Browse > Article

Flavonoids and Aromatic Compounds from the Rhizomes of Zingiber zerumbet  

Jang Dae Sik (Division of Molecular Life Sciences, Ewha Womans University)
Han Ah-Reum (College of Pharmacy Ewha Womans University)
Park Gowooni (College of Pharmacy Ewha Womans University)
Jhon Gil-Ja (Division of Molecular Life Sciences, Ewha Womans University)
Seon Eun-Kyoung (College of Pharmacy Ewha Womans University)
Publication Information
Archives of Pharmacal Research / v.27, no.4, 2004 , pp. 386-389 More about this Journal
Abstract
Repeated column chromatography of the CHCI_3-soluble fraction of Zingiber zerumbet led to the isolation and identification of two aromatic compounds, p-hydroxybenzaldehyde (1) and vanillin (2), and six kaempferol derivatives, kaempferol-3,4',7-O-trimethylether (3), kaempferol-3-O-methylether (4), kaempferol-3,4'-O-dimethylether (5), 4'-O-acetylafzel in (6), kaempferol-3-O-(4-O-acetyl-$\alpha$-L-rhamnopyranoside)], 2',4'-O-diacetylafzelin (7), kaempferol-3-O-(2,4-O-diacetyl-$\alpha$-L-rhamnopyranoside)], and 3',4'-O-diacetylafzelin (8), kaempferol-3-O-(3,4-O-diacetyl-$\alpha$-L-rhamnopyranoside)]. The structures of 1-8 were identifed by analysis of spectroscopic data as well as by comparison with published values. This is the first report on the isolation of compounds 1-3 from this plant.
Keywords
Zingiber zerumbet; Zingiberaceae; p-Hydroxybenzaldehyde; Vanillin; kaempferol-3,4',7-O-trimethylether;
Citations & Related Records

Times Cited By Web Of Science : 9  (Related Records In Web of Science)
Times Cited By SCOPUS : 10
연도 인용수 순위
1 Park, G., Lee, E.-J., Min, H.-Y., Choi, H.-Y., Han, A.-R., Lee, S. K., and Seo, E.-K., Evaluation of cytotoxic potential of Indonesian medicinal plants in cultured human cancer cells. Nat. Prod. Sci., 8,165-169 (2002)
2 Dai, J. R., Cardellina II, J. H., McMahon, J. B., and Boyd,M. R., Zerumbone, an HIV-inhibitory and cytotoxic sesquiterpene of Zingiber aromaticum and Z. zerumbet. Nat. Prod. Lett., 10, 115-118 (1997)   DOI   ScienceOn
3 Rossi, M. H., Yoshida, M., and Maia, J. G. S., Neolignans, styrylpyrones and flavonoids from Aniba species. Phytochemistry, 45,1263-1269 (1997)   DOI   ScienceOn
4 Masuda, T., Jitoe, A., Kato, S., and Nakatani, N., Constituents of Zingiberaceae. Part 3. Acetylated flavonol glycosides from Zingiber zerumbet. Phytochemistry, 30, 2391-2392 (1991)   DOI   ScienceOn
5 Han,A-R., Lee, E.-J., Min,H.-Y., Kim, H.-R., Lee,S.K., and Seo, E.-K., A potential cytotoxic principle of Zingiber cassumunar. Nat. Prod. Sci., 9, 109-111 (2003)
6 Farnsworth, N. R. and Bunyapraphatsara, N., Thai Medicinal Plants.Prachachon, Bangkok, Thailand, pp.261-263, (1992)
7 Sun, R., Sacalis, J. N., Chin, C.-K., and Still, C. C., Bioactive aromatic compounds from leaves and stems of Vanilla fragrans. J. Agric. Food Chem., 49, 5161-5164 (2001)   DOI   ScienceOn
8 Tanaka, T., Shimizu, M., Kohno, H., Yoshitani, S.-I., Tsukio, Y., Murakami, A., Safitri, R., Takahashi, D., Yamamoto, K., Koshimizu, K., Ohigashi, H., and Mori, H., Chemoprevention of azoxymethane-induced rat aberrant crypt foci by dietary zerumbone isolated from Zingiber zerumbet. Life Sci., 69, 1935-1945 (2001)   DOI   ScienceOn
9 Murakami, A., Takahashi, M., Jiwajinda, S., Koshimizu, K., and Ohigashi, H., Identification of zerumbone in Zingiber zerumbet Smith as a potent inhibitor of 12-O-tetradecanoylphorbol-13-acetate- induced epstein-Barr virus activation. Biosci. Biotechnol. Biochem., 63,1811-1812 (1999)   DOI   ScienceOn
10 Nakatani, N., Jitoe, A., Masuda, T., and Yonemori, S., Constituents of Zingiberaceae. Part II. Flavonoid constituents of Zingiber zerumbet Smith. Agric. Biol. Chem., 55,455-460 (1991)   DOI
11 Matthes, H. W. D., Luu, B., and Ourisson, G., Chemistry and Biochemistry of Chinese drugs. PartVI. Cytotoxic components of Zingiber zerumbet, Curcuma zedoaria and C. domestica. Phytochemistry, 19, 2643-2650 (1980)   DOI   ScienceOn
12 Kwon, Y. S. and Kim, C. M., Antioxidant constituents from the stem of Sorghum bicolor. Arch. Pharm. Res., 26, 535-539 (2003)   DOI   ScienceOn
13 Kitayama, T., Yamamoto, K., Utsumi, R., Takatani, M., Hill, R.K., Kawai, Y., Sawada, S., and Okamoto, T., Chemistry of zerumbone. 2. Regulation of ring bond cleavage and unique antibacterial activities of zerumbone derivatives. Biosci. Biotechnol. Biochem. 65, 2193-2199 (2001)   DOI   ScienceOn
14 Murakami, A., Takahashi, D., Kinoshita, T., Koshimizu, K., Kim, H. W., Yoshihiro, A., Nakamura, Y., Jiwajinda, S., Terao, J., and Ohigashi, H., Zerumbone, a southeast Asian ginger sesquiterpene, markedly suppresses free radical generation, proinflammatory protein production, and cancer cell proliferation accompanied by apoptosis: The $\alpha$,$\beta$-unsaturated carbonyl group is a prerequisite. Carcinogenesis, 23, 795-802 (2002)   DOI   ScienceOn