Anti-Inflammatory Potentials of Elaeocarpus sphaericus Schum Fruit Compounds by Molecular Docking Approach

http://www.doi.org/10.26538/tjnpr/v6i10.18

Authors

  • Cicilia N. Primiani Department of Pharmacy, Faculty of Health and Science, Universitas PGRI Madiun, Madiun 63118, Indonesia
  • Dewi R. T. Sari Department of Pharmacy, Faculty of Medical Science, Universitas Ibrahimy, Situbondo, Indonesia
  • Gabriella C. Krisnamurti Biotechnology Program, School of Bioresources and Technology, King Mongkut’s University of Technology Thonburi,10150 Bang Khun Thian, Bangkok, Thailand
  • Pujiati Pujiati Biology Education, Faculty of Mathematics and Science, PGRI Madiun University, Madiun 63118, Indonesia
  • Mohammad A. Setiawan Chemical Engineering, Faculty of Engineering, Universitas PGRI Madiun, Madiun 63118, Indonesia

Keywords:

Anti-inflammatory,, Cyclooxygenase – 2,, Docking,, Elaeocarpus sphaericus,, SAR

Abstract

Elaeocarpus sphaericus Schum fruit is a wild fruit and usually use as traditional herb medicine. In previous studies, Elaeocarpus sphaericus Schum promoted antifungal, antioxidant and anti- inflammatory activities through in vitro and in vivo observations. This study screened the Elaeocarpus sphaericus Schum fruit compounds as cyclooxygenase – 2 inhibitors through structure-activity relationship (SAR) and molecular docking approaches. The bioactivities of the compounds of the fruit were predicted through their structure by PASS two-way drug web server. Selected Elaeocarpus sphaericus Schum compounds with high anti-inflammatory activities were redocked with cyclooxygenase – 2 protein using Molegro virtual docker version 5.0, then visualized by Discovery Studio version 21.1.1. The 14 of 72 identified compounds showed high anti-inflammatory activity. Study results revealed that 14 compounds bound to COX – 2 protein, seven compounds of them blocked COX – 2 at inhibitor sites. The identified compounds were Malic acid, Xylose, Benzoic acid, Succinic acid, Fumaric acid, Rhamnose, and Ethyl Butyrate. In conclusion, the seven identified compounds actively inhibited COX – 2 protein and could be potential anti-inflammatory drug leads. Further in vivo investigation are required for future study.

References

Lv Z, Guo M, Zhao X, Shao Y, Zhang W, Li C. IL-17/IL-17 Receptor Pathway-Mediated Inflammatory Response in Apostichopus japonicus Supports the Conserved Functions of Cytokines in Invertebrates. J immunol. 2022; 208(2):464–79.2.

Suh MG, Choi H-S, Cho K, Park SS, Kim WJ, Suh HJ, Kim H. Anti-inflammatory action of herbal medicine comprised of Scutellaria baicalensis and Chrysanthemum morifolium. Biosci. Biotechnol. Biochem. England; 2020; 84(9):1799-809.

Fattori V, Amaral FA, Verri WA. Neutrophils and arthritis: Role in disease and pharmacological perspectives. Pharmacol Res. 2016; 112:84-98.

Limongelli V, Bonomi M, Marinelli L, Gervasio FL, Cavalli A, Novellino E, Parrinello M. Molecular basis of cyclooxygenase enzymes (COXs) selective inhibition. Proc Natl Acad Sci USA. 2010; 107(12):5411–6.

Ju Z, Li M, Xu J, Howell DC, Li Z, Chen F-E. Recent development on COX-2 inhibitors as promising anti- inflammatory agents: The past 10 years. Acta Pharm. Sin. 2022; 12(6):2790–807.

Nyakudya TT, Tshabalala T, Dangarembizi R, Erlwanger KH, Ndhlala AR. The Potential Therapeutic Value of Medicinal Plants in the Management of Metabolic Disorders. Molecules. 2020; 25(11).

Primiani CN, Pujiati, Setiawan MA. Bioactive Compounds Profile of Alkaloid on Elaeocarpus sphaericus Schum Seeds by Liquid Chromatography-Mass Spectrometry. Proceedings of the 2nd International Conference on Education and Technology (ICETECH 2021). 2022; 630:120–5.

