Identification of Antidiabetic Compounds from the Aqueous Extract of <i>Sclerocarya birrea</i> Leaves

Diabetes, a prevalent metabolic condition with a wide range of complications, is fast becoming a global health crisis. Herbal medicine and enhanced extracts are some of the therapeutic options used in the management of diabetes mellitus. The plant-derived molecules and their suitable structure modif...

Full description

Bibliographic Details
Main Authors: Vinesh Maharaj, Chidinma Christiana Ezeofor, Dashnie Naidoo Maharaj, Christo J. F. Muller, Nnini Jennifer Obonye
Format: Article
Language:English
Published: MDPI AG 2022-11-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/22/8095
_version_ 1797464383308169216
author Vinesh Maharaj
Chidinma Christiana Ezeofor
Dashnie Naidoo Maharaj
Christo J. F. Muller
Nnini Jennifer Obonye
author_facet Vinesh Maharaj
Chidinma Christiana Ezeofor
Dashnie Naidoo Maharaj
Christo J. F. Muller
Nnini Jennifer Obonye
author_sort Vinesh Maharaj
collection DOAJ
description Diabetes, a prevalent metabolic condition with a wide range of complications, is fast becoming a global health crisis. Herbal medicine and enhanced extracts are some of the therapeutic options used in the management of diabetes mellitus. The plant-derived molecules and their suitable structure modification have given many leads or drugs to the world such as metformin used as an antidiabetic drug. The stem extract of <i>Sclerocarya birrea</i> has been reported as a potent antidiabetic (glucose uptake) agent. However, the bioactive compounds have not been reported from <i>S. birrea</i> for treatment of diabetes. In this study, the spray-dried aqueous leaf extracts of <i>S. birrea</i> were investigated as an antidiabetic agent using a 2-deoxy-glucose (2DG) technique showing good stimulatory effect on glucose uptake in differentiated C2C12 myocytes with % 2DG uptake ranging from 110–180% that was comparable to the positive control insulin. Three compounds were isolated and identified using bioassay-guided fractionation of the spray-dried aqueous extract of <i>S. birrea</i> leaves: myricetin (<b>1</b>), myricetin-3-O-β-D-glucuronide (<b>2</b>) and quercetin-3-O-β-D-glucuronide (<b>3</b>). Their chemical structures were determined using NMR and mass spectrometric analyses, as well as a comparison of experimentally obtained data to those reported in the literature. The isolated compounds (<b>1</b>–<b>3</b>) were studied for their stimulatory actions on glucose uptake in differentiated C2C12 myocytes. The three compounds (<b>1</b>, <b>2</b> and <b>3</b>) showed stimulatory effects on the uptake of 2DG in C2C12 myocytes with % 2DG uptake ranging from 43.9–109.1% that was better compared to the positive control insulin. Additionally, this is the first report of the flavonoid glycosides (myricetin-3-O-β-D-glucuronide) for antidiabetic activity and they are the main bioactive compound in the extract responsible for the antidiabetic activity. This result suggests that the <i>S. birrea</i> leaves have the potential to be developed for treatment of diabetes.
first_indexed 2024-03-09T18:07:20Z
format Article
id doaj.art-c7e9b85fb1114ab398668093a0054520
institution Directory Open Access Journal
issn 1420-3049
language English
last_indexed 2024-03-09T18:07:20Z
publishDate 2022-11-01
publisher MDPI AG
record_format Article
series Molecules
spelling doaj.art-c7e9b85fb1114ab398668093a00545202023-11-24T09:26:24ZengMDPI AGMolecules1420-30492022-11-012722809510.3390/molecules27228095Identification of Antidiabetic Compounds from the Aqueous Extract of <i>Sclerocarya birrea</i> LeavesVinesh Maharaj0Chidinma Christiana Ezeofor1Dashnie Naidoo Maharaj2Christo J. F. Muller3Nnini Jennifer Obonye4Department of Chemistry, Hatfield Campus, University of Pretoria, Hatfield 0028, South AfricaDepartment of Chemistry, Hatfield Campus, University of Pretoria, Hatfield 0028, South AfricaDepartment of Chemistry, Hatfield Campus, University of Pretoria, Hatfield 0028, South AfricaBiomedical Research and Innovation Platform (BRIP), South African Medical