Digalloyl Glycoside: A Potential Inhibitor of Trypanosomal PFK from <i>Euphorbia abyssinica</i> J.F. Gmel
Human African trypanosomiasis is an endemic infectious disease caused by <i>Trypanosoma brucei</i> via the bite of tsetse-fly. Most of the drugs used for the treatment, e.g., Suramin, have shown several problems, including the high level of toxicity. Accordingly, the discovery of anti-tr...
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MDPI AG
2022-01-01
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| author | Seham S. El-Hawary Rabab Mohammed Nadia M. Lithy Sameh Fekry AbouZid Mostafa A. Mansour Suliman A. Almahmoud Bader Huwaimel Elham Amin |
| author_facet | Seham S. El-Hawary Rabab Mohammed Nadia M. Lithy Sameh Fekry AbouZid Mostafa A. Mansour Suliman A. Almahmoud Bader Huwaimel Elham Amin |
| author_sort | Seham S. El-Hawary |
| collection | DOAJ |
| description | Human African trypanosomiasis is an endemic infectious disease caused by <i>Trypanosoma brucei</i> via the bite of tsetse-fly. Most of the drugs used for the treatment, e.g., Suramin, have shown several problems, including the high level of toxicity. Accordingly, the discovery of anti-trypanosomal drugs from natural sources has become an urgent requirement. In our previous study on the anti-trypanosomal potential of <i>Euphorbia</i> species, <i>Euphorbia abyssinica</i> displayed significant anti-trypanosomal activity. Therefore, a phytochemical investigation of the methanolic extract of <i>E. abyssinica</i> was carried out. Twelve compounds, including two triterpenes (<b>1</b>, <b>2</b>); one sterol-glucoside (<b>4</b>); three ellagic acid derivatives (<b>3</b>, <b>9</b>, <b>11</b>); three gallic acid derivatives (<b>5</b>, <b>6</b>, <b>10</b>); and three flavonoids (<b>7</b>, <b>8</b>, <b>12</b>), were isolated. The structures of isolated compounds were determined through different spectroscopic techniques. Compound (<b>10</b>) was obtained for the first time from genus <i>Euphorbia</i> while all other compounds except compound (<b>4</b>), were firstly reported in <i>E. abyssinica</i>. Consequently, an in silico study was used to estimate the anti-trypanosomal activity of the isolated compounds. Several compounds displayed interesting activity where 1,6-di-<i>O</i>-galloyl-<span style="font-variant: small-caps;">d</span>-glucose (<b>10</b>) appeared as the most potent inhibitor of trypanosomal phosphofructokinase (PFK). Moreover, molecular dynamics (MD) simulations and ADMET calculations were performed for 1,6-di-<i>O</i>-galloyl-<span style="font-variant: small-caps;">d</span>-glucose. In conclusion, 1,6-di-<i>O</i>-galloyl-<span style="font-variant: small-caps;">d</span>-glucose revealed high binding free energy as well as desirable molecular dynamics and pharmacokinetic properties; therefore, it could be suggested for further in vitro and in vivo studies for trypanosomiasis. |
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| spelling | doaj.art-1a078e64bf734563b68bf7dce1dea73d2023-11-23T15:07:05ZengMDPI AGPlants2223-77472022-01-0111217310.3390/plants11020173Digalloyl Glycoside: A Potential Inhibitor of Trypanosomal PFK from <i>Euphorbia abyssinica</i> J.F. GmelSeham S. El-Hawary0Rabab Mohammed1Nadia M. Lithy2Sameh Fekry AbouZid3Mostafa A. Mansour4Suliman A. Almahmoud5Bader Huwaimel6Elham Amin7Department of Pharmacognosy, Faculty of Pharmacy, Cairo University, Giza 12613, EgyptDepartment of Pharmacognosy, Faculty of Pharmacy, Beni-Suef University, Beni-Suef 62514, EgyptDepartment of Pharmacognosy, Faculty of Pharmacy, Nahda University Beni-Suef, Beni-Suef 62521, EgyptDepartment of Pharmacognosy, Faculty of Pharmacy, Beni-Suef University, Beni-Suef 62514, EgyptDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Nahda University Beni-Suef, Beni-Suef 62521, EgyptDepartment of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, Qassim University, Buraidah 