Flavonoids from the Roots of Amomum compactum Soland Ex Maton (Zingiberaceae)
Abstract
Amomum compactum Soland Ex Maton is one of the Zingiberaceae family plants which is the endemic plants from West Java, Indonesia. This study was aimed to determine the chemical structure of flavonoid compounds from n-hexane extract of A.compactum Sol. Ex Maton roots. Dried powder of the roots was extracted consecutively with n-hexane, ethyl acetate, and methanol solvents. Three flavonoids, 5-hydroxy-3,7,4`-trimethoxy kaempferol (1), 5-hydroxy-3,7,3',4'-tetra methoxy kaempferol (2) and 4'-hydroxy-3,5,7-trimethoxy kaempferol (3), have been isolated from the roots of A. compactum Sol. Ex Maton. The chemical structures of compounds 1-3 were identified by spectroscopy data including infrared 1D-NMR, 2D-NMR and HRTOF-MS as well as by comparison with previously reported spectral data. Compounds 1-3 were isolated from this plant for the first time and showed free radical DPPH scavenging activity.
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References
Aneja, K. R., & Joshi, R. (2009). Antimicrobial Activity of Amomum subulatum and Elettaria cardamomum Against Dental Caries Causing Microorganisms. 93(4), 136119.
Bellik, Y., Benabdesselam, F., Ayad, A., Dahmani, Z., Boukraa, L., Nemmar, A., & Iguer-Ouada, M. (2013). Antioxidant activity of the essential oil and oleoresin of zingiber officinale roscoe as affected by chemical environment. International Journal of Food Properties, 16(6), 1304–1313. https://doi.org/10.1080/10942912.2011.584257
Bhagat, N., & Chaturvedi, A. (2016). Spices as an alternative therapy for cancer treatment. Systematic Reviews in Pharmacy, 7(1), 46–56. https://doi.org/10.5530/srp.2016.7.7
Bhattacharjee, S., Rana, T., & Sengupta, A. (2007). Inhibition of lipid peroxidation and enhancement of GST activity by cardamom and cinnamon during chemically induced colon carcinogenesis in Swiss albino mice. Asian Pacific Journal of Cancer Prevention, 8(4), 578–582.
Burda, S., & Oleszek, W. (2001). Antioxidant and antiradical activities of flavonoids. Journal of Agricultural and Food Chemistry, 49(6), 2774–2779. https://doi.org/10.1021/jf001413m
Cornelius, M. T. F., De Carvalho, M. G., Da Silva, T. M. S., Alves, C. C. F., Siston, A. P. N., Alves, K. Z., … Braz-Filho, R. (2010). Other chemical constituents isolated from Solanum crinitum Lam. (Solanaceae). Journal of the Brazilian Chemical Society, 21(12), 2211–2219. https://doi.org/10.1590/S0103-50532010001200007
Deng, S., Hu, B., & An, H.-M. (2012). Traditional Chinese Medicinal Syndromes and Treatment in Colorectal Cancer. Journal of Cancer Therapy, 03(06), 888–897. https://doi.org/10.4236/jct.2012.326114
Droop, A. J., & Newman, M. F. (2014). A revision of amomum (zingiberaceae) in sumatra. Edinburgh Journal of Botany, 71(2), 193–258. https://doi.org/10.1017/S0960428614000043
Droop, J., Kaewsri, W., Lamxay, V., Poulsen, A. D., & Newman, M. (2013). Identity and lectotypification of Amomum compactum and Amomum kepulaga (Zingiberaceae). Taxon, 62(6), 1287–1294. https://doi.org/10.12705/626.8
Kassim, N. K., Rahmani, M., Ismail, A., Sukari, M. A., Ee, G. C. L., Nasir, N. M., & Awang, K. (2013). Antioxidant activity-guided separation of coumarins and lignan from Melicope glabra (Rutaceae). Food Chemistry, 139(1–4), 87–92. https://doi.org/10.1016/j.foodchem.2013.01.108
Katayama, K., Masuyama, K., Yoshioka, S., Hasegawa, H., Mitsuhashi, J., & Sugimoto, Y. (2007). Flavonoids inhibit breast cancer resistance protein-mediated drug resistance: Transporter specificity and structure-activity relationship. Cancer Chemotherapy and Pharmacology, 60(6), 789–797. https://doi.org/10.1007/s00280-007-0426-7
Lamxay. (2011). The Genus Amomum (Zingiberaceae) in Cambodia, Laos and Vietnam. Acta Universitatis Upsaliensis UPPSALA, 53(9), 1689–1699.
