POLYPHENOLS OF ETHYL ACETATE EXTRACT FROM ALPINIA OFFICINARUM
Main Article Content
Abstract
Alpina officinarum is a special species of the genus Alpina, a family of Zingiberaceae, which is widely used in Vietnam as a condiment in many daily dishes. In addition, it is also used as a medicinal herb in modern and traditional medicine to stimulate digestion, treat flatulence, stomachaches due to colds, abdominal distention, vomiting, diarrhea, and relieve pain. The chemical structures of these compounds were determined by NMR and compared with published data. They are p-coumaraldehyde (1), (E)-p-acetoxycinnamyl alcohol (2), 4-hydroxybenzaldehyde (3), p-hydroxybenzoic (4), and 5-hydroxymethylfurfural (5). Compounds 2 and 5 were detected for the first time as constituents of Alpina officinarum.
Keywords
Alpina officiranum, polyphenol, Zingiberaceae
Article Details
References
Abubakar, I. B., Malami, I., Yahaya, Y., & Sule, S. M. (2018). A review on the ethnomedicinal uses, phytochemistry and pharmacology of Alpinia officinarum Hance. Journal of Ethnopharmacology, 224, 45-62. https://doi.org/10.1016/j.jep.2018.05.027
Daitetsu Shin, Kaoru Kinoshita, Kiyotaka Koyama, & Kunio Takahashi (2002). Antiemetic Principles of Alpinia officinarum. Journal of Natural Products, 65(9), 1315-1318.
https://doi.org/10.1021/np020099i
Do, H. B. (2006). Cay thuoc va dong vat lam thuoc Viet Nam, tap 2 [Medicinal plants and medicinal animals in Vietnam, Vol 2] (pp. 881-882). Science and Technics Publishing House.
Do, L. T. (2004). Medicinal plants and herbal drugs of Vietnam. World Health Organization: Regional Office for the Western Pacific.
Eon-Joo Roh (2021). Inhibitory Effects of Coumarin Derivatives on Tyrosinase. Multidisciplinary Digital Publishing Institute, 26(8), 2346. https://doi.org/10.3390/molecules26082346
Indrayan, A. K., Agrawal, P. Rathi, A. K., Shutru, A., Agrawal, N. K., & Tyagi, D. K. (2009). Nutritive value of some indigenous plant rhizomes resembling Ginger. Natural Product Radiance, 8(5), 995-1002.
Le, V. C. (2011). Nghien cuu thanh phan hoa hoc va xac dinh cau truc mot so chat trong dich chiet than re cua cay rieng Alpinia Purpurata o thanh pho Hoi An – Quang Nam [Research on the chemical composition and structure determination of some substances in the rhizome extract of galangal (alpinia purpurata) in Hoi An city – Quang Nam province] [Master thesis, The University of Danang].
