Active Compounds in Broadleaf Mahogany (Swietenia macrophylla) Seeds as Antiaging Agent Based on Molecular Docking Study
The appearance of brown spots and wrinkles can be a sign of aging which can increase the risk of cancer. Compounds in broadleaf mahogany seeds (Swietenia macrophylla) contains many compounds and is known to have anticancer activity. The purpose of this study was to determine the compounds in the seeds of these plants have the potential to antiaging by analyzing their molecular docking interaction on the MMP-1 enzyme (matrix metalloproteinase), NEP (neprilysin), PPO3 (polyphenol oxidase), and as a support for the search for anticancer compounds. Two compounds that have the potential as strong inhibitors towards MMP-1 and PPO3 enzymes, namely β-cytostenone and 3β-hydroxystigmast-5-en-7-on which is a steroid group, as well as germacrena A and germacrena D which are terpenoids. Only compound 3β-hydroxystigmast-5-en-7-on which has the potential as a strong inhibitor of the NEP enzyme. All compounds have the potential to be strong inhibitors according to the Lipinski rule. Only compounds which binds to the PPO3 enzyme which has better activity than natural ligand based on ΔG and Binding Site Similarity (BSS) values.
Asoka SF, Wahyuni WT, Batubara I, Wahyudi ST. 2022a. Red ginger (Zingiber officinale var. rubrum): Its essential oil content and potential as an anti-Propionibacterium acnes by molecular docking. AIP Conference Proceedings. 2563(1):1–9. https://doi.org/10.1063/5.0103211.
Asoka SF, Batubara I, Lestari AR, Wahyuni WT, Wahyudi ST. 2022b. Compounds in Indonesian ginger rhizome extracts and their potential for anti-skin aging based on molecular docking. Cosmetics. 9(128):1–15.
Attique SA, Hassan M, Usman M, Atif RM, Mahboob S, Al-Ghanim KA, Bilal M, Nawaz MZ. 2019. A molecular docking approach to evaluate the pharmacological properties of natural and synthetic treatment candidates for use against hypertension. International Journal of Environmental Research and Public Health. 16(923):1–17. doi:10.3390/ijerph16060923.
Burke KE. 2020. Environmental aging of the skin: new insights. Plastic and Aesthetic Research. 7(59):1–16. doi:10.20517/2347-9264.2020.154.
Chairunnisa A, Runadi D. 2017. Aktivitas kalkon terhadap reseptor esterogen β (ER- β) sebagai antikanker payudara secara in vitro dan in silico: review. Farmaka. 14(2):1–8.
Chen YM, Li C, Zhang WJ, Shi Y, Wen ZJ, Chen QX, Wang Q. 2019. Kinetic and computational molecular docking simulation study of novel kojic acid derivatives as anti-tyrosinase and antioxidant agents. Journal of Enzyme Inhibition and Medicinal Chemistry. 34(1):990–998. doi:10.1080/14756366.2019.1609467.
Dompeipen EJ, Simanjuntak P. 2015. Aktivitas antidiabetes dan antioksidan kapang endofit dari tanaman mahoni (Swietenia macrophylla King). Biopropal Industri. 6(1):7–17.
Du X, Li Y, Xia Y, Ai S, Liang J, Sang P, Ji X, Liu S. 2016. Insights into protein ligand interactions: mechanisms, models, and methods. International Journal of Molecular Sciences. 17(144):1–34. doi:10.3390/ijms17020144.
Durai MV, Balamuniappan G, Geetha S. 2016. Phytochemical screening and antimicrobial activity of leaf, seed and central-fruit-axis crude extract of Swietenia macrophylla King. Journal of Pharmacognosy and Phytochemistry. 5(3):181–186. ISSN:2278-4136.
Hanum FJ, Supriana N. 2019. Peran radioterapi pada melanoma kulit. Radioterapi & Onkologi Indonesia.10(1):22–26.
Huertas ACM, Schmelzer CEH, Luise C, Sippl F, Pietzsch M, Hoehenwarter W, Heinz A. 2018. Degradation of tropoelastin and skin elastin by neprilysin. Biochimie. 146:73–78. doi:10.1016/j.biochi.2017.11.018.
Kalpana K, Pugalendi KV. 2011. Antioxidative and hypolipidemic efficacy of alcoholic seed extract of Swietenia macrophylla in streptozotocin diabetic rats. Journal of Basic and Clinical Physiology and Pharmacology. 22(1–2):11–21. doi:10.1515/JBCPP.2011.001.
Kelutur FJ, Mustarichie R, Umar AK. 2020. Virtual screening kandungan senyawa kipas laut (Gorgonia mariae) sebagai antiasma. ALCHEMY Jurnal Penelitian Kimia. 16(2):199–210. doi:10.20961/alchemy.16.2.3996.199–210.
