Simultaneous Isolation of 6-Gingerol, 6-Shogaol, and 6-Paradol from Zingiber Officinale Using Vaccum Liquid Chromatography
DOI:
https://doi.org/10.31938/jsn.v12i4.434Abstract
Zingiber officinale (Ginger) was widely known as one of the most herbal medicines containing many bioactive compounds claimed to be useful as an antioxidant, anti-inflammatory, anti-cancer, and anti-coagulant. Gingerol, shogaol, and paradol are some of the most bioactive compounds found in ginger. Several studies have been conducted to isolate the bioactive compounds. However, a study about simultaneous isolation with a fast and effective methodology has yet to be found in Indonesia. Therefore, this study aimed to simultaneously isolate the bioactive compounds such as 6-gingerol, 6-shogaol, and 6-paradol in ginger using Vacuum Liquid Chromatography (VLC). Etil acetate (EA) fraction from the ginger crude extract was treated with VLC using a mix of hexane-EA as a mobile phase to gain the isolates, and then it was purified using HPLC semi-prep. 6-gingerol and 6-shogaol were found in the fraction of VLC 80% hexane. Meanwhile, 6-paradol was found in the fraction VLC 90% hexane. Further isolation of each compound was conducted using semi-prep HPLC. LC-MS was used to confirm the molecular weight of each isolate compared to the literature. This study obtained isolate 6-gingerol, 6-shogaol, and 6-paradol with a purity of 99%, 94%, and 92%, respectively.
Keywords:Â Isolation;Â Zingiber officinale;Â 6-gingerol;Â 6-shogaol;Â 6-paradol;Â VLC
ABSTRAK
Isolasi 6-Gingerol, 6-Shogaol, dan 6-Paradol dari Tanaman Zingiber officinale (Jahe) secara Simultan dengan Menggunakan Metode Vaccum Liquid Chromatography (VLC)
Zingiber officinale (jahe) merupakan salah satu dari jenis tanaman obat yang memiliki banyak kandungan senyawa aktif yang bermanfaat sebagai antioksidan, antiinflamasi, antikanker, dan antikoagulan. Gingerol, shogaol, dan paradol adalah beberapa jenis senyawa aktif yang umumnya dapat ditemukan pada tanaman ini. Sejumlah penelitian telah dilakukan untuk proses isolasi senyawa tersebut. Akan tetapi, di Indonesia, isolasi senyawa tersebut belum dilakukan secara simultan dan efektif. Oleh karena itu, penelitian ini bertujuan untuk melakukan isolasi senyawa aktif 6-gingerol, 6-shogaol, dan 6-paradol secara simultan menggunakan metode Vaccum Liquid Chromatography (VLC). Fraksi etil asetat dari ekstrak jahe di VLC dengan campuran perlarut heksan-etil asetat (EA) untuk memperoleh isolat senyawa dan kemudian dimurnikan dengan menggunakan HPLC semi-prep. Pada hasil VLC 80 % heksana didapatkan senyawa 6-gingerol dan 6-shogaol. Sementara senyawa 6-paradol didapatkan pada VLC 90 % heksana. Selanjutnya, konfirmasi berat molekul senyawa dilakukan menggunakan LC-MS untuk mecocokkan dengan literatur yang sudah ada. Dari hasil penelitian didapatkan isolat senyawa aktif jahe berupa 6-gingerol, 6-shogaol, dan 6-paradol, masing-masing dengan kemurnian 99 %, 94 %, dan 92 %.
Kata kunci : Isolasi, Zingiber officinale, 6-gingerol, 6-shogaol, 8-paradol, VLC
Downloads
References
Abbasi, H., Khatoon, R., & Kabir, H. (2019). Zingiber officinale : A Simple Spice with Health Benefits & Some Modern Researches. Humanitas Medicine, 9(2), 1–5.
Al-hilal, M. Y., W, D. N., Damayanti, D. S., Al-hilal, M. Y., W, D. N., & Damayanti, D. S. (2019). Efek Ekstrak Etanol Rimpang Jahe Emprit Terhadap Paralisis Dan Kematian Cacing Dewasa Ascaris Suum Goeze Abstrak The Effect of Zingiber officinalle var amarum Extract to Paralysis effect and Death of Adult Worm Ascaris suum goeze. 1–8.
Choi, J. W., Park, H. Y., Oh, M. S., Yoo, H. H., Lee, S. H., & Ha, S. K. (2017). Neuroprotective effect of 6-paradol enriched ginger extract by fermentation using Schizosaccharomyces pombe. Journal of Functional Foods, 31, 304–310. https://doi.org/10.1016/j.jff.2017.02.010
Ezzat, S. M., Ezzat, M. I., Okba, M. M., Menze, E. T., & Abdel-Naim, A. B. (2018). The hidden mechanism beyond ginger (Zingiber officinale Rosc.) potent in vivo and in vitro anti-inflammatory activity. Journal of Ethnopharmacology, 214(July 2017), 113–123. https://doi.org/10.1016/j.jep.2017.12.019
Hakim, A. (2021). Specialty Dihydrobenzoxanthone’s Artocarpus Purified By Vacuum Liquid Chromatography (VLC). Jurnal Biologi Tropis, 21(2), 412–415. https://doi.org/10.29303/jbt.v21i2.2639
Hossain, C. F., Al-Amin, M., Sayem, A. S. M., Siragee, I. H., Tunan, A. M., Hassan, F., Kabir, M. M., & Sultana, G. N. N. (2015). Antinociceptive principle from Curcuma aeruginosa. BMC Complementary and Alternative Medicine, 15(1), 1–7. https://doi.org/10.1186/s12906-015-0720-6
Indiarto, R., & Subroto, E. (2021). Ginger rhizomes (Zingiber officinale) functionality in food and health perspective: a review. Food Research, 5(February), 497–505.
