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Article

Mass Spectrometry and 1H-NMR Study of Schinopsis lorentzii (Quebracho) Tannins as a Source of Hypoglycemic and Antioxidant Principles

by
Nunzio Cardullo
,
Vera Muccilli
*,
Vincenzo Cunsolo
and
Corrado Tringali
Department of Chemical Sciences, University of Catania, Viale A. Doria 6, 95125 Catania, Italy
*
Author to whom correspondence should be addressed.
Molecules 2020, 25(14), 3257; https://doi.org/10.3390/molecules25143257
Submission received: 15 June 2020 / Revised: 10 July 2020 / Accepted: 16 July 2020 / Published: 17 July 2020
(This article belongs to the Special Issue Mass Spectrometry and NMR Profiling: Strategies for Natural Products Characterization)
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Abstract

The ethyl acetate extract of the commercial tannin Tan’Activ QS-SOL (from Schinopsis lorentzii wood), employed for the production of red wine, was subjected to chromatography on Sephadex LH-20, providing nine fractions (A-1–A-9), which were estimated for total phenols content (GAE), antioxidant activity (DPPH, ORAC), and hypoglycemic activity (α-glucosidase and α-amylase inhibition). All the fractions were analyzed by means of HPLC/ESI-MS/MS and 1H-NMR to identify the principal active constituents. Fractions A-1 and A-3 showed the highest antioxidant activity and gallic acid (1), pyrogallol (3), eriodictyol (6), catechin (12), and taxifolin (30) were identified as the major constituents. The highest α-glucosidase and α-amylase inhibitory activity was observed in fractions A-7–A-9 containing condensed (9′, 15, 18, 19, 23, and 27) hydrolysable tannins (13 and 32) as well as esters of quinic acid with different units of gallic acid (5, 11, 11′, 14, and 22). This last class of gallic acid esters are here reported for the first time as α-glucosidase and α-amylase inhibitors.
Keywords: tannins; α-glucosidase; α-amylase; DPPH; ORAC; mass spectrometry; 1H-NMR tannins; α-glucosidase; α-amylase; DPPH; ORAC; mass spectrometry; 1H-NMR
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MDPI and ACS Style

Cardullo, N.; Muccilli, V.; Cunsolo, V.; Tringali, C. Mass Spectrometry and 1H-NMR Study of Schinopsis lorentzii (Quebracho) Tannins as a Source of Hypoglycemic and Antioxidant Principles. Molecules 2020, 25, 3257. https://doi.org/10.3390/molecules25143257

AMA Style

Cardullo N, Muccilli V, Cunsolo V, Tringali C. Mass Spectrometry and 1H-NMR Study of Schinopsis lorentzii (Quebracho) Tannins as a Source of Hypoglycemic and Antioxidant Principles. Molecules. 2020; 25(14):3257. https://doi.org/10.3390/molecules25143257

Chicago/Turabian Style

Cardullo, Nunzio, Vera Muccilli, Vincenzo Cunsolo, and Corrado Tringali. 2020. "Mass Spectrometry and 1H-NMR Study of Schinopsis lorentzii (Quebracho) Tannins as a Source of Hypoglycemic and Antioxidant Principles" Molecules 25, no. 14: 3257. https://doi.org/10.3390/molecules25143257

APA Style

Cardullo, N., Muccilli, V., Cunsolo, V., & Tringali, C. (2020). Mass Spectrometry and 1H-NMR Study of Schinopsis lorentzii (Quebracho) Tannins as a Source of Hypoglycemic and Antioxidant Principles. Molecules, 25(14), 3257. https://doi.org/10.3390/molecules25143257

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