Molecular docking studies of anti-inflammatory, antioxidant activity and phytochemical composition of Rubus idaeus shoot extract
DOI:
https://doi.org/10.5281/zenodo.17105404Keywords:
Raspberry, Shoot extract, HPLC, GC-MS, Molecular docking, Anti-inflammatory activity, Antioxidant activityAbstract
Introduction. Currently, the primary treatments for inflammation include steroidal drugs (e.g., prednisolone) and non-steroidal anti-inflammatory drugs (NSAIDs) such as diclofenac and indomethacin, which are widely used to manage both acute and chronic conditions like rheumatoid arthritis and osteoarthritis. However, these medications are often associated with numerous adverse effects. As a result, the search for novel anti-inflammatory agents derived from natural herbal sources has become a pressing need. The aim of the work was carried out molecular docking studies of anti-inflammatory, antioxidant activity of identified compounds and investigation phytochemical composition of Rubus idaeus shoot extract by HPLC and GC. Material and methods. The quantification of phenolic compounds was accomplished through HPLC, the content of organic and phenolcarboxylic acids was determined by GC, molecular docking of the cyclooxygenase-2 (COX-2), phospholipase A2, nuclear factor kB (NF-kB), 5-lypoxygenase (5-LOX), nicotinamide adenine dinucleotide phosphate (NADPH) oxidase, myeloperoxidase, xanthine oxydase enzymes was carried out using the AutoDockTools 1.5.6 software. Results and Discussion. The 11 compounds were identified by the HPLC and 36 compounds were detected by GC. The epicatechin (882.00 mg/100 g), (+)-catechin (480.00 mg/100 g), ellagic acid and its derivatives (459.00 mg/100 g), citric acid (49.21 mg/100 g), vanillic acid (2.59 mg/100 g) and levulinic acid (64.67 mg/100 g) were dominated in the obtained extract of raspberry shoots. The free energy of (+)-catechin and epicatechin were the highest for the active sites of COX-2. phospholipase A2, NF-kB, 5-LOX, NADPH oxidase, myeloperoxidase, xanthine oxidase enzymes. Conclusion. Rubus idaeus shoot extract was dominated by (+)-catechin, epicatechin, levulinic acid, citric acid and vanillic acid. During the study, it was found that derivatives of organic (mono-, di-, tricarboxylic and fatty acids) and phenolcarboxylic acids do not possess a high level of anti-inflammatory effect. The optimal technology for obtaining an extract with the maximum level of anti-inflammatory effect is to remove organic and phenolcarboxylic acids and leave catechins derivatives.
References
Sunil MA, Sunitha VS, Santhakumaran P, Mohan MC, Jose MS, Radhakrishnan EK, Mathew J. Protective effect of (+)–catechin against lipopolysaccharide-induced inflammatory response in RAW 264.7 cells through downregulation of NF-κB and p38 MAPK. Inflammopharmacology. 2021. DOI: https://doi.org/10.1007/s10787-021-00827-6
Abdulkhaleq LA, Assi MA, Abdullah R, Zamri-Saad M, Taufiq-Yap YH, Hezmee MN. The crucial roles of inflammatory mediators in inflammation: A review. Vet World. 2018;11(5):627-35. DOI: https://doi.org/10.14202/vetworld.2018.627-635
Mena P, Domínguez-Perles R, Gironés-Vilaplana A, Baenas N, García-Viguera C, Villaño D. Flavan-3-ols, anthocyanins, and inflammation. IUBMB Life. 2014;66(11):745-58. DOI: https://doi.org/10.1002/iub.1332
Maslov O, Kolisnyk S, Komisarenko M, Golik M. Study of total antioxidant activity of green tea leaves (Camellia sinensis L.). Herba Pol. 2022;68(1):1-9. https://doi.org/10.2478/hepo-2022-0003
Li Z, Fu X, Fan Y, Zhao C, Wang Q, Feng L, Shen X, Han Z, Fan J. Effect of epicatechin on inflammatory cytokines and MAPK/NF-κB signaling pathway in lipopolysaccharide-induced acute lung injury of BALB/c mice. Gen Physiol Biophys. 2022;41(04):299-308. https://doi.org/10.4149/gpb_2022023
Maslov OY et al. Antioxidant activity of green tea leaves (Camellia sinensis L.) liquid extracts. Pharmacologyonline. 2021;(3):291-8. DOI: https://doi.org/10.5281/zenodo.7813114
Maslov OY, Komisarenko MA, Golik MY, Kolisnyk SV, Altukhov AA, Baiurka SV, Karpushina SA, Tkachenko O, Iuliia K. Study of total antioxidant capacity of red raspberry (Rubus idaeus L.) shoots. Vitae. 2023;30(1). DOI: https://doi.org/10.17533/udea.vitae.v30n1a351486
