Structure and Cytotoxicity of Novel Lignans and Lignan Glycosides from the Aerial Parts of Larrea tridentata

被引:3
|
作者
Yokosuka, Akihito [1 ]
Iguchi, Tomoki [1 ]
Jitsuno, Maki [1 ]
Mimaki, Yoshihiro [1 ]
机构
[1] Tokyo Univ Pharm & Life Sci, Sch Pharm, 1432-1 Horinouchi, Hachioji, Tokyo 1920392, Japan
来源
MOLECULES | 2021年 / 26卷 / 20期
关键词
Larrea tridentata; Zygophyllaceae; aerial part; lignan; lignan glycoside; cytotoxicity; HL-60; cell; apoptosis; cell cycle; MEXICAN; PLANTS;
D O I
10.3390/molecules26206186
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
Previously, the authors conducted phytochemical investigations of the aerial parts of Larrea tridentata and reported triterpene glycosides and lignan derivatives. In continuation of the preceding studies, 17 lignans and lignan glycosides (1-17) were isolated, including seven new compounds (1-7). Herein, the structure of the new compounds was determined based on spectroscopic analysis and enzymatic hydrolysis. The cytotoxicity of 1-17 against HL-60 human promyelocytic leukemia cells was examined. Compounds 4-11 and 14-16 were cytotoxic to HL-60 cells, with IC50 values in the range of 2.7-17 mu M. Compound 6, which was the most cytotoxic among the unprecedented compounds, was shown to induce apoptotic cell death in HL-60 cells.</p>
引用
收藏
页数:14
相关论文
共 50 条
  • [1] Larrealignans A and B, Novel Lignan Glycosides from the Aerial Parts of Larrea tridentata
    Yokosuka, Akihito
    Matsuo, Yukiko
    Jitsuno, Maki
    Adachi, Kohei
    Mimaki, Yoshihiro
    [J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 2011, 59 (12) : 1467 - 1470
  • [2] Triterpene glycosides from the aerial parts of Larrea tridentata
    Jitsuno, Maki
    Mimaki, Yoshihiro
    [J]. PHYTOCHEMISTRY, 2010, 71 (17-18) : 2157 - 2167
  • [3] Cytotoxic lignans from Larrea tridentata
    Lambert, JD
    Sang, SM
    Dougherty, A
    Caldwell, CG
    Meyers, RO
    Dorr, RT
    Timmermann, BN
    [J]. PHYTOCHEMISTRY, 2005, 66 (07) : 811 - 815
  • [4] Antioxidant lignans from Larrea tridentata
    Abou-Gazar, H
    Bedir, E
    Takamatsu, S
    Ferreira, D
    Khan, IA
    [J]. PHYTOCHEMISTRY, 2004, 65 (17) : 2499 - 2505
  • [5] Antifungal lignans from the creosotebush (Larrea tridentata)
    Vargas-Arispuro, I
    Reyes-Báez, R
    Rivera-Castañeda, G
    Martínez-Téllez, MA
    Rivero-Espejel, I
    [J]. INDUSTRIAL CROPS AND PRODUCTS, 2005, 22 (02) : 101 - 107
  • [6] FURANOID LIGNANS FROM LARREA-TRIDENTATA
    KONNO, C
    LU, ZZ
    XUE, HZ
    ERDELMEIER, CAJ
    MEKSURIYEN, D
    CHE, CT
    CORDELL, GA
    SOEJARTO, DD
    WALLER, DP
    FONG, HHS
    [J]. JOURNAL OF NATURAL PRODUCTS, 1990, 53 (02): : 396 - 406
  • [7] Antibacterial and Antimycobacterial Lignans and Flavonoids from Larrea tridentata
    Favela-Hernandez, J. M. J.
    Garcia, A.
    Garza-Gonzalez, E.
    Rivas-Galindo, V. M.
    Camacho-Corona, M. R.
    [J]. PHYTOTHERAPY RESEARCH, 2012, 26 (12) : 1957 - 1960
  • [8] Phenylpropanoid and lignan glycosides from the aerial parts of Lespedeza cuneata
    Zhou, Jian
    Li, Chuang-Jun
    Yang, Jing-Zhi
    Ma, Jie
    Wu, Lian-Qiu
    Wang, Wen-Jie
    Zhang, Dong-Ming
    [J]. PHYTOCHEMISTRY, 2016, 121 : 58 - 64
  • [9] Lignans and Phenylethanoid Glycosides from the Aerial Parts of Pogostemon cablin
    Chen, Jiaying
    Han, Linhang
    Li, Guangxia
    Sun, Liqin
    Qian, Fei
    Chen, Kaixian
    Zhang, Liuqiang
    Li, Yiming
    [J]. CHEMISTRY & BIODIVERSITY, 2022, 19 (12)
  • [10] Cytotoxic arylnaphthalide lignan glycosides from the aerial parts of Phyllanthus taxodiifolius
    Tuchinda, P
    Kumkao, A
    Pohmakotr, M
    Sophasan, S
    Santisuk, T
    Reutrakul, V
    [J]. PLANTA MEDICA, 2006, 72 (01) : 60 - 62