Kintamani E, Batubara I, Kusmana C, Tiryana T, Mirmanto E, Asoka SF. 2023. Essential oil compounds of andaliman (Zanthoxylum acanthopodium DC.) fruit varieties and their utilization as skin anti-aging using molecular docking. Life. 13(754): 1–13.
Lestari AR, Batubara I, Wahyudi ST, Ilmiawati A, Achmadi SS. 2022. Bioactive compounds in garlic (Allium sativum) and black garlic as antigout agents, using computer simulation. Life. 12(1131): 1–15.
Lipinski CA. 2016. Rule of five in 2015 and beyond: target and ligand structural limitations, ligan chemistry structure and drug discovery project decisions. Advanced Drug Delivery Reviews. 34–41. doi:10.1016/j.addr.2016.04.029.
Makatita FA, Wardhani R, Nuraini. 2020. Riset in silico dalam pengembangan sains di bidang pendidikan, studi kasus: analisis potensi cendana sebagai agen anti-aging. Jurnal ABDI. 2(1): 59–67. ISSN:2716-0122.
Moghadamtousi SZ, Goh BH, Chan CK, Shabab T, Kadir HA. 2013. Biological activities and phytochemicals of Swietenia macrophylla King. Molecules. 18:10465–10483. doi:10.3390/molecules180910465.
Mumpuni E, Mulatsari E. 2018. Molecular docking and toxicity test of apigenin derivative compounds as an antiaging agent. Journal of Applied Chemical Science. 5(1):409–413. doi:10.22341/jacs.on.00501p409.
Muttaqin FZ, Pratama MF, Kurniawan F. 2019. Molecular docking and molecular dynamic studies of stilbene derivative compounds as sirtuin-3 (SIRT3) histone deacetylase inhibitor on melanoma skin cancer and their toxicities prediction. Journal of Pharmacopolium. 2(2):112–121. ISSN:2621-1521.
Nurlela N, Awaluddin F, Batubara I, Wahyudi ST. 2022. Computational study of kaurene diterpenoids for antivirals against SARS-CoV-2. Journal of Applied Pharmaceutical Science. 12(8): 112–129.
Pittayapruek P, Meephansan J, Prapapan O, Komine M, Ohtsuki M. 2016. Role of matrix metalloproteinases in photoaging and photocarcinogenesis. International Journal of Molecular Sciences. 17(868):1–20. doi:10.3390/ijms17060868.
Prasetiawati R, Suherman M, Permana B, Rahmawati. 2021. Molecular docking study of anthocyanidin compounds against epidermal growth factor (EGFR) as anti-lung cancer. Indonesian Journal of Pharmaceutical Science and Technology. 8(1):8–20.
Rachmania RA, Supandi, Larasati OA. 2015. Analisis in-silico senyawa diterpenoid lakton herba sambiloto (Andrographis paniculata Nees) pada reseptor alpha-glucosidase sebagai antidiabetes tipe II. Pharmacy. 12(2):210–222. ISSN:1693–3591.
Saputri KE, Fakhmi N, Kusumaningtyas E, Priyatama D, Santoso B. 2016. Docking molekular potensi anti diabetes melitus tipe 2 turunan zerumbon sebagai inhibitor aldosa reduktase dengan Autodock-Vina. Chimica et Natura Acta. 4(1):16–20.
Syahputra G, Ambarsari L, Sumaryada T. 2014. Simulasi docking kurkumin enol, bisdemetoksikurkumin dan analognya sebagai inhibitor enzim 12- lipoksigenase. Jurnal Biofisika. 10(1):55–67.
Tohir D, Sari F, Suparto IH. 2020. Cytotoxicity of the most active fraction of the seeds of Swietenia macrophylla using human breast cancer MCF-7 cells. Journal of Scientific and Applied Chemistry. 23(7):234–237. doi:10.1470/jksa.23.7.234-237.
Trott O, Olson AJ. 2010. Autodock vina: improving the speed and accuracy of docking with a new scoring function, efficient optimization and multithreading. Journal of Computational Chemistry. 31:455–461. doi:10.1002/jcc.21334.
Widowati W, Ginting CN, Lister INE, Girsang E, Amalia A, Wibowo SHB, Kusuma HSW, Rizal. 2020. Anti-aging effects of mangosteen peel extract and its phytochemical compounds: antioxidant activity, enzyme inhibition and molecular docking simulation. Tropical Life Sciences Research. 31(3):127–144. doi:10.21315/tlsr2020.31.3.9.
Wongrattanakamon P, Nimmanpipug P, Sirithunyalug B, Chaiyana W, Jiranusornkul S. 2018. Investigation of the skin anti-photoaging potential of Swertia chirayita secoiridoids through the AP-1/matrix metalloproteinase pathway by molecular modeling. International Journal of Peptide Research and Therapeutics. 25:517–533. doi:10.1007/s10989- 018-9695-8.
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