Alternativer Identifier:
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Verwandter Identifier:
(Is Supplement To) 10.3390/molecules27082512 - DOI
Ersteller/in:
Homobono Brito de Moura, Patricia [Natural Products Research Institute (IPPN), Center of Health Sciences, Federal University of Rio de Janeiro (UFRJ), Rio de Janeiro, RJ, Brazil; Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry (IPB), Weinberg 3, 06120 Halle (Saale), Germany]

Brandt, Wolfgang https://orcid.org/0000-0002-0825-1491 [Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry (IPB), Weinberg 3, 06120 Halle (Saale), Germany]

Porzel, Andrea https://orcid.org/0000-0002-8148-6895 [Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry (IPB), Weinberg 3, 06120 Halle (Saale), Germany]

Martins, Roberto Carlos Campos https://orcid.org/0000-0002-2325-7912 [Natural Products Research Institute (IPPN), Center of Health Sciences, Federal University of Rio de Janeiro (UFRJ), Rio de Janeiro, RJ, Brazil]

Correa Ramos Leal, Ivana https://orcid.org/0000-0002-6917-9323 [Natural Products and Food Department, Pharmacy Faculty, Center of Health Sciences, Federal University of Rio de Janeiro (UFRJ), Rio de Janeiro, RJ, Brazil]

Wessjohann, Ludger A. https://orcid.org/0000-0003-2060-8235 [Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry (IPB), Weinberg 3, 06120 Halle (Saale), Germany]
Beitragende:
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Titel:
Dalbergia monetaria proanthocyanidin
Weitere Titel:
(Alternative Title) Structural elucidation of an atropoisomeric entcassiflavan-(4beta-->8)-epicatechin isolated from Dalbergia monetaria L.f based on ECD calculations in comparison to experimental data
Beschreibung:
(Abstract) A rare dihydoxyflavan-epicatechin proanthocyanidin, entcassiflavan-(4  8)-epicatechin, has been isolated from Dalbergia monetaria, a plant widely used by traditional people from the Amazon to treat urinary tract infections. The constitution and relative configuration of the compound were elucidated by HR MS and detailed 1D and 2D NMR measurements. By comparing the experimental electronic circular dichroism (ECD) spectrum with the calculated ECD spectra of all 16 possible isomers, the absolute configuration, the interflavan linkage and the atropisomers could be determined.
Schlagworte:
Dalbergia monetaria, proanthocyanidin, procassidin dimer, electronic circular dichroism (ECD), quantum chemical calculation, NMR
Zugehörige Informationen:
(InChIKey) GCVNGQJQSJJVPP-UOCPJPGKSA-N
(InChI) InChI=1S/C30H26O9/c31-16-4-1-14(2-5-16)26-12-19(18-7-6-17(32)10-27(18)38-26)28-24(36)13-22(34)20-11-25(37)29(39-30(20)28)15-3-8-21(33)23(35)9-15/h1-10,13,19,25-26,29,31-37H,11-12H2/t19-,25-,26-,29-/m1/s1
Sprache:
Englisch
Herausgeber/in:
Leibniz Institute of Plant Biochemistry (IPB), Weinberg 3, 06120 Halle (Saale), Germany
Erstellungsjahr:
Fachgebiet:
Chemistry
Natural Products Chemistry
Objekttyp:
(Dataset) NMR, MS, ECD spectra, calculated ECD spectra
Datenquelle:
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Verwendete Software:
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Datenverarbeitung:
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Erscheinungsjahr:
Lizenz:
Rechteinhaber/in:
Leibniz Institute of Plant Biochemistry (IPB), Weinberg 3, 06120 Halle (Saale), Germany

Natural Products and Food Department, Pharmacy Faculty, Center of Health Sciences, Federal University of Rio de Janeiro (UFRJ), Rio de Janeiro, RJ, Brazil
Förderung:
Coordenação de Aperfeicoamento de Pessoal de Nível Superior (CAPES) - (PDSE (88881.133771/2016-01))
Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) - (312045/2014-0)
Fundação Carlos Chagas Filho de Amparo à Pesquisa do Estado do Rio de Janeiro (FAPERJ) - (E-26/202.817/2015)
Leibniz-Institut für Pflanzenbiochemie
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Status:
Publiziert
Eingestellt von:
1670fa88949cc897f41b44d58d08c11a
Erstellt am:
Archivierungsdatum:
2022-05-09
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87,6 MB
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1670fa88949cc897f41b44d58d08c11a
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9caf977a2b997787c4f762df3615ad80 (MD5)
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