Characterization of schweinfurthinol 9-O-β-D-pyranoglucoside as a potential anti-diabetic compound via in-silico studies
Vol. 133 No. 1D (2024), Original Article
Vol. 133 No. 1D (2024)

Characterization of schweinfurthinol 9-O-β-D-pyranoglucoside as a potential anti-diabetic compound via in-silico studies

Original Article
https://doi.org/10.26459/hueunijns.v133i1D.7315
Published 2024-12-31
Si Thanh Tran
Dak Nong Department of Education and Training, Vietnam
Thi Kim Thu Phan
Department of Science and Technology, Tay Nguyen University, Buon Ma Thuot City, Vietnam
Thi Huyen Thoa Pham
Department of Science and Technology, Tay Nguyen University, Buon Ma Thuot City, Vietnam
Thi Thu Huong Tran
Nguyen Chi Thanh Special High School, Dak Nong, Vietnam
Xuan Du Dang
Faculty of Natural Sciences Pedagogy, Sai Gon University, Ho Chi Minh City, Vietnam
Van Chung Do
Western Highlands Agriculture and Forestry Scientific Institute, Buon Ma Thuot City, Vietnam
Truong Ba Phong*
Department of Science and Technology, Tay Nguyen University, Buon Ma Thuot City, Vietnam
PDF

Keywords

α-glucosidase inhibitors
α-amylase inhibitors
diabetes
schweinfurthinol 9-O-β-D-pyranoglucoside

How to Cite

1.
Tran ST, Phan TKT, Pham THT, Tran TTH, Dang XD, Do VC, Truong BP. Characterization of schweinfurthinol 9-O-β-D-pyranoglucoside as a potential anti-diabetic compound via in-silico studies. hueuni-jns [Internet]. 2024Dec.31 [cited 2025Mar.18];133(1D):27-35. Available from: https://jos.hueuni.edu.vn/index.php/hujos-ns/article/view/7315
ACM ACS APA ABNT Chicago Harvard IEEE MLA Turabian Vancouver

Download Citation

Endnote/Zotero/Mendeley (RIS) BibTeX
Crossref
Scopus
Google Scholar
Europe PMC

Abstract

Schweinfurthinol 9-O-β-D-pyranoglucoside (SP) was isolated from Euonymus laxiflorus Champ. (ELC) and found as novel α-glucosidase and α-amylase inhibitors in our previous works via experimental studies. This work aims to further characterize SP as a potential inhibitor of α-glucosidase and α-amylase and develop an anti-diabetic drug via in-silico studies. Molecular docking indicated that SP interacted with targeting enzymes α-glucosidase (Q6P7A9) and α-amylase (1SMD) with acceptable RMSD values (≤2.0 Å) and showed an efficient binding energy with DS values of –10.4 and –12.0 kcal/mol, respectively. The binding energy of SP is comparable with that of acarbose, an anti-diabetic compound, with DS values of –11.2 to –12.7 kcal/mol for enzymes Q6P7A9 and 1SMD, respectively. The analysis indicated that SP satisfied all the requirements of Lipinski’s Rules of Five while acarbose might conform to approximately 20% of Lipinski’s rules criteria. Furthermore, SP showed satisfied ADMET properties in the required permitted limit. The result of this work suggested that SP might be a potential candidate with good drug-likeness properties and a high possibility of being an anti-diabetic drug.

