A new dimeric diarylheptanoid from the rhizomes of Alpinia officinarum

被引:12
|
作者
Liu Dan [1 ]
Qu Wei [1 ]
Zhao Ling [2 ]
Guan Fu-Qin [3 ,4 ]
Liang Jing-Yu [1 ]
机构
[1] China Pharmaceut Univ, Dept Nat Med Chem, Nanjing 210009, Jiangsu, Peoples R China
[2] Wuhan Polytech Univ, Coll Biotechnol & Pharmaceut Engn, Wuhan 430023, Peoples R China
[3] Inst Bot, Nanjing 210014, Jiangsu, Peoples R China
[4] Chinese Acad Sci, Nanjing 210014, Jiangsu, Peoples R China
关键词
Alpinia officinarum Hance; diarylheptanoid; alpinin B; 1,7-diphenyl-3,5-heptanedione; (4E)-1,7-diphenylhept-4-en-3-one;
D O I
10.1016/S1875-5364(14)60022-4
中图分类号
R [医药、卫生];
学科分类号
10 ;
摘要
AIM: To study the chemical constituents of the rhizomes of Alpinia officinarum Hance. METHOD: Compounds were isolated by repeated column chromatography, and their structures were elucidated on the basis of spectral analysis. The cytotoxic activities of these compounds were evaluated with the T98G and B16F10 cell lines by the MTT assay. RESULTS: A dimeric diarylheptanoid, named alpinin B (1), along with three known diarylheptanoids were obtained, and their structures were identified as alpinin B (1), 1, 7-diphenyl-3,5-heptanedione (2), (4E)-1, 7-diphenylhept-4-en-3-one (3) and (4E)-7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one (4). CONCLUSION: Compound 1 is a new dimeric diarylheptanoid. The biosynthetic pathway of 1 was speculated to originate from a Michael reaction between compounds 2 and 3. Compound 3 showed cytotoxicity against the human glioblastoma T98G cell line with IC50 of 27 mu mol.L-1.
引用
收藏
页码:139 / 141
页数:3
相关论文
共 50 条
  • [31] Antioxidative compounds isolated from the rhizomes of smaller galanga (Alpinia officinarum Hance)
    Ly, TN
    Shimoyamada, M
    Kato, K
    Yamauchi, R
    BIOFACTORS, 2004, 21 (1-4) : 305 - 308
  • [32] A new diarylheptanoid from the rhizomes of Zingiber mekongense
    Chareonkla, Arthittaya
    Pohmakotr, Manat
    Reutrakul, Vichai
    Yoosook, Chalobon
    Kasisit, Jitra
    Napaswad, Chanita
    Tuchinda, Patoomratana
    FITOTERAPIA, 2011, 82 (04) : 534 - 538
  • [33] Chemical modification on diarylheptanoids from rhizomes of Alpinia officinarum Hance and its physiology activities
    Bu, Xian-zhang
    Zhang, Min
    Ma, Lin
    Xiao, Gui-wu
    Gu, Lian-quan
    Zhongshan Daxue Xuebao/Acta Scientiarum Natralium Universitatis Sunyatseni, 2000, 39 (02): : 41 - 45
  • [34] Melanogenesis inhibitors from the rhizomes of Alpinia officinarum in B16 melanoma cells
    Matsuda, Hisashi
    Nakashima, Souichi
    Oda, Yoshimi
    Nakamura, Seikou
    Yoshikawa, Masayuki
    BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (16) : 6048 - 6053
  • [35] In vitro and ex vivo antitubercular activity of diarylheptanoids from the rhizomes of Alpinia officinarum Hance
    Honmore, Varsha S.
    Rojatkar, Supada R.
    Nawale, Laxman U.
    Arkile, Manisha A.
    Khedkar, Vijay M.
    Natu, Arun D.
    Sarkar, Dhiman
    NATURAL PRODUCT RESEARCH, 2016, 30 (24) : 2825 - 2830
  • [36] A New Anhydride of Alpinia officinarum
    Chen, C. Y.
    Kao, C. L.
    Yeh, H. C.
    Li, H. T.
    Cheng, M. J.
    Li, W. J.
    Wu, M. D.
    CHEMISTRY OF NATURAL COMPOUNDS, 2023, 59 (03) : 478 - 480
  • [37] A New Anhydride of Alpinia officinarum
    C. Y. Chen
    C. L. Kao
    H. C. Yeh
    H. T. Li
    M. J. Cheng
    W. J. Li
    M. D. Wu
    Chemistry of Natural Compounds, 2023, 59 : 478 - 480
  • [38] A New Phenylalkanoid from the Rhizomes of Alpinia galanga
    G. C. Huang
    C. L. Kao
    W. J. Li
    S. T. Huang
    H. T. Li
    C. Y. Chen
    Chemistry of Natural Compounds, 2018, 54 : 1072 - 1075
  • [39] A New Phenylalkanoid from the Rhizomes of Alpinia galanga
    Huang, G. C.
    Kao, C. L.
    Li, W. J.
    Huang, S. T.
    Li, H. T.
    Chen, C. Y.
    CHEMISTRY OF NATURAL COMPOUNDS, 2018, 54 (06) : 1072 - 1075
  • [40] Antifungal activity of the extract of Alpinia officinarum Hance rhizomes on Candida albicans
    Klahan, K.
    Nantapong, N.
    Chudapongse, N.
    PLANTA MEDICA, 2011, 77 (12) : 1406 - 1406