Structural Activity and HAD Inhibition Efficiency of Pelargonidin and Its Glucoside—A Theoretical Approach
Anthocyanins are an important pharmaceutical ingredient possessing diet regulatory, antioxidant, anticancer, antidiabetic, anti-obesity, antimicrobial, and anti-inflammatory properties. Pelargonidin is an important anthocyanin-based orange-red flavonoid compound used in drugs for treating hypoglycem...
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MDPI AG
2022-11-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/27/22/8016 |
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| author | Rangasamy Praveena Athinarayanan Balasankar Kanakaraj Aruchamy Taehwan Oh Veerababu Polisetti Subramaniyan Ramasundaram Kandasamy Anbazhakan |
| author_facet | Rangasamy Praveena Athinarayanan Balasankar Kanakaraj Aruchamy Taehwan Oh Veerababu Polisetti Subramaniyan Ramasundaram Kandasamy Anbazhakan |
| author_sort | Rangasamy Praveena |
| collection | DOAJ |
| description | Anthocyanins are an important pharmaceutical ingredient possessing diet regulatory, antioxidant, anticancer, antidiabetic, anti-obesity, antimicrobial, and anti-inflammatory properties. Pelargonidin is an important anthocyanin-based orange-red flavonoid compound used in drugs for treating hypoglycemia, retinopathy, skeletal myopathy, etc. The main sources of pelargonidin are strawberries and food products with red pigmentation. There is a lack of evidence for supporting its use as an independent supplement. In the present study, pelargonidin and pelargonidin-3-O-glucoside are studied for their structural properties using quantum chemical calculations based on density functional theory. The results confirmed that the parent compound and its glycosylated derivative acted as good electron donors. Electrostatic potential, frontier molecular orbitals, and molecular descriptor analyses also substantiated their electron donating properties. Furthermore, based on the probability, a target prediction was performed for pelargonidin and pelargonidin-3-O-glucoside. Hydroxyacyl-coenzyme A dehydrogenase was chosen as an enzymatic target of interest, since the presence work focuses on glucuronidated compounds and their efficacy over diabetes. Possible interactions between these compounds and a target with nominable binding energies were also evaluated. Further, the structural stability of these two compounds were also analyzed using a molecular dynamics simulation. |
| first_indexed | 2024-03-09T18:06:40Z |
| format | Article |
| id | doaj.art-1e350bc1ee594a94865af91831aa7621 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T18:06:40Z |
| publishDate | 2022-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-1e350bc1ee594a94865af91831aa76212023-11-24T09:25:12ZengMDPI AGMolecules1420-30492022-11-012722801610.3390/molecules27228016Structural Activity and HAD Inhibition Efficiency of Pelargonidin and Its Glucoside—A Theoretical ApproachRangasamy Praveena0Athinarayanan Balasankar1Kanakaraj Aruchamy2Taehwan Oh3Veerababu Polisetti4Subramaniyan Ramasundaram5Kandasamy Anbazhakan6Department of Chemistry, Bannari Amman Institute of Technology, Sathyamangalam 638401, IndiaDepartment of Physics, Gobi Arts & Science College, Gobichettipalayam 638453, IndiaSchool of Chemical Engineering, Yeungnam University, Gyeongsan 38541, Republic of KoreaSchool of Chemical Engineering, Yeungnam University, Gyeongsan 38541, Republic of KoreaWallenberg Wood Science Center, Department of Fibre and Polymer Technology, School of Engineering Sciences in Chemistry, Biotechnology and Health, KTH Royal Institute of Technology, SE-100 44 Stockholm, SwedenSchool of Chemical Engineering, Yeungnam University, Gyeongsan 38541, Republic of KoreaDepartment of Physics, Gobi Arts & Science College, Gobichettipalayam 638453, IndiaAnthocyanins are an important pharmaceutical ingredient possessing diet regulatory, antioxidant, anticancer, antidiabetic, anti-obesity, antimicrobial, and anti-inflammatory properties. Pelargonidin is an important anthocyanin-based orange-red flavonoid compound used in drugs for treating hypoglycemia, retinopathy, skeletal myopathy, etc. The main sources of pelargonidin are strawberries and food products with red pigmentation. There is a lack of evidence for supporting its use as an independent supplement. In the present study, pelargonidin and pelargonidin-3-O-glucoside are studied for their structural properties using quantum chemical calculations based on density functional theory. The results confirmed that the parent compound and its glycosylated derivative acted as good electron donors. Electrostatic potential, frontier molecular orbitals, and molecular descriptor analyses also substantiated their electron donating properties. Furthermore, based on the probability, a target prediction was performed for pelargonidin and pelargonidin-3-O-glucoside. Hydroxyacyl-coenzyme A dehydrogenase was chosen as an enzymatic target of interest, since the presence work focuses on glucuronidated compounds and their efficacy over diabetes. Possible interactions between these compounds and a target with nominable binding energies were also evaluated. Further, the structural stability of these two compounds were also analyzed using a molecular dynamics simulation.https://www.mdpi.com/1420-3049/27/22/8016anthocyaninspelargonidindensity functional theorystructural activityin silicoBOILED-egg analysis |
| spellingShingle | Rangasamy Praveena Athinarayanan Balasankar Kanakaraj Aruchamy Taehwan Oh Veerababu Polisetti Subramaniyan Ramasundaram Kandasamy Anbazhakan Structural Activity and HAD Inhibition Efficiency of Pelargonidin and Its Glucoside—A Theoretical Approach Molecules anthocyanins pelargonidin density functional theory structural activity in silico BOILED-egg analysis |
| title | Structural Activity and HAD Inhibition Efficiency of Pelargonidin and Its Glucoside—A Theoretical Approach |
| title_full | Structural Activity and HAD Inhibition Efficiency of Pelargonidin and Its Glucoside—A Theoretical Approach |
| title_fullStr | Structural Activity and HAD Inhibition Efficiency of Pelargonidin and Its Glucoside—A Theoretical Approach |
| title_full_unstemmed | Structural Activity and HAD Inhibition Efficiency of Pelargonidin and Its Glucoside—A Theoretical Approach |
| title_short | Structural Activity and HAD Inhibition Efficiency of Pelargonidin and Its Glucoside—A Theoretical Approach |
| title_sort | structural activity and had inhibition efficiency of pelargonidin and its glucoside a theoretical approach |
| topic | anthocyanins pelargonidin density functional theory structural activity in silico BOILED-egg analysis |
| url | https://www.mdpi.com/1420-3049/27/22/8016 |
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