Antiradical, antibacterial activities and <i>in silico</i> molecular docking of ethyl-<i>β-D</i>-fructofuranoside from hydro-ethanolic crude extract of <i>Erythrina excelsa</i> stem bark

The aim of the present study was to isolate and characterize compounds responsible of the antiradical and antibacterial activities in the hydro-ethanolic crude extract of <i>Erythrina excelsa</i> stem bark. Chemical investigation of this polar extract resulted in the isolation of a fructose derivative identified as ethyl-<i>β-D</i>-fructofuranoside (<b>3</b>) and an alkaloid designated <i>L</i>-(+)-Abrine (<b>4</b>); two compounds isolated here for the first time from the genus <i>Erythrina</i>, along with a mixture of sitosterol 3-<i>O-β-D</i>-glucopyranoside (<b>2</b>) and stigmasterol 3-<i>O-β-D</i>-glucopyranoside (<b>1</b>). Their structures were determined using spectroscopic methods (IR, 1 &amp; 2D NMR) as well as HR-ESI-MS and literature data. The hydro-ethanolic extract and compound <b>3</b> were tested for antibacterial activity on <i>Escherichia coli</i>, <i>Salmonella typhi</i>, <i>Salmonella typhimurium</i> and <i>Salmonella enterica</i>, and for antioxidant activity using free radical scavenging (DPPH) and Ferric Reducing Ability Power (FRAP). Compound <b>3</b> showed good antiradical potential (IC<sub>50</sub> 21.11 ± 0.53 μg/mL) and moderate antibacterial activity against all the tested bacteria with MIC of 200 μg/mL. For the FRAP method, hydro-ethanolic extract showed weak activity with value of 425 mg GAE/g, while Ethyl-<i>β-D</i>-fructofuranoside (<b>3</b>) exhibited a very good reducing power (40 mg GAE/g). Ethyl-<i>β-D</i>-fructofuranoside (<b>3</b>) could, therefore, be responsible for the antiradical activity of the hydro-ethanolic crude extract.

Publication Details

Journal
Figshare
Published
2025-01-01
DOI
https://doi.org/10.6084/m9.figshare.29217877.v1
Primary Topic
Bioactive natural compounds
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article
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article

Antiradical, antibacterial activities and in silico molecular docking of ethyl-β-D-fructofuranoside from hydro-ethanolic crude extract of Erythrina excelsa stem bark

Figshare
Bioactive natural compounds
article

Antiradical, antibacterial activities and in silico molecular docking of ethyl-β-D-fructofuranoside from hydro-ethanolic crude extract of Erythrina excelsa stem bark

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Abstract

The aim of the present study was to isolate and characterize compounds responsible of the antiradical and antibacterial activities in the hydro-ethanolic crude extract of <i>Erythrina excelsa</i> stem bark. Chemical investigation of this polar extract resulted in the isolation of a fructose derivative identified as ethyl-<i>β-D</i>-fructofuranoside (<b>3</b>) and an alkaloid designated <i>L</i>-(+)-Abrine (<b>4</b>); two compounds isolated here for the first time from the genus <i>Erythrina</i>, along with a mixture of sitosterol 3-<i>O-β-D</i>-glucopyranoside (<b>2</b>) and stigmasterol 3-<i>O-β-D</i>-glucopyranoside (<b>1</b>). Their structures were determined using spectroscopic methods (IR, 1 &amp; 2D NMR) as well as HR-ESI-MS and literature data. The hydro-ethanolic extract and compound <b>3</b> were tested for antibacterial activity on <i>Escherichia coli</i>, <i>Salmonella typhi</i>, <i>Salmonella typhimurium</i> and <i>Salmonella enterica</i>, and for antioxidant activity using free radical scavenging (DPPH) and Ferric Reducing Ability Power (FRAP). Compound <b>3</b> showed good antiradical potential (IC<sub>50</sub> 21.11 ± 0.53 μg/mL) and moderate antibacterial activity against all the tested bacteria with MIC of 200 μg/mL. For the FRAP method, hydro-ethanolic extract showed weak activity with value of 425 mg GAE/g, while Ethyl-<i>β-D</i>-fructofuranoside (<b>3</b>) exhibited a very good reducing power (40 mg GAE/g). Ethyl-<i>β-D</i>-fructofuranoside (<b>3</b>) could, therefore, be responsible for the antiradical activity of the hydro-ethanolic crude extract.

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Bioactive natural compounds
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Antiradical, antibacterial activities and <i>in silico</i> molecular docking of ethyl-<i>β-D</i>-fructofuranoside from hydro-ethanolic crude extract of <i>Erythrina excelsa</i> stem bark · Figshare (2025) | TGRS Research Map | TGRS