Liu, Z., Rafi, M. M., Zhu, N., Ryu, K., Sang, S., Ho, C.-T., & Rosen, R. T. (2003). Separation and Bioactivity of Diarylheptanoids from Lesser Galangal (Alpinia officinarum). In Food Factors in Health Promotion and Disease Prevention (pp. 369-380). ACS Symposium Series (Vol. 851). https://doi.org/10.1021/bk-2003-0851.ch032
Ly, T. N., Shimoyamada, M., Kato, K., & Yamauchi, R. (2003). Isolation and Characterization of Some Antioxidative Compounds from the Rhizomes of Smaller Galanga (Alpinia officinarum Hance). Journal of Agricultural and Food Chemistry, 51(17), 4924-4929. https://doi.org/10.1021/jf034295m
Ly, T. N., Shimoyamada, M., Kato, K., & Yamauchi, R. (2004). Antioxidative compounds isolated from the rhizomes of smaller galanga (Alpinia officinarum Hance). BioFactors, 21(1-4), 305-308. https://doi.org/10.1002/biof.552210159
Ly, T. N., Yamauchi, R., Shimoyamada, M., & Kato, K. (2002). Isolation and Structural Elucidation of Some Glycosides from the Rhizomes of Smaller Galanga (Alpinia officinarum Hance). Journal of Agricultural and Food Chemistry, 50(17), 4919-4924. https://doi.org/10.1021/jf025529p
Xu, M. L., Wang, L., Hu, J. H., & Wang, M.-H. (2009). Antioxidant and α-Glucosidase Inhibitory Activities of the Extract from Sparganium stoloniferum Buch.-Ham. Root and Its Constituent Compounds. Preventive Nutrition and Food Science, 14(4), 354-357. https://doi.org/10.3746/jfn.2009.14.4.354
Mingfu, W., Hiroe, K., Nanqun, Z., Sengming, S., Nobuji, N., & Chi, T. H. (2000). Isolation and structural elucidation of two new glycosides from Sage (Salvia officinalis L.). Journal of Agricultural and Food Chemistry, 48(2), 235-238. https://doi.org/10.1021/jf990761p
Sukhirun, N., Pluempanupat, W., Bullangpoti, V., & Koul, O. (2021). Bioefficacy of Alpinia galanga (Zingiberaceae) Rhizome Extracts, (E)-p-Acetoxycinnamyl Alcohol, and (E)-p-Coumaryl Alcohol Ethyl Ether Against Bactrocera dorsalis (Diptera: Tephritidae) and the Impact on Detoxification Enzyme Activities. Journal of Economic, 104(5), 1534-1540. https://doi.org/10.1603/EC11080
Vo, K. T., & Do, T. T. H. (2010). A study on the extraction and determination of chemical constituents of galangal root oil collected in Hoi An, Quang Nam. Journal of Science and Technology - The University of Danang, 5(40), 46-52.
William, A. Ayer, & Julie, S. Racok. (1990). The metabolites of Talaromycesflavus: Part 1. Metabolites of the organic extracts. Canadian Journal of Chemistry, 68(11), 2085-2094. https://doi.org/10.1139/v90-318
Xin, M., Guo, S., Zhang, W., Geng, Z., Liang, J., & Wang, Y (2007). Chemical constituents of supercritical extracts from Alpinia officinarum and the feeding deterrent activity against Tribolium castaneum. Molecules, 22(4), Article 647. https://doi.org/10.3390/molecules22040647
Zhu, Y., Mohammadi, A., & Ralph, J. (2012). Facile synthesis of 4-hydroxycinnamaldehydes. BioEnergy Research, 5(2), 407-411. https://doi.org/10.1007/s12155-011-9151-5
Daitetsu Shin, Kaoru Kinoshita, Kiyotaka Koyama, & Kunio Takahashi (2002). Antiemetic Principles of Alpinia officinarum. Journal of Natural Products, 65(9), 1315-1318.
https://doi.org/10.1021/np020099i
Do, H. B. (2006). Cay thuoc va dong vat lam thuoc Viet Nam, tap 2 [Medicinal plants and medicinal animals in Vietnam, Vol 2] (pp. 881-882). Science and Technics Publishing House.
Do, L. T. (2004). Medicinal plants and herbal drugs of Vietnam. World Health Organization: Regional Office for the Western Pacific.
Eon-Joo Roh (2021). Inhibitory Effects of Coumarin Derivatives on Tyrosinase. Multidisciplinary Digital Publishing Institute, 26(8), 2346. https://doi.org/10.3390/molecules26082346
Indrayan, A. K., Agrawal, P. Rathi, A. K., Shutru, A., Agrawal, N. K., & Tyagi, D. K. (2009). Nutritive value of some indigenous plant rhizomes resembling Ginger. Natural Product Radiance, 8(5), 995-1002.
