Characterization of α-Glucosidase Inhibitors from Clinacanthus nutans Lindau Leaves by Gas Chromatography-Mass Spectrometry-Based Metabolomics and Molecular Docking Simulation
Background: Clinacanthus nutans (C. nutans) is an Acanthaceae herbal shrub traditionally consumed to treat various diseases including diabetes in Malaysia. This study was designed to evaluate the α-glucosidase inhibitory activity of C. nutans leaves extracts, and to identify the metabolite...
| Main Authors: | , , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2018-09-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1420-3049/23/9/2402 |
| _version_ | 1828529183876186112 |
|---|---|
| author | Suganya Murugesu Zalikha Ibrahim Qamar-Uddin Ahmed Nik-Idris Nik Yusoff Bisha-Fathamah Uzir Vikneswari Perumal Faridah Abas Khozirah Saari Hesham El-Seedi Alfi Khatib |
| author_facet | Suganya Murugesu Zalikha Ibrahim Qamar-Uddin Ahmed Nik-Idris Nik Yusoff Bisha-Fathamah Uzir Vikneswari Perumal Faridah Abas Khozirah Saari Hesham El-Seedi Alfi Khatib |
| author_sort | Suganya Murugesu |
| collection | DOAJ |
| description | Background: Clinacanthus nutans (C. nutans) is an Acanthaceae herbal shrub traditionally consumed to treat various diseases including diabetes in Malaysia. This study was designed to evaluate the α-glucosidase inhibitory activity of C. nutans leaves extracts, and to identify the metabolites responsible for the bioactivity. Methods: Crude extract obtained from the dried leaves using 80% methanolic solution was further partitioned using different polarity solvents. The resultant extracts were investigated for their α-glucosidase inhibitory potential followed by metabolites profiling using the gas chromatography tandem with mass spectrometry (GC-MS). Results: Multivariate data analysis was developed by correlating the bioactivity, and GC-MS data generated a suitable partial least square (PLS) model resulting in 11 bioactive compounds, namely, palmitic acid, phytol, hexadecanoic acid (methyl ester), 1-monopalmitin, stigmast-5-ene, pentadecanoic acid, heptadecanoic acid, 1-linolenoylglycerol, glycerol monostearate, alpha-tocospiro B, and stigmasterol. In-silico study via molecular docking was carried out using the crystal structure Saccharomyces cerevisiae isomaltase (PDB code: 3A4A). Interactions between the inhibitors and the protein were predicted involving residues, namely LYS156, THR310, PRO312, LEU313, GLU411, and ASN415 with hydrogen bond, while PHE314 and ARG315 with hydrophobic bonding. Conclusion: The study provides informative data on the potential α-glucosidase inhibitors identified in C. nutans leaves, indicating the plant’s therapeutic effect to manage hyperglycemia. |
| first_indexed | 2024-12-11T22:04:12Z |
| format | Article |
| id | doaj.art-c47f115e436340aabd2317aec65c51f1 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-11T22:04:12Z |
| publishDate | 2018-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-c47f115e436340aabd2317aec65c51f12022-12-22T00:49:00ZengMDPI AGMolecules1420-30492018-09-01239240210.3390/molecules23092402molecules23092402Characterization of α-Glucosidase Inhibitors from Clinacanthus nutans Lindau Leaves by Gas Chromatography-Mass Spectrometry-Based Metabolomics and Molecular Docking SimulationSuganya Murugesu0Zalikha Ibrahim1Qamar-Uddin Ahmed2Nik-Idris Nik Yusoff3Bisha-Fathamah Uzir4Vikneswari Perumal5Faridah Abas6Khozirah Saari7Hesham El-Seedi8Alfi Khatib9Department of Pharmaceutical Chemistry, Kulliyyah of Pharmacy, International Islamic University Malaysia, Kuantan 25200, Pahang Darul Makmur, MalaysiaDepartment of Pharmaceutical Chemistry, Kulliyyah of Pharmacy, International Islamic University Malaysia, Kuantan 25200, Pahang Darul Makmur, MalaysiaDepartment of Pharmaceutical Chemistry, Kulliyyah of Pharmacy, International Islamic University Malaysia, Kuantan 25200, Pahang Darul Makmur, MalaysiaDepartment of Pharmaceutical Chemistry, Kulliyyah of Pharmacy, International Islamic University Malaysia, Kuantan 25200, Pahang Darul Makmur, MalaysiaDepartment of Pharmaceutical Chemistry, Kulliyyah of Pharmacy, International Islamic University Malaysia, Kuantan 25200, Pahang Darul Makmur, MalaysiaFaculty Pharmacy & Health Sciences, Universiti Kuala Lumpur Royal College of Medicine Perak, Ipoh 30450, Perak Darul Ridzuan, MalaysiaLaboratory of Natural Products, Institute of Bioscience, Universiti Putra Malaysia, Serdang 43300, Selangor Darul Ehsan, MalaysiaLaboratory of Natural Products, Institute of Bioscience, Universiti Putra Malaysia, Serdang 43300, Selangor Darul Ehsan, MalaysiaDivision of Pharmacognosy, Department of Medicinal Chemistry, Biomedical Centre, Uppsala University, Box 574, SE-751 23 Uppsala, SwedenDepartment of Pharmaceutical Chemistry, Kulliyyah of Pharmacy, International Islamic University Malaysia, Kuantan 25200, Pahang Darul Makmur, MalaysiaBackground: Clinacanthus nutans (C. nutans) is an Acanthaceae herbal shrub traditionally consumed to treat various diseases including diabetes in Malaysia. This study was designed to