Maslov O, Komisarenko M, Ponomarenko S, Horopashna D, Osolodchenko T, Kolisnyk S, Derymedvid L, Shovkova Z, Akhmedov E. Investigation the influence of biologically active compounds on the antioxidant, antibacterial and anti-inflammatory activities of red raspberry (Rubus idaeous l.) leaf extract. Curr Issues Pharm Med Sci. 2022;35(4). DOI: https://doi.org/10.2478/cipms-2022-0040
Kula M, Głód D, Krauze-Baranowska M. Two-dimensional liquid chromatography (LC) of phenolic compounds from the shoots of Rubus idaeus ‘Glen Ample’ cultivar variety. J Pharm Biomed Anal. 2016;121:99-106. DOI: https://doi.org/10.1016/j.jpba.2015.12.047
Krauze-Baranowska M et al. Chemical composition and biological activity of Rubus idaeus shoots – a traditional herbal remedy of Eastern Europe. BMC Complement Altern Med. 2014;14(1). DOI: https://doi.org/10.1186/1472-6882-14-480
Vo Van L, Pham EC, Nguyen CV, Duong NT, Vi Le Thi T, Truong TN. In vitro and in vivo antidiabetic activity, isolation of flavonoids, and in silico molecular docking of stem extract of Merremia tridentata (L.). Biomed Amp Pharmacother. 2022;146:112611. DOI: https://doi.org/10.1016/j.biopha.2021.112611
Khoddami A, Wilkes M, Roberts T. Techniques for Analysis of Plant Phenolic Compounds. Molecules. 2013;18(2):2328-75. DOI: https://doi.org/10.3390/molecules18022328
Morris GM, Huey R, Olson AJ. Using AutoDock for Ligand‐Receptor Docking. Curr Protoc Bioinform. 2008;24(1). DOI: https://doi.org/10.1002/0471250953.bi0814s24
RCSB PDB: Homepage. RCSB PDB: Homepage. Access: https://www.rcsb.org/.
PubChem. Access: https://pubchem.ncbi.nlm.nih.gov/
CASTp 3.0: Computed Atlas of Surface Topography of proteins. Access: http://sts.bioe.uic.edu/castp/index.html?201l
Stefanova OV. Preclinical studies of medicinal products: method.guidance. Vidavnichy dim “Avitsena”, Kiev.2001 doi: 10.5281/zenodo.8139960
Maslov OY. Development and validation potentiometric method for determination of antioxidant activity of epigallocatechin-3-O-gallate. Pharmacologyonline. 2021;2:35-42. DOI: https://doi.org/10.5281/zenodo.7813097
Salminen JP, Roslin T, Karonen M, Sinkkonen J, Pihlaja K, Pulkkinen P. Seasonal Variation in the Content of Hydrolyzable Tannins, Flavonoid Glycosides, and Proanthocyanidins in Oak Leaves. J Chem Ecol. 2004;30(9):1693-711. DOI: https://doi.org/10.1023/B:JOEC.0000042396.40756.b7
Ahmed AU. An overview of inflammation: mechanism and consequences. Front Biol. 2011 July;6(4). DOI: https://doi.org/10.1007/s11515-011-1123-9
Li J, Lan T, Zhang C, Zeng C, Hou J, Yang Z, Zhang M, Liu J, Liu B. Reciprocal activation between IL-6/STAT3 and NOX4/Akt signalings promotes proliferation and survival of non-small cell lung cancer cells. Oncotarget. 2015;6(2):1031-48. DOI: https://doi.org/10.18632/oncotarget.2671
Fan Y, Mao R, Yang J. NF-κB and STAT3 signaling pathways collaboratively link inflammation to cancer. Protein Amp Cell. 2013;4(3):176-85. DOI: https://doi.org/10.1007/s13238-013-2084-3
Murakami M, Kudo I. Phospholipase A2. J Biochem. 2002;131(3):285-92. DOI: https://doi.org/10.1093/oxfordjournals.jbchem.a003101
Lopes AJ, Vasconcelos CC, Garcia JB, Pinheiro MS, Pereira FA, Camelo DD, Morais SV, Freitas JR, Rocha CQ, Ribeiro MN, Cartágenes MD. Anti-Inflammatory and Antioxidant Activity of Pollen Extract Collected by Scaptotrigona affinis postica: in silico, in vitro, and in vivo Studies. Antioxidants. 2020;9(2): DOI: https://doi.org/103. 10.3390/antiox9020103
Lawrence T. The Nuclear Factor NF- B Pathway in Inflammation. Cold Spring Harb Perspect Biol. 2009 Oct;1(6):a001651. DOI: https://doi.org/10.1101/cshperspect.a001651
Skonieczna M et al. NADPH Oxidases: Insights into Selected Functions and Mechanisms of Action in Cancer and Stem Cells. Oxidative Med Cell Longev. 2017;2017:1-15. DOI: https://doi.org/10.1155/2017/9420539
Valadez-Cosmes P et al. Myeloperoxidase: Growing importance in cancer pathogenesis and potential drug target. Pharmacol Amp Ther. 2022 Aug;236:108052. DOI: https://doi.org/10.1016/j.pharmthera.2021.108052
Downloads
Published
How to Cite
Issue
Section
License
Copyright (c) 2025 Annals of Mechnikov's Institute
This work is licensed under a Creative Commons Attribution 4.0 International License.
