Structural Elucidation of an Atropisomeric Entcassiflavan-(4β→8)-Epicatechin Isolated from Dalbergia monetaria L.f. Based on NMR and ECD Calculations in Comparison to Experimental Data.
Patrícia Homobono Brito de MouraWolfgang BrandtAndrea PorzelRoberto Carlos Campos MartinsIvana Correa Ramos LealLudger A A WessjohannPublished in: Molecules (Basel, Switzerland) (2022)
A rare dihydoxyflavan-epicatechin proanthocyanidin, entcassiflavan-(4β→8)-epicatechin, was 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.
Keyphrases
- urinary tract infection
- magnetic resonance
- high resolution
- density functional theory
- solid state
- mass spectrometry
- multiple sclerosis
- molecular dynamics
- electronic health record
- ms ms
- molecular dynamics simulations
- genome wide
- big data
- gene expression
- hiv testing
- machine learning
- data analysis
- dna methylation
- deep learning
- men who have sex with men
- human immunodeficiency virus
- cell wall