Crown Procyanidin Tetramer: A Procyanidin with an Unusual Cyclic Skeleton with a Potent Protective Effect against Amyloid--Induced Toxicity

Author, as appears in the article.: Zeng, Liming; Pons-Mercade, Pere; Richard, Tristan; Krisa, Stephanie; Teissedre, Pierre-Louis; Jourdes, Michael;

Department: Bioquímica i Biotecnologia

e-ISSN: 1420-3049

URV's Author/s: Pons Mercade, Pere

Keywords: Resveratrol; Red wine; Procyanidin; Polyphenols; Plant proanthocyanidins; Health; Grape; Elucidation; Crown procyanidin; Condensed tannin; Biosynthesis

Abstract: The structure of a new procyanidin tetramer, which we call a crown procyanidin tetramer, with an unprecedented macrocyclic structure has been characterized for the first time. Its comprehensive spectroscopic analysis revealed that it is a symmetric procyanidin tetramer composed of four (-)-epicatechin sub-units linked alternatively via 48 or 46 B-type interflavanyl linkages to form the macrocyclic structure. This NMR-characterized carbon skeleton has never been reported before for procyanidins in grape or in wine, neither in the plant kingdom. Surprisingly, the crown procyanidin tetramer appeared to be specifically localized in grape skin, contrasting with the oligomeric and polymeric procyanidins present in seed, skin, and bunch stem. Moreover, this crown procyanidin tetramer showed promising protective effects against amyloid- induced toxicity.

Thematic Areas: Zootecnia / recursos pesqueiros; Saúde coletiva; Química; Psicología; Planejamento urbano e regional / demografia; Physical and theoretical chemistry; Pharmaceutical science; Organic chemistry; Odontología; Nutrição; Molecular medicine; Medicine (miscellaneous); Medicina veterinaria; Medicina iii; Medicina ii; Medicina i; Materiais; Matemática / probabilidade e estatística; Interdisciplinar; Geografía; General medicine; Farmacia; Ensino; Engenharias iv; Engenharias iii; Engenharias ii; Engenharias i; Educação física; Economia; Drug discovery; Ciências biológicas iii; Ciências biológicas ii; Ciências biológicas i; Ciências ambientais; Ciências agrárias i; Ciência de alimentos; Ciência da computação; Chemistry, organic; Chemistry, multidisciplinary; Chemistry (miscellaneous); Biotecnología; Biodiversidade; Biochemistry & molecular biology; Astronomia / física; Analytical chemistry

licence for use: https://creativecommons.org/licenses/by/3.0/es/

Author's mail: pere.pons@estudiants.urv.cat

Record's date: 2021-10-10

Journal volume: 24

Paper version: info:eu-repo/semantics/publishedVersion

Link to the original source: https://www.mdpi.com/1420-3049/24/10/1915

Paper original source: Molecules. 24 (10):

APA: Zeng, Liming; Pons-Mercade, Pere; Richard, Tristan; Krisa, Stephanie; Teissedre, Pierre-Louis; Jourdes, Michael; (2019). Crown Procyanidin Tetramer: A Procyanidin with an Unusual Cyclic Skeleton with a Potent Protective Effect against Amyloid--Induced Toxicity. Molecules, 24(10), -. DOI: 10.3390/molecules24101915

Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/

Article's DOI: 10.3390/molecules24101915

Entity: Universitat Rovira i Virgili

Journal publication year: 2019

Publication Type: Journal Publications