Research Council (SAMRC), Tygerberg 7505, South AfricaBiomedical Research and Innovation Platform (BRIP), South African Medical Research Council (SAMRC), Tygerberg 7505, South AfricaDiabetes, a prevalent metabolic condition with a wide range of complications, is fast becoming a global health crisis. Herbal medicine and enhanced extracts are some of the therapeutic options used in the management of diabetes mellitus. The plant-derived molecules and their suitable structure modification have given many leads or drugs to the world such as metformin used as an antidiabetic drug. The stem extract of <i>Sclerocarya birrea</i> has been reported as a potent antidiabetic (glucose uptake) agent. However, the bioactive compounds have not been reported from <i>S. birrea</i> for treatment of diabetes. In this study, the spray-dried aqueous leaf extracts of <i>S. birrea</i> were investigated as an antidiabetic agent using a 2-deoxy-glucose (2DG) technique showing good stimulatory effect on glucose uptake in differentiated C2C12 myocytes with % 2DG uptake ranging from 110–180% that was comparable to the positive control insulin. Three compounds were isolated and identified using bioassay-guided fractionation of the spray-dried aqueous extract of <i>S. birrea</i> leaves: myricetin (<b>1</b>), myricetin-3-O-β-D-glucuronide (<b>2</b>) and quercetin-3-O-β-D-glucuronide (<b>3</b>). Their chemical structures were determined using NMR and mass spectrometric analyses, as well as a comparison of experimentally obtained data to those reported in the literature. The isolated compounds (<b>1</b>–<b>3</b>) were studied for their stimulatory actions on glucose uptake in differentiated C2C12 myocytes. The three compounds (<b>1</b>, <b>2</b> and <b>3</b>) showed stimulatory effects on the uptake of 2DG in C2C12 myocytes with % 2DG uptake ranging from 43.9–109.1% that was better compared to the positive control insulin. Additionally, this is the first report of the flavonoid glycosides (myricetin-3-O-β-D-glucuronide) for antidiabetic activity and they are the main bioactive compound in the extract responsible for the antidiabetic activity. This result suggests that the <i>S. birrea</i> leaves have the potential to be developed for treatment of diabetes.https://www.mdpi.com/1420-3049/27/22/8095<i>Sclerocarya birrea</i>flavonoid glycosidesglucose uptake activityantidiabetic
spellingShingle Vinesh Maharaj
Chidinma Christiana Ezeofor
Dashnie Naidoo Maharaj
Christo J. F. Muller
Nnini Jennifer Obonye
Identification of Antidiabetic Compounds from the Aqueous Extract of <i>Sclerocarya birrea</i> Leaves
Molecules
<i>Sclerocarya birrea</i>
flavonoid glycosides
glucose uptake activity
antidiabetic
title Identification of Antidiabetic Compounds from the Aqueous Extract of <i>Sclerocarya birrea</i> Leaves
title_full Identification of Antidiabetic Compounds from the Aqueous Extract of <i>Sclerocarya birrea</i> Leaves
title_fullStr Identification of Antidiabetic Compounds from the Aqueous Extract of <i>Sclerocarya birrea</i> Leaves
title_full_unstemmed Identification of Antidiabetic Compounds from the Aqueous Extract of <i>Sclerocarya birrea</i> Leaves
title_short Identification of Antidiabetic Compounds from the Aqueous Extract of <i>Sclerocarya birrea</i> Leaves
title_sort identification of antidiabetic compounds from the aqueous extract of i sclerocarya birrea i leaves
topic <i>Sclerocarya birrea</i>
flavonoid glycosides
glucose uptake activity
antidiabetic
url https://www.mdpi.com/1420-3049/27/22/8095
work_keys_str_mv AT vineshmaharaj identificationofantidiabeticcompoundsfromtheaqueousextractofisclerocaryabirreaileaves
AT chidinmachristianaezeofor identificationofantidiabeticcompoundsfromtheaqueousextractofisclerocaryabirreaileaves
AT dashnienaidoomaharaj identificationofantidiabeticcompoundsfromtheaqueousextractofisclerocaryabirreaileaves
AT christojfmuller identificationofantidiabeticcompoundsfromtheaqueousextractofisclerocaryabirreaileaves
AT nninijenniferobonye identificationofantidiabeticcompoundsfromtheaqueousextractofisclerocaryabirreaileaves