Chemical and Pharmacological Potential of <i>Coccoloba cowellii</i>, an Endemic Endangered Plant from Cuba

<i>Coccoloba cowellii</i> Britton (Polygonaceae) is an endemic and critically endangered plant that only grows in Camagüey, a province of Cuba. In this study, a total of 13 compounds were identified in a methanolic leaf extract, employing a dereplication of the UHPLC-HRMS data by means o...

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Main Authors: Daniel Méndez, Julio C. Escalona-Arranz, Kenn Foubert, An Matheeussen, Anastasia Van der Auwera, Stefano Piazza, Ann Cuypers, Paul Cos, Luc Pieters
Format: Article
Language:English
Published: MDPI AG 2021-02-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/4/935
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author Daniel Méndez
Julio C. Escalona-Arranz
Kenn Foubert
An Matheeussen
Anastasia Van der Auwera
Stefano Piazza
Ann Cuypers
Paul Cos
Luc Pieters
author_facet Daniel Méndez
Julio C. Escalona-Arranz
Kenn Foubert
An Matheeussen
Anastasia Van der Auwera
Stefano Piazza
Ann Cuypers
Paul Cos
Luc Pieters
author_sort Daniel Méndez
collection DOAJ
description <i>Coccoloba cowellii</i> Britton (Polygonaceae) is an endemic and critically endangered plant that only grows in Camagüey, a province of Cuba. In this study, a total of 13 compounds were identified in a methanolic leaf extract, employing a dereplication of the UHPLC-HRMS data by means of feature-based molecular networking (FBMN) analysis in the Global Natural Products Social Molecular Network (GNPS), together with the interpretation of the MS/MS data and comparison with the literature. The major constituents were glucuronides and glycosides of myricetin and quercetin, as well as epichatechin-3-<i>O</i>-gallate, catechin, epicatechin and gallic acid, all of them being reported for the first time in <i>C. cowellii</i> leaves. The leaf extract was also tested against various microorganisms, and it showed a strong antifungal effect against <i>Candida albicans</i> ATCC B59630 (azole-resistant) (IC<sub>50</sub> 2.1 µg/mL) and <i>Cryptococcus neoformans</i> ATCC B66663 (IC<sub>50</sub> 4.1 µg/mL) with no cytotoxicity (CC<sub>50</sub> > 64.0 µg/mL) on MRC-5 SV2 cells, determined by the resazurin assay. Additionally, the extract strongly inhibited COX-1 and COX-2 enzyme activity using a cell-free experiment in a dose-dependent manner, being significantly more active on COX-1 (IC<sub>50</sub> 4.9 µg/mL) than on COX-2 (IC<sub>50</sub> 10.4 µg/mL). The constituents identified as well as the pharmacological activities measured highlight the potential of <i>C. cowellii</i> leaves, increasing the interest in the implementation of conservation strategies for this species.