Novi Primiani C, Pujiati P, Setiawan M. Phytochemical Constituents and Antimicrobial Activity of Elaeocarpus sphaericus Schum Seed Extract. TJNPR. 2021; 5:1775–81.

Zammel N, Saeed M, Bouali N, Elkahoui S, Alam JM, Rebai T, Kausar MA, Adnan M, Siddiqui AJ, Badraoui R. Antioxidant and Anti-Inflammatory Effects of Zingiber officinale roscoe and Allium subhirsutum: In Silico, Biochemical and Histological Study. Foods. 2021; 10(6):1383.

Singh B, Chopra A, Ishar MPS, Sharma A, Raj T. Pharmacognostic and antifungal investigations of Elaeocarpus ganitrus (Rudrakasha). Ind J pharmaceut sci. 2010; 72(2):261–5.

Manu P, Lal A, Anju R. Elaeocarpus sphaericus: A Tree with Curative Powers: an Overview. Res J Med Plant. 2013; 7:23-31.

Maleki SJ, Crespo JF, Cabanillas B. Anti-inflammatory effects of flavonoids. Food Chem. 2019; 299:125124.

Kumar G, Karthik L, Bhaskara RKV. A review on medicinal properties of Elaeocarpus ganitrus Roxb.ex G. Don. (Elaeocarpaceae). Res J Pharm and Techn. 2014; 7(10):1184–6.

Vecchio AJ, Malkowski MG. The structural basis of endocannabinoid oxygenation by cyclooxygenase-2. J Biol Chem. 2011; 286(23):20736–45.

Bitencourt-Ferreira G and Azevedo WFJ de. Molegro Virtual Docker for Docking. Methods Mol. Biol. 2019; 2053:149–67.

Sari DRT and Krisnamurti GC. In Silico Repositioning Strategies of Theobromine and Caffeine for Psychiatric and Neurological Disorders. Proceeding International Conference on Religion, Science and Education. 2022; 1:685–92.

Bitencourt-Ferreira G and Azevedo WF de. Docking Screens for Drug Discovery. Methods in Molecular Biology. Ria Grande do Sul: Humana Press; 2019.

Sari DRT, Safitri A, Cairns JRK, Fatchiyah F. Virtual screening of black rice anthocyanins as antiobesity through inhibiting TLR4 and JNK pathway. J. Phys: Conf Ser. 2020; 1665(1).

Bare Y, Indahsari L, Sari D, Watuguly T. In silico study: Potential prediction of Curcuma longa and Cymbopogon citratus essential oil as Lipoxygenase inhibitor. JSMARTech. 2021; 2(2):075-80.

Sari DRT, Lailiyah F, Bare Y. Comparative Study of Sappanon A and Sappanon B Compounds in Inhibiting Tyrosin Phospatase 1B Protein. Spizaetus. 2022; 3(2):48–55.

Sari DRT, Safitri A, Cairns JRK, Fatchiyah F. Virtual screening of black rice anthocyanins as antiobesity through inhibiting TLR4 and JNK pathway. J Phys Conf Ser. 2020; 1665(1):1–7.

Świątek P, Gębczak K, Gębarowski T, Urniaz R. Biological Evaluation and Molecular Docking Studies of Dimethylpyridine Derivatives. Molecules. 2019; 24(6):1093.

Li C, Chen R, Jiang C, Chen LI, Cheng Z. Correlation of LOX ‑ 5 and COX ‑ 2 expression with inflammatory pathology and clinical features of adenomyosis. Mol Med Rep. 2019;19(1):727- 733.

Chen H, Cai W, Chu ESH, Tang J, Wong CC, Wong SH, Sun W, Liang Q, Fang J, Sun Z, Yu J. Hepatic cyclooxygenase-2 overexpression induced spontaneous hepatocellular carcinoma formation in mice. Oncogene. 2017; 36(31):4415–26.

Teng H, Fang T, Lin Q, Song H, Liu B, Chen L. Red raspberry and its anthocyanins: Bioactivity beyond antioxidant capacity. Trends Food Sci. Technol. 2017; 66:153–65.

Agarwal V, Agarwal S, Kaur R, Pancham P, Kaur H, Bhardwaj S, Singh M. In silico Validation and Development of Chlorogenic Acid (CGA) Loaded Polymeric Nanoparticle for Targeting Neurodegenerative Disorders. J Biomat and Nanobiotech. 2020; 11(04):279–303.

