromophore as the major dye in Chrozophora tinctoria fruits (shell). A multi-analytical characterization of its structure was made using HPLC-DAD-MS, GC-MS, NMR (1H, 13C, COSY, HSQC, HMBC, INADEQUATE), and computational studies. The results demonstrate that the blue compound corresponds to 6'-hydroxy-4,4'-dimethoxy-1,1'-dimethyl-5'-{[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl] oxy}-[3,3'-bipyridine]-2,2',5,6(1H,1'H)-tetraone, a hermidin derivative, which we named chrozophoridin. Experimental data and computational modeling studies show that this mono-glycosylated dimer is represented by two stable isomers (atropisomers). This is an indispensable piece of knowledge for the characterization of this medieval dye in works of art such as medieval manuscript illuminations and for testing its stability and contributes to the preservation of our cultural heritage.LAQV@REQUIMTERUNNabais, PaulaOliveira, JoanaPina, FernandoTeixeira, NatérciaDe Freitas, VictorBrás, Natércia F.Clemente, A.Rangel, MariaSilva, Artur M. S.Melo, Maria João2020-10-17T00:19:47Z2020-042020-04-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10362/105768eng2375-2548PURE: 25964500https://doi.org/10.1126/sciadv.aaz7772info: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:RCAAP2024-03-11T04:51:00Zoai:run.unl.pt:10362/105768Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:40:35.618955Repositório 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 A 1000-year-old mystery solved: Unlocking the molecular structure for the medieval blue from Chrozophora tinctoria, also known as folium
title A 1000-year-old mystery solved: Unlocking the molecular structure for the medieval blue from Chrozophora tinctoria, also known as folium
spellingShingle A 1000-year-old mystery solved: Unlocking the molecular structure for the medieval blue from Chrozophora tinctoria, also known as folium
Nabais, Paula
General
title_short A 1000-year-old mystery solved: Unlocking the molecular structure for the medieval blue from Chrozophora tinctoria, also known as folium
title_full A 1000-year-old mystery solved: Unlocking the molecular structure for the medieval blue from Chrozophora tinctoria, also known as folium
title_fullStr A 1000-year-old mystery solved: Unlocking the molecular structure for the medieval blue from Chrozophora tinctoria, also known as folium
title_full_unstemmed A 1000-year-old mystery solved: Unlocking the molecular structure for the medieval blue from Chrozophora tinctoria, also known as folium
title_sort A 1000-year-old mystery solved: Unlocking the molecular structure for the medieval blue from Chrozophora tinctoria, also known as folium
author Nabais, Paula
author_facet Nabais, Paula
Oliveira, Joana
Pina, Fernando
Teixeira, Natércia
De Freitas, Victor
Brás, Natércia F.
Clemente, A.
Rangel, Maria
Silva, Artur M. S.
Melo, Maria João
author_role author
author2 Oliveira, Joana
Pina, Fernando
Teixeira, Natércia
De Freitas, Victor
Brás, Natércia F.
Clemente, A.
Rangel, Maria
Silva, Artur M. S.
Melo, Maria João
author2_role author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv LAQV@REQUIMTE
RUN
dc.contributor.author.fl_str_mv Nabais, Paula
Oliveira, Joana
Pina, Fernando
Teixeira, Natércia
De Freitas, Victor
Brás, Natércia F.
Clemente, A.
Rangel, Maria
Silva, Artur M. S.
Melo, Maria João
dc.subject.por.fl_str_mv General
topic General
description UID/QUI/50006/2019 PTDC/LLT-EGL/30984/2017 IF/00225/2015 IF/01355/2014 REQUIMTE/EEC2018/PTDC/QUI-OUT/29925/2017 PTDC/QUI-OUT/29925/2017 PD/BD/105895/2014
publishDate 2020
dc.date.none.fl_str_mv 2020-10-17T00:19:47Z
2020-04
2020-04-01T00:00:00Z
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/10362/105768
url http://hdl.handle.net/10362/105768
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 2375-2548
PURE: 25964500
https://doi.org/10.1126/sciadv.aaz7772
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
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instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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