Marby, TJ, Markam, K.R.and Thomas, M. . (1970). The Systematic Identification of Flavonoids. Springer-Verlag.
Markham, Ø. M. A. and K. R. (2007). Flavonoids, Chemistry, Biochemistry and Applications. 119(50), 140–141.
Martin, T. S., Kikuzaki, H., Hisamoto, M., & Nakatani, N. (2000). Constituents of Amomum tsao-ko and their radical scavenging and antioxidant activities. JAOCS, Journal of the American Oil Chemists’ Society, 77(6), 667–673. https://doi.org/10.1007/s11746-000-0107-4
Martinez-Perez, C., Ward, C., Cook, G., Mullen, P., McPhail, D., Harrison, D. J., & Langdon, S. P. (2014). Novel flavonoids as anti-cancer agents: Mechanisms of action and promise for their potential application in breast cancer. Biochemical Society Transactions, 42(4), 1017–1023. https://doi.org/10.1042/BST20140073
Molyneux P. (2004). The use of the stable free radical diphenylpicryl-hydrazyl (DPPH) for estimating anti-oxidant activity. Songklanakarin Journal of Science and Technology, 26(May), 211–219.
Natella, F., Nardini, M., Di Felice, M., & Scaccini, C. (1999). Benzoic and cinnamic acid derivatives as antioxidants: Structure- activity relation. Journal of Agricultural and Food Chemistry, 47(4), 1453–1459. https://doi.org/10.1021/jf980737w
Rossi, M. H., Yoshida, M., & Maia, J. G. S. (1997). Neolignans, styrylpyrones and flavonoids from an Aniba species. Phytochemistry, 45(6), 1263–1269. https://doi.org/10.1016/S0031-9422(97)00075-7
Sarian, M. N., Ahmed, Q. U., Mat So’Ad, S. Z., Alhassan, A. M., Murugesu, S., Perumal, V., … Latip, J. (2017). Antioxidant and antidiabetic effects of flavonoids: A structure-activity relationship based study. BioMed Research International, 2017. https://doi.org/10.1155/2017/8386065
Schreiber, S. B., Bozell, J. J., Hayes, D. G., & Zivanovic, S. (2013). Introduction of primary antioxidant activity to chitosan for application as a multifunctional food packaging material. Food Hydrocolloids, 33(2), 207–214. https://doi.org/10.1016/j.foodhyd.2013.03.006
Setyawan, A. D. W. I., & Bermawie, N. (2014). Comparisons of isozyme diversity in local Java cardamom (Amomum compactum) and true cardamom (Elettaria cardamomum). Nusantara Bioscience, 6(1), 94–101. https://doi.org/10.13057/nusbiosci/n060115
Verma, A. K., Singh, H., Satyanarayana, M., Srivastava, S. P., Tiwari, P., Singh, A. B., … Pratap, R. (2012). Flavone-based novel antidiabetic and antidyslipidemic agents. Journal of Medicinal Chemistry, 55(10), 4551–4567. https://doi.org/10.1021/jm201107g
Wang, T. yang, Li, Q., & Bi, K. shun. (2018). Bioactive flavonoids in medicinal plants: Structure, activity and biological fate. Asian Journal of Pharmaceutical Sciences, 13(1), 12–23. https://doi.org/10.1016/j.ajps.2017.08.004
Zhang, T. T., Lu, C. L., & Jiang, J. G. (2014). Bioactivity evaluation of ingredients identified from the fruits of Amomum tsaoko Crevost et Lemaire, a Chinese spice. Food and Function, 5(8), 1747–1754. https://doi.org/10.1039/c4fo00169a
Zhang, T. T., Lu, C. L., & Jiang, J. G. (2015). Antioxidant and anti-tumour evaluation of compounds identified from fruit of Amomum tsaoko Crevost et Lemaire. Journal of Functional Foods, 18, 423–431. https://doi.org/10.1016/j.jff.2015.08.005
DOI: 10.15408/jkv.v7i2.21599
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