Le, V. C. (2011). Nghien cuu thanh phan hoa hoc va xac dinh cau truc mot so chat trong dich chiet than re cua cay rieng Alpinia Purpurata o thanh pho Hoi An – Quang Nam [Research on the chemical composition and structure determination of some substances in the rhizome extract of galangal (alpinia purpurata) in Hoi An city – Quang Nam province] [Master thesis, The University of Danang].
Liu, Z., Rafi, M. M., Zhu, N., Ryu, K., Sang, S., Ho, C.-T., & Rosen, R. T. (2003). Separation and Bioactivity of Diarylheptanoids from Lesser Galangal (Alpinia officinarum). In Food Factors in Health Promotion and Disease Prevention (pp. 369-380). ACS Symposium Series (Vol. 851). https://doi.org/10.1021/bk-2003-0851.ch032
Ly, T. N., Shimoyamada, M., Kato, K., & Yamauchi, R. (2003). Isolation and Characterization of Some Antioxidative Compounds from the Rhizomes of Smaller Galanga (Alpinia officinarum Hance). Journal of Agricultural and Food Chemistry, 51(17), 4924-4929. https://doi.org/10.1021/jf034295m
Ly, T. N., Shimoyamada, M., Kato, K., & Yamauchi, R. (2004). Antioxidative compounds isolated from the rhizomes of smaller galanga (Alpinia officinarum Hance). BioFactors, 21(1-4), 305-308. https://doi.org/10.1002/biof.552210159
Ly, T. N., Yamauchi, R., Shimoyamada, M., & Kato, K. (2002). Isolation and Structural Elucidation of Some Glycosides from the Rhizomes of Smaller Galanga (Alpinia officinarum Hance). Journal of Agricultural and Food Chemistry, 50(17), 4919-4924. https://doi.org/10.1021/jf025529p
Xu, M. L., Wang, L., Hu, J. H., & Wang, M.-H. (2009). Antioxidant and α-Glucosidase Inhibitory Activities of the Extract from Sparganium stoloniferum Buch.-Ham. Root and Its Constituent Compounds. Preventive Nutrition and Food Science, 14(4), 354-357. https://doi.org/10.3746/jfn.2009.14.4.354
Mingfu, W., Hiroe, K., Nanqun, Z., Sengming, S., Nobuji, N., & Chi, T. H. (2000). Isolation and structural elucidation of two new glycosides from Sage (Salvia officinalis L.). Journal of Agricultural and Food Chemistry, 48(2), 235-238. https://doi.org/10.1021/jf990761p
Sukhirun, N., Pluempanupat, W., Bullangpoti, V., & Koul, O. (2021). Bioefficacy of Alpinia galanga (Zingiberaceae) Rhizome Extracts, (E)-p-Acetoxycinnamyl Alcohol, and (E)-p-Coumaryl Alcohol Ethyl Ether Against Bactrocera dorsalis (Diptera: Tephritidae) and the Impact on Detoxification Enzyme Activities. Journal of Economic, 104(5), 1534-1540. https://doi.org/10.1603/EC11080
Vo, K. T., & Do, T. T. H. (2010). A study on the extraction and determination of chemical constituents of galangal root oil collected in Hoi An, Quang Nam. Journal of Science and Technology - The University of Danang, 5(40), 46-52.
William, A. Ayer, & Julie, S. Racok. (1990). The metabolites of Talaromycesflavus: Part 1. Metabolites of the organic extracts. Canadian Journal of Chemistry, 68(11), 2085-2094. https://doi.org/10.1139/v90-318
Xin, M., Guo, S., Zhang, W., Geng, Z., Liang, J., & Wang, Y (2007). Chemical constituents of supercritical extracts from Alpinia officinarum and the feeding deterrent activity against Tribolium castaneum. Molecules, 22(4), Article 647. https://doi.org/10.3390/molecules22040647
Zhu, Y., Mohammadi, A., & Ralph, J. (2012). Facile synthesis of 4-hydroxycinnamaldehydes. BioEnergy Research, 5(2), 407-411. https://doi.org/10.1007/s12155-011-9151-5