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spelling doaj.art-d2d73ee4442d47b1be63665f0a4127d72023-12-03T13:10:34ZengMDPI AGMolecules1420-30492021-02-0126493510.3390/molecules26040935Chemical and Pharmacological Potential of <i>Coccoloba cowellii</i>, an Endemic Endangered Plant from CubaDaniel Méndez0Julio C. Escalona-Arranz1Kenn Foubert2An Matheeussen3Anastasia Van der Auwera4Stefano Piazza5Ann Cuypers6Paul Cos7Luc Pieters8Chemistry Department, Faculty of Applied Sciences, University of Camagüey, Carretera de Circunvalación Km 5 ½, Camagüey 74650, CubaPharmacy Department, Faculty of Natural and Exact Sciences, Oriente University, Avenida Patricio Lumumba s/n, Santiago de Cuba 90500, CubaNatural Products & Food Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, BE-2610 Antwerp, BelgiumLaboratory of Microbiology, Parasitology and Hygiene (LMPH), Faculty of Pharmaceutical, Biomedical and Veterinary Sciences, University of Antwerp, Universiteitsplein 1, BE-2610 Antwerp, BelgiumNatural Products & Food Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, BE-2610 Antwerp, BelgiumLaboratory of Pharmacognosy, Department of Pharmacological and Biomolecular Sciences, University of Milan/UNIMI, IT-20133 Milan, ItalyCentre for Environmental Sciences, Campus Diepenbeek, Hasselt University, Agoralaan Building D, BE-3590 Diepenbeek, BelgiumLaboratory of Microbiology, Parasitology and Hygiene (LMPH), Faculty of Pharmaceutical, Biomedical and Veterinary Sciences, University of Antwerp, Universiteitsplein 1, BE-2610 Antwerp, BelgiumNatural Products & Food Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, BE-2610 Antwerp, Belgium<i>Coccoloba cowellii</i> Britton (Polygonaceae) is an endemic and critically endangered plant that only grows in Camagüey, a province of Cuba. In this study, a total of 13 compounds were identified in a methanolic leaf extract, employing a dereplication of the UHPLC-HRMS data by means of feature-based molecular networking (FBMN) analysis in the Global Natural Products Social Molecular Network (GNPS), together with the interpretation of the MS/MS data and comparison with the literature. The major constituents were glucuronides and glycosides of myricetin and quercetin, as well as epichatechin-3-<i>O</i>-gallate, catechin, epicatechin and gallic acid, all of them being reported for the first time in <i>C. cowellii</i> leaves. The leaf extract was also tested against various microorganisms, and it showed a strong antifungal effect against <i>Candida albicans</i> ATCC B59630 (azole-resistant) (IC<sub>50</sub> 2.1 µg/mL) and <i>Cryptococcus neoformans</i> ATCC B66663 (IC<sub>50</sub> 4.1 µg/mL) with no cytotoxicity (CC<sub>50</sub> > 64.0 µg/mL) on MRC-5 SV2 cells, determined by the resazurin assay. Additionally, the extract strongly inhibited COX-1 and COX-2 enzyme activity using a cell-free experiment in a dose-dependent manner, being significantly more active on COX-1 (IC<sub>50</sub> 4.9 µg/mL) than on COX-2 (IC<sub>50</sub> 10.4 µg/mL). The constituents identified as well as the pharmacological activities measured highlight the potential of <i>C. cowellii</i> leaves, increasing the interest in the implementation of conservation strategies for this species.https://www.mdpi.com/1420-3049/26/4/935<i>Coccoloba cowellii</i>endemic plantUHPLC-ESI-QTOF-MSflavonoidsantifungalantibacterial
spellingShingle Daniel Méndez
Julio C. Escalona-Arranz
Kenn Foubert
An Matheeussen
Anastasia Van der Auwera
Stefano Piazza
Ann Cuypers
Paul Cos
Luc Pieters
Chemical and Pharmacological Potential of <i>Coccoloba cowellii</i>, an Endemic Endangered Plant from Cuba
Molecules
<i>Coccoloba cowellii</i>
endemic plant
UHPLC-ESI-QTOF-MS
flavonoids
antifungal
antibacterial
title Chemical and Pharmacological Potential of <i>Coccoloba cowellii</i>, an Endemic Endangered Plant from Cuba
title_full Chemical and Pharmacological Potential of <i>Coccoloba cowellii</i>, an Endemic Endangered Plant from Cuba
title_fullStr Chemical and Pharmacological Potential of <i>Coccoloba cowellii</i>, an Endemic Endangered Plant from Cuba
title_full_unstemmed Chemical and Pharmacological Potential of <i>Coccoloba cowellii</i>, an Endemic Endangered Plant from Cuba
title_short Chemical and Pharmacological Potential of <i>Coccoloba cowellii</i>, an Endemic Endangered Plant from Cuba
title_sort chemical and pharmacological potential of i coccoloba cowellii i an endemic endangered plant from cuba
topic <i>Coccoloba cowellii</i>
endemic plant
UHPLC-ESI-QTOF-MS
flavonoids
antifungal
antibacterial
url https://www.mdpi.com/1420-3049/26/4/935
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