Mahboubi, M. (2019). Zingiber officinale Rosc. essential oil, a review on its composition and bioactivity. Clinical Phytoscience, 5(1), 1–12. https://doi.org/10.1186/s40816-018-0097-4
Mao, Q. Q., Xu, X. Y., Cao, S. Y., Gan, R. Y., Corke, H., Beta, T., & Li, H. Bin. (2019). Bioactive compounds and bioactivities of ginger (zingiber officinale roscoe). Foods, 8(6), 1–21. https://doi.org/10.3390/foods8060185
Mariadoss, A. V., Kathiresan, S., Muthusamy, R., & Kathiresan, S. (2013). Protective effects of [6]-paradol on histological lesions and immunohistochemical gene expression in DMBA induced hamster buccal pouch carcinogenesis. Asian Pacific Journal of Cancer Prevention, 14(5), 3123–3129. https://doi.org/10.7314/APJCP.2013.14.5.3123
Maurya, A., Kalani, K., Verma, S. C., Singh, R., & Srivastava, A. (2018). Vacuum Liquid Chromatography: Simple, Efficient and Versatile Separation Technique for Natural Products. Organic & Medicinal Chemistry International Journal, 7(2), 1–3. https://doi.org/10.19080/OMCIJ.2018.07.555710
Murthy, P. S., Gautam, R., & Pura Naik, J. (2015). Ginger Oleoresin Chemical Composition, Bioactivity and Application as Bio-Preservatives. Journal of Food Processing and Preservation, 39(6), 1905–1912. https://doi.org/10.1111/jfpp.12428
Reza, R. W. (2014). Isolasi dan identifikasi senyawa aktif antioksidan dari fraksi etil asetat ekstrak etanol herba meniran (Phyllantus niruri L). 5467(November), 15.
Sofia, D., Prabowo, W. C., & Rijai, L. (2016). ISOLASI SENYAWA ANTIOKSIDAN DARI RIMPANG JAHE BALIKPAPAN (Etlingera balikpapanensis). Prosiding Seminar Nasional Kefarmasian Ke-4, 2010, 20–21. https://doi.org/10.25026/mpc.v4i1.165
Srikandi, S., Humaeroh, M., & Sutamihardja, R. (2020). Kandungan Gingerol Dan Shogaol Dari Ekstrak Jahe Merah (Zingiber Officinale Roscoe) Dengan Metode Maserasi Bertingkat. Al-Kimiya, 7(2), 75–81. https://doi.org/10.15575/ak.v7i2.6545
Srinivasan, K. (2017). Ginger rhizomes (Zingiber officinale): A spice with multiple health beneficial potentials. PharmaNutrition, 5(1), 18–28. https://doi.org/10.1016/j.phanu.2017.01.001
Supriadi, Yusron, M., & Wahyuno, D. (2011). Jahe (Miftahudin & Efiana (eds.)). Balai Penelitian Tanaman Obat dan Aromatik.
Suresh, K., Manoharan, S., Vijayaanand, M. A., & Sugunadevi, G. (2010). Chemopreventive and antioxidant efficacy of (6)-paradol in 7,12-dimethylbenz(a)anthracene induced hamster buccal pouch carcinogenesis. Pharmacological Reports, 62(6), 1178–1185. https://doi.org/10.1016/S1734-1140(10)70380-7
Tririzqi, F. (2013). Ekstraksi Senyawa Gingerol dari Rimpang Jahe dengan Metode Maserasi Bertingkat.
Wang, C., He, Y., Tang, X., & Li, N. (2020). Sulfation, structural analysis, and anticoagulant bioactivity of ginger polysaccharides. Journal of Food Science, 85(8), 2427–2434. https://doi.org/10.1111/1750-3841.15338
Zhao, L., Rupji, M., Choudhary, I., Osan, R., Kapoor, S., Zhang, H. J., Yang, C., & Aneja, R. (2020). Efficacy based ginger fingerprinting reveals potential antiproliferative analytes for triple negative breast cancer. Scientific Reports, 10(1), 1–11. https://doi.org/10.1038/s41598-020-75707-0
Downloads
Published
How to Cite
Issue
Section
License
Copyright (c) 2022 Devi Permatasari, Anisyah Is Purwati, Prasetyawan Yunianto
This work is licensed under a Creative Commons Attribution-ShareAlike 4.0 International License.
