Ten undescribed cembrane-type diterpenoids from the gum resin of Boswellia sacra and their biological activities

被引:14
作者
Wang, Jia-Jia [1 ]
Sun, Hao-Ran [1 ]
Suo, Xin-Yue [1 ]
Wang, Xue [1 ]
Sun, Hua [1 ]
Wang, Xiao-Liang [1 ]
Jiang, Jian-Dong [1 ]
Ji, Teng-Fei [1 ]
机构
[1] Chinese Acad Med Sci & Peking Union Med Coll, Inst Mat Med, State Key Lab Bioact Subst & Funct Nat Med, Beijing 100050, Peoples R China
关键词
Boswellia sacra Flueck; Burseraceae; Cembrane-type diterpenoids; Absolute configurations; Hepatoprotective activity; Neuroprotective activity; SOFT CORAL; CARTERII; TERPENOIDS; INCENSOLE;
D O I
10.1016/j.phytochem.2020.112425
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Ten undescribed cembrane-type diterpenes boscartins AL-AU, as well as five known analogues were isolated from Boswellia sacra Flueck. The relative configurations of these boscartins were established by extensive spectroscopic analysis of NMR spectra, IR and MS. The absolute configurations of boscartin AL, boscartin AN and isoincensole oxide were unequivocally assigned by single crystal X-ray diffraction. Meanwhile, the absolute configurations of boscartin AM, boscartin AP and boscartin AQ were determined by an empirical in situ formed Rh-complex ECD method. Biological evaluations showed that four compounds exhibited obvious hepatoprotective activities against paracetamol-induced HepG2 cell damage at 10 mu M. Regarding neuroprotective activity, some isolates displayed moderate to evident protective effects against glutamate-induced toxicity in primary cultured fetal rat cortical neurons or oxygen-glucose deprivation toxicity in SK-N-SH Cells at 10 mu M.
引用
收藏
页数:10
相关论文
共 29 条
  • [1] Distribution of the anti-inflammatory and anti-depressant compounds: Incensole and incensole acetate in genus Boswellia
    Al-Harrasi, Ahmed
    Csuk, Rene
    Khan, Ajmal
    Hussain, Javid
    [J]. PHYTOCHEMISTRY, 2019, 161 : 28 - 40
  • [2] [Anonymous], J OLEO SCI
  • [3] Breitmaier E., 2006, TERPENES FLAVORS FRA
  • [4] Terpenoids of Sinularia soft corals: chemistryandbioactivity
    Chen, Wen-ting
    Li, Yan
    Guo, Yue-wei
    [J]. ACTA PHARMACEUTICA SINICA B, 2012, 2 (03) : 227 - 237
  • [5] Durumolides A-E, anti-inflammatory and antibacterial cembranolides from the soft coral Lobophytum durum
    Cheng, Shi-Yie
    Wen, Zhi-Hong
    Chiou, Shu-Fen
    Hsu, Chi-Hsin
    Wang, Shang-Kewi
    Dai, Chang-Feng
    Chiang, Michael Y.
    Duh, Chang-Yih
    [J]. TETRAHEDRON, 2008, 64 (41) : 9698 - 9704
  • [6] STRUCTURE OF INCENSOLE
    CORSANO, S
    NICOLETTI, R
    [J]. TETRAHEDRON, 1967, 23 (04) : 1977 - +
  • [7] [Rh2(OCOCF3)4] as an auxiliary chromophore in chiroptical studies on steroidal alcohols
    Frelek, J
    Szczepek, WJ
    [J]. TETRAHEDRON-ASYMMETRY, 1999, 10 (08) : 1507 - 1520
  • [8] CIRCULAR-DICHROISM .93. DETERMINATION OF THE ABSOLUTE-CONFIGURATION OF ALCOHOLS, OLEFINS, EPOXIDES, AND ETHERS FROM THE CD OF THEIR INSITU COMPLEXES WITH [RH2(O2CCF3)4]
    GERARDS, M
    SNATZKE, G
    [J]. TETRAHEDRON-ASYMMETRY, 1990, 1 (04) : 221 - 236
  • [9] Greve HL, 2017, PLANTA MED, V83, P1214, DOI 10.1055/s-0043-116943
  • [10] HEEMANN V, 1983, Z NATURFORSCH C, V38, P517