evaluate the α-glucosidase inhibitory activity of C. nutans leaves extracts, and to identify the metabolites responsible for the bioactivity. Methods: Crude extract obtained from the dried leaves using 80% methanolic solution was further partitioned using different polarity solvents. The resultant extracts were investigated for their α-glucosidase inhibitory potential followed by metabolites profiling using the gas chromatography tandem with mass spectrometry (GC-MS). Results: Multivariate data analysis was developed by correlating the bioactivity, and GC-MS data generated a suitable partial least square (PLS) model resulting in 11 bioactive compounds, namely, palmitic acid, phytol, hexadecanoic acid (methyl ester), 1-monopalmitin, stigmast-5-ene, pentadecanoic acid, heptadecanoic acid, 1-linolenoylglycerol, glycerol monostearate, alpha-tocospiro B, and stigmasterol. In-silico study via molecular docking was carried out using the crystal structure Saccharomyces cerevisiae isomaltase (PDB code: 3A4A). Interactions between the inhibitors and the protein were predicted involving residues, namely LYS156, THR310, PRO312, LEU313, GLU411, and ASN415 with hydrogen bond, while PHE314 and ARG315 with hydrophobic bonding. Conclusion: The study provides informative data on the potential α-glucosidase inhibitors identified in C. nutans leaves, indicating the plant’s therapeutic effect to manage hyperglycemia.http://www.mdpi.com/1420-3049/23/9/2402α-glucosidase inhibitorsClinacanthus nutansdiabetesGC-MSpartial least square |
| spellingShingle | Suganya Murugesu Zalikha Ibrahim Qamar-Uddin Ahmed Nik-Idris Nik Yusoff Bisha-Fathamah Uzir Vikneswari Perumal Faridah Abas Khozirah Saari Hesham El-Seedi Alfi Khatib Characterization of α-Glucosidase Inhibitors from Clinacanthus nutans Lindau Leaves by Gas Chromatography-Mass Spectrometry-Based Metabolomics and Molecular Docking Simulation Molecules α-glucosidase inhibitors Clinacanthus nutans diabetes GC-MS partial least square |
| title | Characterization of α-Glucosidase Inhibitors from Clinacanthus nutans Lindau Leaves by Gas Chromatography-Mass Spectrometry-Based Metabolomics and Molecular Docking Simulation |
| title_full | Characterization of α-Glucosidase Inhibitors from Clinacanthus nutans Lindau Leaves by Gas Chromatography-Mass Spectrometry-Based Metabolomics and Molecular Docking Simulation |
| title_fullStr | Characterization of α-Glucosidase Inhibitors from Clinacanthus nutans Lindau Leaves by Gas Chromatography-Mass Spectrometry-Based Metabolomics and Molecular Docking Simulation |
| title_full_unstemmed | Characterization of α-Glucosidase Inhibitors from Clinacanthus nutans Lindau Leaves by Gas Chromatography-Mass Spectrometry-Based Metabolomics and Molecular Docking Simulation |
| title_short | Characterization of α-Glucosidase Inhibitors from Clinacanthus nutans Lindau Leaves by Gas Chromatography-Mass Spectrometry-Based Metabolomics and Molecular Docking Simulation |
| title_sort | characterization of α glucosidase inhibitors from clinacanthus nutans lindau leaves by gas chromatography mass spectrometry based metabolomics and molecular docking simulation |
| topic | α-glucosidase inhibitors Clinacanthus nutans diabetes GC-MS partial least square |
| url | http://www.mdpi.com/1420-3049/23/9/2402 |
| work_keys_str_mv | AT suganyamurugesu characterizationofaglucosidaseinhibitorsfromclinacanthusnutanslindauleavesbygaschromatographymassspectrometrybasedmetabolomicsandmoleculardockingsimulation AT zalikhaibrahim characterizationofaglucosidaseinhibitorsfromclinacanthusnutanslindauleavesbygaschromatographymassspectrometrybasedmetabolomicsandmoleculardockingsimulation AT qamaruddinahmed characterizationofaglucosidaseinhibitorsfromclinacanthusnutanslindauleavesbygaschromatographymassspectrometrybasedmetabolomicsandmoleculardockingsimulation AT nikidrisnikyusoff characterizationofaglucosidaseinhibitorsfromclinacanthusnutanslindauleavesbygaschromatographymassspectrometrybasedmetabolomicsandmoleculardockingsimulation AT bishafathamahuzir characterizationofaglucosidaseinhibitorsfromclinacanthusnutanslindauleavesbygaschromatographymassspectrometrybasedmetabolomicsandmoleculardockingsimulation AT vikneswariperumal characterizationofaglucosidaseinhibitorsfromclinacanthusnutanslindauleavesbygaschromatographymassspectrometrybasedmetabolomicsandmoleculardockingsimulation AT faridahabas characterizationofaglucosidaseinhibitorsfromclinacanthusnutanslindauleavesbygaschromatographymassspectrometrybasedmetabolomicsandmoleculardockingsimulation AT khozirahsaari characterizationofaglucosidaseinhibitorsfromclinacanthusnutanslindauleavesbygaschromatographymassspectrometrybasedmetabolomicsandmoleculardockingsimulation AT heshamelseedi characterizationofaglucosidaseinhibitorsfromclinacanthusnutanslindauleavesbygaschromatographymassspectrometrybasedmetabolomicsandmoleculardockingsimulation AT alfikhatib characterizationofaglucosidaseinhibitorsfromclinacanthusnutanslindauleavesbygaschromatographymassspectrometrybasedmetabolomicsandmoleculardockingsimulation |