https://doi.org/10.26459/hueunijns.v133i1D.7315
PDF

References

  1. Sato K, Nagai N, Yamamoto T, Mitamura K, Taga A. Identification of a Novel Oligosaccharide in Maple Syrup as a Potential Alternative Saccharide for Diabetes Mellitus Patients. International Journal of Molecular Sciences. 2019;20:5041.
  2. DeMelo EB, Gomes A, Carvalha I. α-and β-Glucosidase inhibitors: Chemical structure and biological activity. J Tetrahedr. 2006;62:10277-10302.
  3. Nguyen TH, Wang SL, Nguyen AD, Doan MD, Tran TN, Doan CT, Nguyen VB. Novel α-Amylase Inhibitor Hemi-Pyocyanin Produced by Microbial Conversion of Chitinous Discards. Marine Drugs. 2022;20:283.
  4. Nguyen VB, AD, Kuo YH, Wang SL. Biosynthesis of α-glucosidase inhibitors by a newly isolated bacterium, Paenibacillus sp. TKU042 and its effect on reducing plasma glucose in a mouse model. International Journal of Molecular Sciences. 2017;18:700.
  5. Ghani U. Re-exploring promising a-glucosidase inhibitors for potential development into oral anti-diabetic drugs: Finding needle in the haystack. European Journal of Medicinal Chemistry. 2015; 103:133-162.
  6. Nguyen VB, Wang SL. New novel α-glucosidase inhibitors produced by microbial conversion. Process Biochemistry. 2018;65:228-232.
  7. Dirir AM, Daou M, Yousef AF, Yousef LF. A review of alpha-glucosidase inhibitors from plants as potential candidates for the treatment of type-2 diabetes. Phytochemistry Reviews. 2021;1-31.
  8. Nguyen VB, Nguyen QV, Nguyen AD, Wang L. Screening and evaluation of α-glucosidase inhibitors from indigenous medicinal plants in Dak Lak Province, Vietnam. Research on Chemical Intermediates. 2017;43:3599-3612.
  9. Nguyen VB, Nguyen AD, Nguyen QV, Wang SL. Porcine pancreatic α-amylase inhibitors from Euonymus laxiflorus Champ. Research on Chemical Intermediates. 2016;43:259-269.
  10. Nguyen VB, Wang SL, Nguyen AD, Vo TPK, Zhang LJ, Nguyen QV, Kuo YH. Isolation and identification of novel α-amylase inhibitors from Euonymus laxiflorus Champ. Research on Chemical Intermediates. 2018;44:1411-1424.
  11. Nguyen VB, Wang SL, Nguyen TH, Nguyen MT, Doan CT, Tran TN, et al. Novel Potent Hypoglycemic Compounds from Euonymus laxiflorus Champ. and Their Effect on Reducing Plasma Glucose in an ICR Mouse Model. Molecules. 2018;23:1928.
  12. Nguyen VB, Wang SL, Phan TQ, Pham THT, Huang HT, Liaw CC, et al. Screening and Elucidation of Chemical Structures of Novel Mammalian α-Glucosidase Inhibitors Targeting Anti-Diabetes Drug from Herbals Used by E De Ethnic Tribe in Vietnam. Pharmaceuticals. 2023;16:756.
  13. Available for access at http://www.scfbioiitd.res.in/software/drugdesign/lipinski.jsp.
  14. Available for access at a web tool http://biosig.unimelb.edu.au/pkcsm/theory (accessed on 15 May 2023).
  15. Gligorić E, Igić R, Suvajdžić L, Grujić-Letić N. Species of the Genus Salix, L.: Biochemical screening and molecular docking approach to potential acetylcholinesterase inhibitors. Applied Sciences. 2019;9:1842.
  16. Ding Y, Fang Y, Moreno J, Ramanujam J, Jarrell M, Brylinski M. Assessing the similarity of ligand binding conformations with the contact mode score. Computational Biology and Chemistry. 2016; 64:403-413.
  17. Chandra BTM, Rajesh SS, Bhaskar BV, Devi S, Rammohan A, Sivaraman T, Rajendra W. Molecular docking, molecular dynamics simulation, biological evaluation and 2D QSAR analysis of flavonoids from Syzygium alternifolium as potent anti-Helicobacter pylori agents. RSC Advances. 2017;7:18277-18292.
  18. Kim Y, Wang M, Rhee MJ. A novel alpha-glucosidase inhibitor from pine bark. Carbohydrate Research. 2004;339:715-717.
  19. Nguyen VB, Wang SL, Phan TQ, Doan MD, Phan TKP, Phan TKT, Pham THT, Nguyen AD. Novel Anti-Acetylcholinesterase Effect of Euonymus laxiflorus Champ. Extracts via Experimental and In Silico Studies. Life. 2023;13:1281.
  20. Lipinski CA, Lombardo F, Dominy BW, Feeney PJ. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Advanced Drug Delivery Reviews. 2001;46:3-26.
  21. Loan HTP, Bui TQ, My TTA, Hai NTT, Quang DT, Tat PV, et al. In-Depth Investigation of a Donor-Acceptor Interaction on the Heavy-Group-14@Group-13-Diyls in transition-metal tetrylone complexes: Structure, bonding, and property. ACS Omega 2020;5:21271-21287.
  22. Rosenberg B. Electrical conductivity of proteins. Nature. 1962;193:364-365.
Creative Commons License

This work is licensed under a Creative Commons Attribution-ShareAlike 4.0 International License.

Copyright (c) 2024 Array