In vitro antileishmanial activity and molecular docking studies of lupeol and monostearin, isolated from Parkia biglobosa
Parkia biglobosa (Leguminosae) is used traditionally for managing leishmaniasis. However, there are no reports of the antileishmanial constituents from the plant. This study is aimed at isolating antileishmanial compounds, from the stem bark of P. biglobosa, and assessing their mechanism of action u...
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| Format: | Article |
| Language: | English |
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Elsevier
2023-03-01
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| Series: | Scientific African |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2468227622003696 |
| _version_ | 1811159619640229888 |
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| author | Thomas Osafo Trudy Janice Philips Abigail Kusiwaa Adomako Lawrence Sheringham Borquaye Edmund Ekuadzi Regina Appiah-Opong Rita Akosua Dickson |
| author_facet | Thomas Osafo Trudy Janice Philips Abigail Kusiwaa Adomako Lawrence Sheringham Borquaye Edmund Ekuadzi Regina Appiah-Opong Rita Akosua Dickson |
| author_sort | Thomas Osafo |
| collection | DOAJ |
| description | Parkia biglobosa (Leguminosae) is used traditionally for managing leishmaniasis. However, there are no reports of the antileishmanial constituents from the plant. This study is aimed at isolating antileishmanial compounds, from the stem bark of P. biglobosa, and assessing their mechanism of action using molecular docking studies. Bioassay-guided fractionation led to the isolation of two known compounds, lupeol and monostearin. Their structures were elucidated using their mass spectra. Using the 3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxymathoxyphenyl)-2-(4-sulfophenyl)-2H-tretrazolium (MTS) assay, the evaluated antileishmanial effects of lupeol (1) and monostearin (2) showed IC50 values of 164.42 and 151.99 µg/mL respectively. The antileishmanial effects of the crude extract, non-polar, mid-polar and polar fractions were determined to be 64.43, 126.25, 725.65 and 167.52 µg/mL respectively. Molecular docking studies of the two isolates within the active sites of two validated targets in the Leishmania parasite: trypanothione reductase (TR) and pteridine reductase 1 (PTR1), showed that both compounds established important interactions with key amino acid residues in both proteins. Lupeol exhibited binding affinities of -7.1 kcal/mol and -10.2 kcal/mol for TR and PTR1, respectively, better than monostearin in both cases. Our findings back the claim that P. biglobosa stem bark possesses antileishmanial effects. Furthermore, the isolates lupeol and monostearin may be partly responsible for the observed activities. |
| first_indexed | 2024-04-10T05:44:15Z |
| format | Article |
| id | doaj.art-69319951e53f45f0b9e7e5e85691a497 |
| institution | Directory Open Access Journal |
| issn | 2468-2276 |
| language | English |
| last_indexed | 2024-04-10T05:44:15Z |
| publishDate | 2023-03-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Scientific African |
| spelling | doaj.art-69319951e53f45f0b9e7e5e85691a4972023-03-06T04:16:25ZengElsevierScientific African2468-22762023-03-0119e01464In vitro antileishmanial activity and molecular docking studies of lupeol and monostearin, isolated from Parkia biglobosaThomas Osafo0Trudy Janice Philips1Abigail Kusiwaa Adomako2Lawrence Sheringham Borquaye3Edmund Ekuadzi4Regina Appiah-Opong5Rita Akosua Dickson6Department of Pharmacognosy, Faculty of Pharmacy and Pharmaceutical Sciences, Kwame Nkrumah University of Science and Technology, GhanaDepartment of Clinical Pathology, Noguchi Memorial Institute for Medical Research, College of Health Sciences, University of Ghana, GhanaDepartment of Chemistry, Kwame Nkrumah University of Science and Technology, GhanaDepartment of Chemistry, Kwame Nkrumah University of Science and Technology, Ghana; Central Laboratory, Kwame Nkrumah University of Science and Technology, GhanaDepartment of Pharmacognosy, Faculty of Pharmacy and Pharmaceutical Sciences, Kwame Nkrumah University of Science and Technology, Ghana; Corresponding author at: Department of Pharmacognosy, Faculty of Pharmacy and Pharmaceutical Sciences, PMB, University Post Office, Kumasi, Ghana.Department of Clinical Pathology, Noguchi Memorial Institute for Medical Research, College of Health Sciences, University of Ghana, GhanaDepartment of Pharmacognosy, Faculty of Pharmacy and Pharmaceutical Sciences, Kwame Nkrumah University of Science and Technology, GhanaParkia biglobosa (Leguminosae) is used traditionally for managing leishmaniasis. However, there are no reports of the antileishmanial constituents from the plant. This study is aimed at isolating antileishmanial compounds, from the stem bark of P. biglobosa, and assessing their mechanism of action using molecular docking studies. Bioassay-guided fractionation led to the isolation of two known compounds, lupeol and monostearin. Their structures were elucidated using their mass spectra. Using the 3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxymathoxyphenyl)-2-(4-sulfophenyl)-2H-tretrazolium (MTS) assay, the evaluated antileishmanial effects of lupeol (1) and monostearin (2) showed IC50 values of 164.42 and 151.99 µg/mL respectively. The antileishmanial effects of the crude extract, non-polar, mid-polar and polar fractions were determined to be 64.43, 126.25, 725.65 and 167.52 µg/mL respectively. Molecular docking studies of the two isolates within the active sites of two validated targets in the Leishmania parasite: trypanothione reductase (TR) and pteridine reductase 1 (PTR1), showed that both compounds established important interactions with key amino acid residues in both proteins. Lupeol exhibited binding affinities of -7.1 kcal/mol and -10.2 kcal/mol for TR and PTR1, respectively, better than monostearin in both cases. Our findings back the claim that P. biglobosa stem bark possesses antileishmanial effects. Furthermore, the isolates lupeol and monostearin may be partly responsible for the observed activities.http://www.sciencedirect.com/science/article/pii/S2468227622003696TriterpenesMonoglyceridesParkia clappertonianaLeishmaniasisDockingTrypanothione reductase |
| spellingShingle | Thomas Osafo Trudy Janice Philips Abigail Kusiwaa Adomako Lawrence Sheringham Borquaye Edmund Ekuadzi Regina Appiah-Opong Rita Akosua Dickson In vitro antileishmanial activity and molecular docking studies of lupeol and monostearin, isolated from Parkia biglobosa Scientific African Triterpenes Monoglycerides Parkia clappertoniana Leishmaniasis Docking Trypanothione reductase |
| title | In vitro antileishmanial activity and molecular docking studies of lupeol and monostearin, isolated from Parkia biglobosa |
| title_full | In vitro antileishmanial activity and molecular docking studies of lupeol and monostearin, isolated from Parkia biglobosa |
| title_fullStr | In vitro antileishmanial activity and molecular docking studies of lupeol and monostearin, isolated from Parkia biglobosa |
| title_full_unstemmed | In vitro antileishmanial activity and molecular docking studies of lupeol and monostearin, isolated from Parkia biglobosa |
| title_short | In vitro antileishmanial activity and molecular docking studies of lupeol and monostearin, isolated from Parkia biglobosa |
| title_sort | in vitro antileishmanial activity and molecular docking studies of lupeol and monostearin isolated from parkia biglobosa |
| topic | Triterpenes Monoglycerides Parkia clappertoniana Leishmaniasis Docking Trypanothione reductase |
| url | http://www.sciencedirect.com/science/article/pii/S2468227622003696 |
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