Structural Elucidation of an Atropisomeric Entcassiflavan-(4β→8)-Epicatechin Isolated from L.f. Based on NMR and ECD Calculations in Comparison to Experimental Data

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2022 Apr 23

PMID 35458711

Authors

Patricia Homobono Brito de Moura

Wolfgang Brandt

Andrea Porzel

Roberto Carlos Campos Martins

Ivana Correa Ramos Leal

Ludger A Wessjohann

Affiliations

Soon will be listed here.

Abstract

A rare dihydoxyflavan-epicatechin proanthocyanidin, entcassiflavan-(4β→8)-epicatechin, was isolated from , 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.

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