Analisis in Silico Senyawa Fitokimia dari Fraksi n-Heksana Daun Semanggi (Marsilea crenata Presl.) sebagai Agen Neuroprotektif

Burhan Ma'arif, Ricky Arie Jatmiko, Dewi Sinta Megawati, Rahmi Annisa, Hajar Sugihantoro, Muhammad Artabah Muchlisin, Hening Laswati, Mangestuti Agil

Abstract


Estrogen deficiency causes various health problems in postmenopausal women, including neurodegenerative disease. Phytoestrogens emerged as a group of compounds that can replace the estrogen function in the body, and prevent the neurodegenerative disease to occur. Semanggi (Marsilea crenata Presl.) is a typical plant in Surabaya, Indonesia, that contain phytoestrogens. The aim of this research was to determine the metabolite profile of n-hexane fraction of Semanggi leaves using UPLC-QToF-MS/MS, and then to predict the neuroprotective activity of compounds with in silico study using PyRX 0.8 software. The 100 ppm of n-hexane fraction of Semanggi leaves in DCM and methanol were injected 5 µl each into the UPLC-QToF-MS/MS, and then analyzed by Masslynx 4.1 software to determine the compounds. The compounds from metabolite profiling then prepared with SwissADME webtool and Avogadro 1.90.0 software, molecular docking was done using Autodock Vina and Biovia Discovery Studio Visualizer 2016 to 3OLS protein. Metabolite profiling process shows a total of 34 predictable compounds and 28 unknown compounds. From in silico study, it shows a total of 7 compounds that are predicted to have activities similar to estrogen. This result indicate that n-hexane fraction of Semanggi leaves has potential as a neuroprotective agent for treatment for postmenopausal women who experience estrogen deficiency.

Keywords: Marsilea crenata Presl., phytoestrogens, metabolite profiling, in silico, neuroprotective


References


Lee WL, Tsui KH, Seow KM, Cheng MH, Su WH, Chen CP, Wang PH. 2013. Hormone Therapy for Postmenopausal Women-An Unanswered Issue. Gynecology and Minimally Invasive Therapy. 2(1): 13-17.

Klempin F, dan Kempermann G. 2007. Adult Hippocampal Neurogenesis and Aging. European Archives of Psychiatry and Clinical Neuroscience. 257(5): 271-280.

Dipiro JT, Robert LT, Gary CY. 2008. Pharmacotherapy (A Pathophysiologic Approach), 7th Edition. United States: McGraw-Hill Companies Inc.

Villiers T. 2009. Bone Health and Osteoporosis in Postmenopausal Women. Best Practice and Research: Clinical Obstetrics and Gynaecology. 23(1): 73-85.

Yang TS, Wang SY, Yang YC, Su CH, Lee FK, Chen SC, Tseng CY, Jou HJ, Huang JP, Huang KE. 2012. Effects of Standardized Phytoestrogen on Taiwanese Menopausal Women. Taiwanese Journal of Obstetrics and Gynecology. 51(2): 229-235.

Cui J, Shen Y, Li R. 2013. Estrogen Synthesis and Signaling Pathways During Aging: from Periphery to Brain. Trends in Molecular Medicine. 19(3): 197-209.

Laswati H. 2011. Green Clover Potentiates Delaying the Increment of Imbalance Bone Remodeling Process in Postmenopausal Women. Folia Medica Indonesiana. 47(2): 112-117.

Nurjanah, Azka A, Abdullah A. 2012. Aktivitas Antioksidan dan Komponen Bioaktif Semanggi Air (Marsilea crenata). Jurnal Inovasi dan Kewirausahaan. 1(3): 152-158.

Ma’arif B, Agil M, Laswati H. 2016. Phytochemical Assessment on n-Hexane Extract and Fractions of Marsilea crenata Presl. Leaves Through GC-MS. Traditional Medicine Journal. 21(2): 77-85.

Ma’arif B, Agil M, Laswati H. 2020. The Enhancement of Arg1 and Activated ERβ Expression in Microglia HMC3 by Induction of 96% Ethanol Extract of Marsilea crenata Presl. Leaves. Journal of Basic and Clinical Physiology and Pharmacology. 30(6): 1-7.

Ma’arif B, Agil M, Laswati H. 2018. Alkaline Phosphatase Activity of Marsilea crenata Presl. Extract and Fractions as Marker of MC3T3-E1 Osteoblast Cell Differentiation. Journal of Applied Pharmaceutical Science. 8(3): 55-59.

