Cytotoxic guaianolides and seco-guaianolides from Artemisia atrovirens

被引:10
|
作者
Zheng, Yongzhe [1 ,2 ,3 ]
Ke, Chang-Qiang [1 ,2 ]
Zhou, Shuaizhen [1 ,2 ]
Feng, Lu [1 ,2 ]
Tang, Chunping [1 ,2 ]
Ye, Yang [1 ,2 ,3 ,4 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Mat Medial, State Key Lab Drug Res, Shanghai 201203, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Mat Medial, Nat Prod Chem Dept, Shanghai 201203, Peoples R China
[3] Univ Chinese Acad Sci, 19A Yuquan Rd, Beijing 100049, Peoples R China
[4] Shanghai Tech Univ, Sch Life Sci & Technol, Shanghai 201210, Peoples R China
基金
中国国家自然科学基金;
关键词
Artemisia atrovirens; Guaianolide; TDDFT ECD calculation; Cytotoxicity; SESQUITERPENE LACTONES; ABSOLUTE-CONFIGURATIONS; CONSTITUENTS; ARGYI;
D O I
10.1016/j.fitote.2021.104900
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A phytochemical investigation of a medicinal plant Artemisia atrovirens was carried out, resulting in the characterization of a novel bis-nor seco-guaianolide, seco-atrovirenolide A (1), a new 1,10-seco-guaianolide derivative, seco-atrovirenoic acid A (2), and a new artifact 10-methanoyloxy-seco-atrovirenoic acid A (3), together with eight known guaianolide and seco-guaianolide derivatives (4-11). The structures of new compounds were fully established by extensive analysis of MS, 1D and 2D NMR spectroscopic data. The absolute configurations of the isolated compounds were confirmed by TDDFT ECD calculation, Mosher's method, and X-ray crystal diffraction experiment. All the compounds were tested in vitro for their cytotoxicity against HL-60 and A549 cell lines. Some of them showed moderate inhibitory activity against HL-60 cell lines with IC50 values ranging from 5.99 to 11.74 mu M.
引用
收藏
页数:8
相关论文
共 50 条
  • [41] GUAIANOLIDES FROM VENIDIUM-FASTUOSUM
    ALI, AA
    ELEMARY, NA
    KHALIFA, AA
    FRAHM, AW
    PHYTOCHEMISTRY, 1992, 31 (08) : 2781 - 2784
  • [42] GUAIANOLIDES FROM CREPIS-CROCEA
    KISIEL, W
    JAKUPOVIC, J
    HUNECK, S
    PHYTOCHEMISTRY, 1994, 35 (01) : 269 - 270
  • [43] Guaianolides from Salvia nubicola (Lamiaceae)
    Ali, Muhammad Shaiq
    Ahmed, Waqar
    Armstrong, Andrea Florence
    Ibrahim, Syed Amir
    Ahmed, Shakeel
    Parvez, Masood
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2006, 54 (09) : 1235 - 1238
  • [44] Millifolides A-C. New 1,10-Seco-guaianolides from the Flowers of Achillea millefolium
    Li, Yong
    Ni, Zhi-Yu
    Zhu, Meng-Chu
    Zhang, Kai
    Wu, Yi-Bing
    Dong, Mei
    Shi, Qing-Wen
    Huo, Chang-Hong
    Sauriol, Francoise
    Kiyota, Hiromasa
    Gu, Yu-Cheng
    Cong, Bin
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2012, 67 (05): : 438 - 446
  • [45] FURTHER GUAIANOLIDES FROM HYMENOPAPPUS SPECIES
    EID, F
    JAKUPOVIC, J
    BOHLMANN, F
    WATSON, L
    ESTES, JR
    PHYTOCHEMISTRY, 1988, 27 (01) : 193 - 195
  • [46] GUAIANOLIDES AND LABDANES FROM BRICKELLIA SPECIES
    ZDERO, C
    BOHLMANN, F
    KING, RM
    PHYTOCHEMISTRY, 1991, 30 (05) : 1591 - 1595
  • [47] GUAIANOLIDES FROM SAUSSUREA-LAPPA
    KALSI, PS
    KUMAR, S
    JAWANDA, GS
    CHHABRA, BR
    PHYTOCHEMISTRY, 1995, 40 (06) : 1713 - 1715
  • [48] Four guaianolides from Sinodielsia yunnanensis
    Wang, NH
    Taniguchi, M
    Tsuji, D
    Doi, M
    Ohishi, H
    Yoza, K
    Baba, K
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2003, 51 (01) : 68 - 70
  • [49] Guaianolides and germacradienolides from Stevia sanguinea
    deHernandez, ZNJ
    Hernandez, LR
    Catalan, CAN
    Gedris, TE
    Herz, W
    PHYTOCHEMISTRY, 1997, 46 (04) : 721 - 727
  • [50] GUAIANOLIDES FROM STEVIA-GILLIESII
    HERNANDEZ, LR
    CATALAN, CAN
    CERDAGARCIAROJAS, CM
    JOSEPHNATHAN, P
    NATURAL PRODUCT LETTERS, 1995, 6 (03): : 215 - 221