51452, Saudi ArabiaDepartment of Pharmaceutical Chemistry, College of Pharmacy, University of Hail, Hail 34464, Saudi ArabiaDepartment of Pharmacognosy, Faculty of Pharmacy, Beni-Suef University, Beni-Suef 62514, EgyptHuman African trypanosomiasis is an endemic infectious disease caused by <i>Trypanosoma brucei</i> via the bite of tsetse-fly. Most of the drugs used for the treatment, e.g., Suramin, have shown several problems, including the high level of toxicity. Accordingly, the discovery of anti-trypanosomal drugs from natural sources has become an urgent requirement. In our previous study on the anti-trypanosomal potential of <i>Euphorbia</i> species, <i>Euphorbia abyssinica</i> displayed significant anti-trypanosomal activity. Therefore, a phytochemical investigation of the methanolic extract of <i>E. abyssinica</i> was carried out. Twelve compounds, including two triterpenes (<b>1</b>, <b>2</b>); one sterol-glucoside (<b>4</b>); three ellagic acid derivatives (<b>3</b>, <b>9</b>, <b>11</b>); three gallic acid derivatives (<b>5</b>, <b>6</b>, <b>10</b>); and three flavonoids (<b>7</b>, <b>8</b>, <b>12</b>), were isolated. The structures of isolated compounds were determined through different spectroscopic techniques. Compound (<b>10</b>) was obtained for the first time from genus <i>Euphorbia</i> while all other compounds except compound (<b>4</b>), were firstly reported in <i>E. abyssinica</i>. Consequently, an in silico study was used to estimate the anti-trypanosomal activity of the isolated compounds. Several compounds displayed interesting activity where 1,6-di-<i>O</i>-galloyl-<span style="font-variant: small-caps;">d</span>-glucose (<b>10</b>) appeared as the most potent inhibitor of trypanosomal phosphofructokinase (PFK). Moreover, molecular dynamics (MD) simulations and ADMET calculations were performed for 1,6-di-<i>O</i>-galloyl-<span style="font-variant: small-caps;">d</span>-glucose. In conclusion, 1,6-di-<i>O</i>-galloyl-<span style="font-variant: small-caps;">d</span>-glucose revealed high binding free energy as well as desirable molecular dynamics and pharmacokinetic properties; therefore, it could be suggested for further in vitro and in vivo studies for trypanosomiasis.https://www.mdpi.com/2223-7747/11/2/173<i>Trypanosoma brucei</i><i>Euphorbia abyssinica</i>in silico1,6-di-<i>O</i>-galloyl-<span style="font-variant: small-caps">d</span>-glucosemolecular dynamicsADMET |
| spellingShingle | Seham S. El-Hawary Rabab Mohammed Nadia M. Lithy Sameh Fekry AbouZid Mostafa A. Mansour Suliman A. Almahmoud Bader Huwaimel Elham Amin Digalloyl Glycoside: A Potential Inhibitor of Trypanosomal PFK from <i>Euphorbia abyssinica</i> J.F. Gmel Plants <i>Trypanosoma brucei</i> <i>Euphorbia abyssinica</i> in silico 1,6-di-<i>O</i>-galloyl-<span style="font-variant: small-caps">d</span>-glucose molecular dynamics ADMET |
| title | Digalloyl Glycoside: A Potential Inhibitor of Trypanosomal PFK from <i>Euphorbia abyssinica</i> J.F. Gmel |
| title_full | Digalloyl Glycoside: A Potential Inhibitor of Trypanosomal PFK from <i>Euphorbia abyssinica</i> J.F. Gmel |
| title_fullStr | Digalloyl Glycoside: A Potential Inhibitor of Trypanosomal PFK from <i>Euphorbia abyssinica</i> J.F. Gmel |
| title_full_unstemmed | Digalloyl Glycoside: A Potential Inhibitor of Trypanosomal PFK from <i>Euphorbia abyssinica</i> J.F. Gmel |
| title_short | Digalloyl Glycoside: A Potential Inhibitor of Trypanosomal PFK from <i>Euphorbia abyssinica</i> J.F. Gmel |
| title_sort | digalloyl glycoside a potential inhibitor of trypanosomal pfk from i euphorbia abyssinica i j f gmel |
| topic | <i>Trypanosoma brucei</i> <i>Euphorbia abyssinica</i> in silico 1,6-di-<i>O</i>-galloyl-<span style="font-variant: small-caps">d</span>-glucose molecular dynamics ADMET |
| url | https://www.mdpi.com/2223-7747/11/2/173 |
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