Agil M, Ma’arif B, Aemi NY. 2018. Aktivitas Antiosteoporosis Fraksi n-Heksana Daun Marsilea crenata Presl. dalam Meningkatkan Kepadatan Tulang Trabekular Vertebra Mencit Betina. Jurnal Tumbuhan Obat Indonesia. 11(2): 1-7.

Au A, Feher A, McPhee L, Jessa A, Oh S, Einstein G. 2016. Estrogens, Inflammation and Cognition. Frontiers in Neuroendocrinology. 40: 87-100.

Engler-Chiurazzi EB, Brown CM, Povroznik JM, Simpkins JW. 2017. Estrogens as Neuroprotectants: Estrogenic Actions in the Context of Cognitive Aging and Brain Injury. Progress in Neurobiology. 157: 188-211.

Patil VP, Tathe RD, Devdhe SJ, Angadi SS, Kale SH. 2011. Ultra Performance Liquid Chromatography : A Review. International Research Journal of Pharmacy. 2(6): 39-44.

Hardjono S. 2013. Sintesis dan Uji Aktivitas Antikanker Senyawa 1-(2-Klorobenzoiloksi)urea dan 1-(4-Klorobenzoiloksi)urea. Berkala Ilmiah Kimia Farmasi. 2(1): 16-21.

Novikov FN, dan Chilov GG. 2009. Molecular Docking: Theoretical Background, Practical Applications and Perspectives. Mendeleev Communications. 19(5): 237-242.

Muchtaridi M, Dermawan D, Yusuf M. 2018. Molecular Docking, 3D Structure-Based Pharmacophore Modeling, and ADME Prediction of Alpha Mangostin and Its Derivatives against Estrogen Receptor Alpha. Journal of Young Pharmacists. 10(3): 252-259.

Sliwoski GR, Meiler J, Lowe EW. 2014. Computational Methods in Drug Discovery Prediction of Protein Structure and Ensembles from Limited Experimental Data View Project Antibody Modeling, Antibody Design and Antigen-Antibody Interactions View Project. Computational Methods in Drug Discovery. 66(1): 334-395.

Martin YC. 2005. A Bioavailability Score. Journal of Medicinal Chemistry. 48(9): 3164-3170.

Ma'arif B, Mirza DM, Suryadinata A, Muchlisin MA, Agil M. 2019. Metabolite Profiling of 96% Ethanol Extract from Marsilea crenata Presl. Leaves Using UPLC-QToF-MS/MS and Anti-Neuroinflammatory Predicition Activity with Molecular Docking. Journal of Tropical Pharmacy and Chemistry. 4(6): 261-270.

Kelder J, Grootenhuis DJP, Bayada DM, Delbressine PCL, Ploemen JP. 1999. Molecular Surface as a Dominating Determinant for Oral Absorption and Brain Penetration of Drugs. Pharmaceutical Research. 16(10): 1514-1519.

Daina A, Michielin O, Zoete V. 2017. SwissADME: A Free Web Tool to Evaluate Pharmacokinetics, Drug-Likeness and Medicinal Chemistry Friendliness of Small Molecules. Scientific Reports. 7: 1-13.

Hanwell MD, Curtis DE, Lonie DC, Vandermeerschd T, Zurek E, Hutchison GR. 2012. Avogadro: An Advanced Semantic Chemical Editor, Visualization, and Analysis Platform. Journal of Cheminformatics. 4(1): 1-17.

Trott O, dan Olson AJ. 2010. Autodock Vina: Improving the Speed and Accuracy of Docking with a New Scoring Function, Efficient Optimization and Multithreading. J Comput Chem. 31(2): 455-461.

Siswandono, dan Soekardjo B. 1995. Kimia Medisinal. Surabaya: Airlangga University Press.

Cui L, Zahedi P, Saraceno J, Bristow R, Jaffray D, Allen C. 2013. Neoplastic Cell Response to Tiopronin-Coated Gold Nanoparticles. Nanomedicine: Nanotechnology, Biology, and Medicine. 9(2): 264-273.




DOI: https://doi.org/10.18860/jip.v5i1.9180

Refbacks

  • There are currently no refbacks.


© 2019 Journal of Islamic Pharmacy - All rights reserved