Identification α-Amylase Inhibitors of Vernonia amygdalina Leaves Extract Using Metabolite Profiling Combined with Molecular Docking
Vernonia amygdalina was reported to be used as a therapy for Diabetes Mellitus (DM). One of the mechanisms of therapy DM was to inhibit the action of the α-amylase enzyme. This study aimed to prove the presence of compounds that could inhibit the action of α-amylase. Vernonia amygdalina leaves were...
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| Format: | Article |
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Department of Chemistry, Universitas Gadjah Mada
2022
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| Online Access: | https://repository.ugm.ac.id/283675/1/Yunitasari_PA.pdf |
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| author | Yunitasari, Norainny Raharjo, Tri Joko Swasono, Respati Tri Pranowo, Harno Dwi |
| author_facet | Yunitasari, Norainny Raharjo, Tri Joko Swasono, Respati Tri Pranowo, Harno Dwi |
| author_sort | Yunitasari, Norainny |
| collection | UGM |
| description | Vernonia amygdalina was reported to be used as a therapy for Diabetes Mellitus (DM). One of the mechanisms of therapy DM was to inhibit the action of the α-amylase enzyme. This study aimed to prove the presence of compounds that could inhibit the action of α-amylase. Vernonia amygdalina leaves were macerated with methanol and partitioned into n-hexane, dichloromethane (DCM), and ethyl acetate (EtOAc). Furthermore, they were tested for α-amylase inhibitory activity and analyzed using liquid chromatography-high resolutions mass spectrometry (LC-HRMS). Molecular docking
and molecular dynamics simulation (MD simulation) examined unique compounds in the extract with good activity and chromatogram results. The EtOAc extracts showed potential as α-amylase inhibitors indicated by their IC50 values, namely 3.0 μg/mL. There are five unique compounds in the EtOAc extract predicted as 3-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxy-6-(2-phenylethyl)benzoic acid (compound 1), 2-hexylpentanedioic acid (compound 2), (2E,4E)-5-[1-hydroxy-2,6-dimethyl-4-oxo-6-({3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] oxy}methyl)cyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid (compound 3), 3,5,5-trimethyl-4-(3-{[3,4,5-trihydroxy-6-
(hydroxymethyl)oxan-1-yl)oxy}butyl)cyclohex-2-en-1-one (compound 4), and 2-{[(6E)-2,10-dihydroxy-2,6,10-trimethyldodeca-6,11-dien-3-yl]oxy}-6-(hydroxymethyl)oxane-3, 4,5-triol (compound 5). The molecular docking analysis showed that compound 3 had
better interaction energy (Ei) (-8.59 kcal/mol) and inhibition constant (Ki) values (0.503 μM) than acarbose. These data were supported by MD simulations based on the parameters of RMSD value, the radius of gyration, and protein-ligand interaction energy. |
| first_indexed | 2024-03-14T00:08:13Z |
| format | Article |
| id | oai:generic.eprints.org:283675 |
| institution | Universiti Gadjah Mada |
| language | English |
| last_indexed | 2024-03-14T00:08:13Z |
| publishDate | 2022 |
| publisher | Department of Chemistry, Universitas Gadjah Mada |
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| spelling | oai:generic.eprints.org:2836752023-11-22T00:54:51Z https://repository.ugm.ac.id/283675/ Identification α-Amylase Inhibitors of Vernonia amygdalina Leaves Extract Using Metabolite Profiling Combined with Molecular Docking Yunitasari, Norainny Raharjo, Tri Joko Swasono, Respati Tri Pranowo, Harno Dwi Chemical Science Mathematics and Applied Sciences Vernonia amygdalina was reported to be used as a therapy for Diabetes Mellitus (DM). One of the mechanisms of therapy DM was to inhibit the action of the α-amylase enzyme. This study aimed to prove the presence of compounds that could inhibit the action of α-amylase. Vernonia amygdalina leaves were macerated with methanol and partitioned into n-hexane, dichloromethane (DCM), and ethyl acetate (EtOAc). Furthermore, they were tested for α-amylase inhibitory activity and analyzed using liquid chromatography-high resolutions mass spectrometry (LC-HRMS). Molecular docking and molecular dynamics simulation (MD simulation) examined unique compounds in the extract with good activity and chromatogram results. The EtOAc extracts showed potential as α-amylase inhibitors indicated by their IC50 values, namely 3.0 μg/mL. There are five unique compounds in the EtOAc extract predicted as 3-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxy-6-(2-phenylethyl)benzoic acid (compound 1), 2-hexylpentanedioic acid (compound 2), (2E,4E)-5-[1-hydroxy-2,6-dimethyl-4-oxo-6-({3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] oxy}methyl)cyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid (compound 3), 3,5,5-trimethyl-4-(3-{[3,4,5-trihydroxy-6- (hydroxymethyl)oxan-1-yl)oxy}butyl)cyclohex-2-en-1-one (compound 4), and 2-{[(6E)-2,10-dihydroxy-2,6,10-trimethyldodeca-6,11-dien-3-yl]oxy}-6-(hydroxymethyl)oxane-3, 4,5-triol (compound 5). The molecular docking analysis showed that compound 3 had better interaction energy (Ei) (-8.59 kcal/mol) and inhibition constant (Ki) values (0.503 μM) than acarbose. These data were supported by MD simulations based on the parameters of RMSD value, the radius of gyration, and protein-ligand interaction energy. Department of Chemistry, Universitas Gadjah Mada 2022 Article PeerReviewed application/pdf en https://repository.ugm.ac.id/283675/1/Yunitasari_PA.pdf Yunitasari, Norainny and Raharjo, Tri Joko and Swasono, Respati Tri and Pranowo, Harno Dwi (2022) Identification α-Amylase Inhibitors of Vernonia amygdalina Leaves Extract Using Metabolite Profiling Combined with Molecular Docking. Indonesian Journal of Chemistry, 22 (2). pp. 526-538. ISSN 1411-9420 https://jurnal.ugm.ac.id/ijc/ https://doi.org/10.22146/ijc.71499 |
| spellingShingle | Chemical Science Mathematics and Applied Sciences Yunitasari, Norainny Raharjo, Tri Joko Swasono, Respati Tri Pranowo, Harno Dwi Identification α-Amylase Inhibitors of Vernonia amygdalina Leaves Extract Using Metabolite Profiling Combined with Molecular Docking |
| title | Identification α-Amylase Inhibitors of Vernonia amygdalina Leaves Extract Using Metabolite Profiling Combined with Molecular Docking |
| title_full | Identification α-Amylase Inhibitors of Vernonia amygdalina Leaves Extract Using Metabolite Profiling Combined with Molecular Docking |
| title_fullStr | Identification α-Amylase Inhibitors of Vernonia amygdalina Leaves Extract Using Metabolite Profiling Combined with Molecular Docking |
| title_full_unstemmed | Identification α-Amylase Inhibitors of Vernonia amygdalina Leaves Extract Using Metabolite Profiling Combined with Molecular Docking |
| title_short | Identification α-Amylase Inhibitors of Vernonia amygdalina Leaves Extract Using Metabolite Profiling Combined with Molecular Docking |
| title_sort | identification α amylase inhibitors of vernonia amygdalina leaves extract using metabolite profiling combined with molecular docking |
| topic | Chemical Science Mathematics and Applied Sciences |
| url | https://repository.ugm.ac.id/283675/1/Yunitasari_PA.pdf |
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