Cadinane sesquiterpenes from Curcuma phaeocaulis with their inhibitory activities on nitric oxide production in RAW 264.7 cells

被引:19
作者
Ma, Jianghao [1 ]
Wang, Ying [1 ]
Liu, Yue [1 ]
Gao, Suyu [1 ]
Ding, Liqin [2 ]
Zhao, Feng [3 ]
Chen, Lixia [1 ]
Qiu, Feng [1 ,2 ]
机构
[1] Shenyang Pharmaceut Univ, Minist Educ, Key Lab Struct Based Drug Design & Discovery, Dept Nat Prod Chem,Sch Tradit Chinese Mat Med, Shenyang 110016, Peoples R China
[2] Tianjin Univ Tradit Chinese Med, Sch Chinese Mat Med, Tianjin State Key Lab Modern Chinese Med, Tianjin 300193, Peoples R China
[3] Yantai Univ, Sch Pharm, Yantai 264005, Peoples R China
基金
中国国家自然科学基金;
关键词
Curcuma phaeocaulis; Cadinane; Sesquiterpenes; Nitric oxide; Biogenetic pathway; GUAIANE-TYPE SESQUITERPENES; PARVIFLORENE-A; WENYUJIN; DIARYLHEPTANOIDS; KWANGSIENSIS; MACROPHAGES; EXTRACTS; RHIZOMES; LONGA;
D O I
10.1016/j.fitote.2015.03.020
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Four new cadinane-type sesquiterpenes named phacadinanes A-D (1-4) were isolated from the rhizomes of Curcuma phaeocaulis. Their structures were elucidated by 1D and 2D NMR, as well as accurate mass measurements. Compound 4 was the first example of a rare 4,5-seco-cadinane sesquiterpene isolated from the Zingiberaceae family. Furthermore, inhibitory effects of the isolated compounds on nitric oxide production in LPS-activated macrophages were evaluated. Compounds 1 and 2 showed strong inhibitory activities on NO production with IC50 values of 3.88 +/- 058 and 225 +/- 0.71 mu M, respectively. A possible biogenetic pathway for 4,5-seco-cadinane sesquiterpene (4) was postulated. (C) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码:90 / 96
页数:7
相关论文
共 36 条
  • [1] [Anonymous], J CHIN MED MAT
  • [2] [Anonymous], 2017, PHARM, V524, P257
  • [3] Anti-tumor potential of ethanol extract of Curcuma phaeocaulis Valeton against breast cancer cells
    Chen, Xiuping
    Pei, Lixia
    Zhong, Zhangfeng
    Guo, Jiajie
    Zhang, Qingwen
    Wang, Yitao
    [J]. PHYTOMEDICINE, 2011, 18 (14) : 1238 - 1243
  • [4] PYRIDINE-INDUCED SOLVENT SHIFTS IN NUCLEAR MAGNETIC RESONANCE SPECTRA OF HYDROXYLIC COMPOUNDS
    DEMARCO, PV
    FARKAS, E
    DODDRELL, D
    MYLARI, BL
    WENKERT, E
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (20) : 5480 - &
  • [5] Dewick PM, 2008, MED NATURAL PRODUCTS, P21
  • [6] Twelve new compounds from the basidiomycete Boreostereum vibrans
    Jian-Hai Ding
    Tao Feng
    Zheng-Hui Li
    Liang Li
    Ji-Kai Liu
    [J]. Natural Products and Bioprospecting, 2012, 2 (5) : 200 - 205
  • [7] The Griess assay: Suitable for a bio-guided fractionation of anti-inflammatory plant extracts?
    Dirsch, VM
    Stuppner, H
    Vollmar, AM
    [J]. PLANTA MEDICA, 1998, 64 (05) : 423 - 426
  • [8] Sesquiterpenoids from Curcuma wenyujin with anti-influenza viral activities
    Dong, Jian-Yong
    Ma, Xi-Yan
    Cai, Xiao-Qin
    Yan, Peng-Cheng
    Yue, Lei
    Lin, Chen
    Shao, Wei-Wei
    [J]. PHYTOCHEMISTRY, 2013, 85 : 122 - 128
  • [9] Two New Sesquiterpenes from Acorus calamus
    Dong, Weiwei
    Li, Minjie
    Yang, Dajian
    Lu, Runhua
    [J]. PLANTA MEDICA, 2010, 76 (15) : 1742 - 1745
  • [10] Geoffrey DB, 2004, TETRAHEDRON, V60, P1125