Bare Y, Sari DRT, Rachmad YT, Krisnamurti GC, Elizabeth A. In Silico Insight the Prediction of Chlorogenic Acid in Coffee through Cyclooxygenase-2 (COX2) Interaction. Biogenesis. 2019; 7(2):100–5.

Khan SA, Imam SM, Ahmad A, Basha SH, Husain A. Synthesis, molecular docking with COX 1& II enzyme, ADMET screening and in vivo anti-inflammatory activity of oxadiazole, thiadiazole and triazole analogs of felbinac. J Saudi Chem Soc. King Saud University; 2018; 22(4):469–84.

Sari DRT, Bare Y. Kajian In Silico Aktivitas Antioksidan Senyawa Bioaktif Dalam Minyak Serai (Cymbopogon citratus). Al-Kimia. 2021; 9(1):61–9.

Prasad S and Tyagi AK. Ginger and its constituents: Role in prevention and treatment of gastrointestinal cancer. Gastroenterol Res and Pract. 2015; 142979.

S M, Bare Y, Helvina M, Pili AP, Krisnamurti GC. In silico Study: Potential activity of 10-shogaol in Zingiber officinale through ACE gene. Spizaetus: J Biologi dan Pend. Biologi. 2020; (10):12–8.

Mao QQ, Xu XY, Cao SY, Gan RY, Corke H, Beta T, Li HB. Bioactive compounds and bioactivities of ginger (Zingiber officinale roscoe). Foods. 2019; 8(6):1–21.

Kiyama R. Nutritional implications of ginger: chemistry, biological activities and signaling pathways. J Nutr Biochem. 2020; 86:108486.

Nishidono Y, Saifudin A, Nishizawa M, Fujita T, Nakamoto M, Tanaka K. Identification of the chemical constituents in Ginger (Zingiber officinale) responsible for thermogenesis. Nat. Prod. Commun. 2018; 13(7):869–73.

Jolad SD, Lantz RC, Guan JC, Bates RB, Timmermann BN. Commercially processed dry ginger (Zingiber officinale): Composition and effects on LPS-stimulated PGE2 production. Phytochemistry. 2005; 66(13):1614–35.

Zhang M, Zhao R, Wang D, Wang L, Zhang Q, Wei S, Lu F, Peng W, Wu C. Ginger (Zingiber officinale Rosc.) and its bioactive components are potential resources for health beneficial agents. Phytother Res. 2021; 35(2):711–42.

Bare Y, S M, Pili AP, Helvina M. Analysis of molecular interactions of 8-gingerol compounds in Ginger (Zingiber officinale) as ACE Inhibitor. Bioeduscience. 2020; 4(2):183–7.

Figueirinha A, Cruz MT, Francisco V, Lopes MC, Batista MT. Anti-inflammatory activity of Cymbopogon citratus leaf infusion in lipopolysaccharide-stimulated dendritic cells: Contribution of the polyphenols. J Med Food. 2010; 13(3):681–90.

Boukhatem MN, Ferhat MA, Kameli A, Saidi F, Kebir HT. Lemon grass (Cymbopogon citratus) essential oil as a potent anti-inflammatory and antifungal drugs. Libyan J of Med. 2014; 9.

Gaire BP, Kwon OW, Park SH, Chun KH, Kim SY, Shin DY, Choi JW. Neuroprotective effect of 6-paradol in focal cerebral ischemia involves the attenuation of neuroinflammatory responses in activated microglia. PLoS ONE. 2015; 10(3):1–17.

Sari DRT, Cairns JRK, Safitri A, Fatchiyah F. Virtual prediction of the delphinidin-3-O-glucoside and peonidin-3-O-glucoside as anti-inflammatory of TNF-α signaling. AIM. 2019; 27(3):152–7.

Downloads

Published

2022-10-01

How to Cite

N. Primiani, C., R. T. Sari, D., C. Krisnamurti, G., Pujiati, P., & A. Setiawan, M. (2022). Anti-Inflammatory Potentials of Elaeocarpus sphaericus Schum Fruit Compounds by Molecular Docking Approach: http://www.doi.org/10.26538/tjnpr/v6i10.18. Tropical Journal of Natural Product Research (TJNPR), 6(10), 1663–1669. Retrieved from https://tjnpr.org/index.php/home/article/view/1229