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Abstract

Sappan wood extract (Caesalpinia sappan) provides better antioxidant properties than ascorbic acid. Empirically, Sappan wood is often used as traditional medicine. To support the utilization of Sappan wood, the isolation and identification of active antioxidant compounds from the methanol extract of Sappan wood had been conducted from this study. Extraction was performed with maceration and evaporation methods. The spots of active antioxidant compounds in TLC-DPPH observations were isolated using liquid vacuum chromatography to obtain two pure compounds. The results of the LC-MS/MS identification of the two compounds, respectively, exhibited peak fragmentation of molecular ions at m/z 271.09, 257.15, 167.03, 151.06, 123.12, and 104.06 at the retention time of 6.35 minutes which were translated as Alpinetine and peak fragmentation of molecular ion at m/z 287.09, 177.06, 164.05, 123.04 and 110.04 at a retention time of 5.75. minutes which were translated as 3-Deoxysappanone B. The antioxidant activity quantitatively showed that Alpinetine and 3-Deoxysappanone B were capable of scavenging DPPH radicals with IC50 values ​​of 20.11 M and 15.28 M, respectively.

Keywords

Caesalpinia sappan Antioxidant Alpinetine 3-Deoxysappanone

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References

  1. Artanti, A. N. & Renita L. (2018). Uji Aktivitas Antioksidan Ektrak Ethanol Daun Family Solanum Menggunakan Metode Reduksi Radikal Bebas DPPH. Journal of Pharmaceutical Science and Clinical Research. 2.
  2. Asfar, A. M. I. A & Yasseer M. (2018). Isolasi Senyawa Flavonoid dari Kayu Sepang (Caesalpinia sappan L.) dengan Metode Ultrasonic Assisted Solvent Extraction Dan Karakterisasinya Dengan Metode Gas Chromatography Mass Spectrometry (GCMS). Prosiding Seminar Hasil Penelitian (SNP2M) 2018.
  3. Batubara, I., Tohru M. & Hideo O. (2010). Brazilin from Caesalpinia sappan wood as an antiacne agent. Journal of Wood Science. 56.
  4. Cahyaningtyas, D. M., Nony P. & Rinda B. (2019). Uji Aktivitas Antibakteri Ekstrak Etanolik Kayu Secang (Caesalpinia sappan L.) terhadap Staphylococcus aureus. Jurnal Biomedika, 12(02).
  5. Chang, T.S, Shih-Yu C. & Hsiou-Yu D. (2012). Melanogenesis Inhibition by Homoisoflavavone Sappanone A from Caesalpinia sappan. Journal Molecules. 13. ISSN 1422-0067.
  6. Clarke, G., Kang N. T., Christope W. & Jeffrey F. (2013). High Correlation of 2,2diphenyl-1-picrylhydrazyl (DPPH) Radical Scavenging, Ferric Reducing Activity Potential and Total Phenolics Content Indicates Redundancy in Use of All Three Assays to Screen for Antioxidant Activity of Extracts of Plants from the Malaysian Rainforest. Antioxidants. 2.
  7. Faisal, H. & Sri H. (2019). Comparison of Antioxidant Activity of Ethanol Extract of Fruit and Okra Leaves (Abelmoschus esculentus L. Moench) by DPPH and ABTS Methods. Indonesian Journal of Pharmaceutical and Clinical Research (IDJPCR). 02 (02).
