Neolignans and Glycosides from the Stem Bark of Illicium difengpi

被引：51
作者：
Fang, Lei
Du, Dan
Ding, Guang-Zhi
Si, Yi-Kang
Yu, Shi-Shan [1 ]
Liu, Yang
Wang, Wen-Jie
Ma, Shuang-Gang
Xu, Song
Qu, Jing
Wang, Jia-Ming
Liu, Yu-Xi
机构：
[1] Chinese Acad Med Sci, Inst Mat Med, Key Lab Bioact Subst & Resources Utilizat Chinese, Minist Educ, Beijing 100050, Peoples R China
来源：
JOURNAL OF NATURAL PRODUCTS | 2010年 / 73卷 / 05期
关键词：
ALDER TYPE ADDUCTS; ABSOLUTE-CONFIGURATION; CHIROPTICAL PROPERTIES; CHROMOPHORES; ROOT;
D O I：
10.1021/np900712v
中图分类号：
Q94 [植物学];
学科分类号：
071001 ;
摘要：
Five new neolignans (1-4 and 9), two pairs of neolignan epimers (5-8), and two new aromatic glycosides (10 and 11) have been isolated from the stem bark of Illicium difengpi. Their structures were determined by spectroscopic methods, including 1D and 2D NMR, HRESIMS, CD experiments, and chemical methods. The absolute configurations of the 3,4-diol moiety in 1 and 1,3-diol moiety in 2 were confirmed by Snarzke's method, observing the induced circular dichroism after addition of dimolybdenum tetraacetate in DMSO. Compounds 3, 4, and 11 exhibited moderate anti-inflammatory activities with IC50 values ranging from 1.62 to 24.4 mu M, while compound 3 displayed antioxidant activity with an IC50 value of 42.3 mu M.
引用
收藏
页码：818 / 824
页数：7
相关论文
共 23 条
  • [1] Chiroptical properties of 2,3-dihydrobenzo[b]furan and chromane chromophores in naturally occurring O-heterocycles
    Antus, S
    Kurtán, T
    Juhász, L
    Kiss, L
    Hollósi, M
    Májer, Z
    [J]. CHIRALITY, 2001, 13 (08) : 493 - 506
  • [2] ASYMMETRIC-SYNTHESIS OF "3-METHYL-2-PHENYL-1,4-BENZODIOXANES - ABSOLUTE-CONFIGURATION OF THE NEOLIGNANS EUSIDERIN AND EUSIDERIN-C AND EUSIDERIN-D
    ARNOLDI, A
    MERLINI, L
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (12): : 2555 - 2557
  • [3] BRAGA ACH, 1984, PHYTOCHEMISTRY, V23, P2025
  • [4] Bioactive Diels-Alder type adducts from the stem bark of Morus macroura
    Dai, SJ
    Mi, ZM
    Ma, ZB
    Li, S
    Chen, RY
    Yu, DQ
    [J]. PLANTA MEDICA, 2004, 70 (08) : 758 - 763
  • [5] DELLAGRECA M, 1994, PHYTOCHEMISTRY, V35, P777, DOI 10.1016/S0031-9422(00)90604-6
  • [6] Determination of absolute configuration of acyclic 1,2-diols with Mo2(OAc)4.: 1.: Snatzke's method revisited
    Di Bari, L
    Pescitelli, G
    Pratelli, C
    Pini, D
    Salvadori, P
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (14) : 4819 - 4825
  • [7] Editorial Committee of Chinese Pharmacopoeia, 2005, CHIN PHARM, P81
  • [8] Determination of the absolute configuration of chiral 1,3-diols by CD spectroscopy of their [Mo-2(OAc)(4)] complexes.
    Frelek, J
    Szczepek, W
    Voelter, W
    [J]. JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1997, 339 (02): : 135 - 139
  • [9] CHIROPTICAL PROPERTIES OF STEROID 1,3-DIAXIAL DIOLS IN THE PRESENCE OF [MO2(OAC)4]
    FRELEK, J
    SNATZKE, G
    SZCZEPEK, WJ
    [J]. FRESENIUS JOURNAL OF ANALYTICAL CHEMISTRY, 1993, 345 (11): : 683 - 687
  • [10] Frelek J, 1999, CURR ORG CHEM, V3, P117
123