  8. Guez, C. M., Raul D. S., Paula F., Maria F. M. L., Jonathalline A. D., Aline A. B., Margareth L. A., Luisa Z., Luis F. S. D., Michel M. M. (2017). Evaluation of Basil Extract (Ocimum Basilicum L.) On Oxidative, Anti-Genotoxic and Anti-Inflammatory Effects in Human Leukocytes Cell Cultures Exposed to Challenging Agents. Brazilian Journal of Pharmaceutical Sciences. 53 (1), 1-12. https://doi.org/10.1590/s2175-97902017000115098
  9. Mokgotho M. P, Gololo S. S, Masoko P, Mdee L. K, Mbazima V, Shai L. J, Bagla V. P, Eloff J. N, & Mampuru L. (2013). Isolation and Chemical Structural Characterisation of a Compound with Antioxidant Activity from the Roots of Senna italica. Evid Based Complement Alternat Med. 519174. doi: 10.1155/2013/519174. PMID: 23843877. PMCID: PMC3703421.
  10. Nirmal, N. P., Mithun S.R., Rangbhatla G.S.V.P. & Mehraj A. (2015). Brazilin from Caesalpinia sappan heartwood and its pharmacological activities: A review. Asian Pacific Journal of Tropical Medicine. 08 (06).
  11. Pham-Huy, L. A., He H., Pham-Huy C. (2008). Free Radicals, Antioxidants in Disease and Healt. International Journal Biomedical Science. 04 (02).
  12. Qiu, J., Hongyu W., Feng F., Xiaoying H., Caihong W., Shenghui C. & Zheng X. (2019). Metabolic Profiling of Alpinetin in Rat Plasma, Urine, Bile and Feces after Intragastric Administration. Molecules. 24 (3458)
  13. Santoso, U. (2006). Antioksidan. Sekolah Pasca Sarjana Universitas Gadjah Mada.Yogyakarta.
  14. Sari, R. & Suhartati. (2016). Secang (Caesalpinia sappan L.): Tumbuhan Herbal Kaya Antioksidan. Info Teknis EBONI, 13 (01).
  15. Sireeratawong S, Piyabhan P, Singhalak T, Wongkrajang Y, Temsiririrkkul R, Punsrirat J, Ruangwises N, Saraya S, Lerdvuthisopon N, & Jaijoy K. (2010). Toxicity Evaluation of Sappan Wood Extract in Rats. Journal of the Medical Association of Thailand.
  16. Tantry, M., A. Mohammed M. R., Seema A. & Ikhlas A. K. (2012). 5,6- Dihydropyranobenzopyrone: A Previously Undetermined Antioxidant Isolated from Polygonum amplexicaule. Elsevier. 10 (1).
  17. Wahyuni, Diantini A, Ghozali M, Subarnas A, Julaeha E, Amalia R, & Sahidin I. (2021). Phytochemical Screening, Toxicity Activity and Antioxidant Capacity of Ethanolic Extract of Etlingera alba Rhizome. Pak J Biol Sci. 24(7):807-814. doi: 10.3923/pjbs.2021.807.814. PMID: 34486300.
  18. Xu, H. X. & Lee S. F. (2004). The antibacteria principle of Caesalpina sappan. Phytotherapy Research: PTR. 18 (08).
  19. Yadav, S. K. (2021). New Convenient Synthesis of 8-C-Methylated Homoisoflavones and Analysis of Their Structure by NMR and Tandem Mass Spectrometry. International Journal of Organic Chemistry. 11(46-54).
  20. Yemirta. (2010). Identifikasi Kandungan Senyawa Antioksidan dalam kayu C. sappan L. (Caesalpinia sappan). Jurnal Kimia dan Kemasan. 32 (02).
  21. Yuk, J., Patel, D. N., Isaac, G., Smith, K., Wrona, M., Olivos, H. J., & Yu, K. (2016). Chemical Profiling of Ginseng Species and Ginseng Herbal Products Using UPLC/QTOF-MS. J. Braz. Chem. Soc. 27(8): 1476–1483. doi: 10.5935/0103-5053.20160189
  22. Zanin, J. L. B., Bianca A. C., Paloma S. M, Marcello H. S., Joao H. G. L., Patricia S., Claudio V. & Marisi G.S. (2012). The Genus Caesalpinia L. (Caesalpiniaceae): Phytochemical and Pharmacological Characteristics. Journal Molecules. 17. ISSN 1420-3049