Synthesis and Antitumor Activities of Dibenzylbutylester Lignans and Their Analogues

被引:0
|
作者
Xia, Ya-Mu [1 ]
He, Rui [2 ]
Ding, Yi-Ning [1 ]
机构
[1] Qingdao Univ Sci & Technol, Coll Chem Engn, Qingdao 266042, Peoples R China
[2] Qingdao Univ Sci & Technol, Coll Math & Phys, Qingdao 266042, Peoples R China
关键词
dibenzylbutylester lignan; synthesis; antitumor activity;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A useful synthetic route to dibenzylbutylester lignans was described using piperonal and veratraldehyde as the starting materials. This method involves Stobbe condensation and alkylation reactions to give the skeleton of lignan, then fellowed by transformation of functional groups to get target compounds. By this route, ten dibenzylbutylester lignans were obtained, four of which were natural products. The products were tested against human tumors, and some compounds show better activity against breast cancer cells.
引用
收藏
页码:2107 / 2114
页数:8
相关论文
共 16 条
  • [1] NEW LIGNANS FROM THE HEARTWOOD OF CLEISTANTHUS-COLLINUS
    ANJANEYULU, ASR
    RAMAIAH, PA
    ROW, LR
    VENKATESWARLU, R
    PELTER, A
    WARD, RS
    [J]. TETRAHEDRON, 1981, 37 (21) : 3641 - 3652
  • [2] Podophyllotoxin
    Canel, C
    Moraes, RM
    Dayan, FE
    Ferreira, D
    [J]. PHYTOCHEMISTRY, 2000, 54 (02) : 115 - 120
  • [3] FERRIE L, 2001, ORG LETT, V66, P2343
  • [4] THE CHEMISTRY OF BRAZILIAN MYRISTICACEAE .34. FLAVONES AND LIGNANS IN FLOWERS, FRUITS AND SEEDLINGS OF VIROLA-VENOSA
    KATO, MJ
    YOSHIDA, M
    GOTTLIEB, OR
    [J]. PHYTOCHEMISTRY, 1992, 31 (01) : 283 - 287
  • [5] TUMOR INHIBITORS .80. STEGANACIN AND STEGANANGIN, NOVEL ANTILEUKEMIC LIGNAN LACTONES FROM STEGANOTAENIA-ARALIACEA
    KUPCHAN, SM
    BRITTON, RW
    ZIEGLER, MF
    GILMORE, CJ
    RESTIVO, RJ
    BRYAN, RF
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (04) : 1335 - 1336
  • [6] LU XY, 1993, SYNLETT, P68
  • [7] KAEROPHYLLIN, A NEW LIGNAN FROM CHAEROPHYLLUM-MACULATUM
    MIKAYA, GA
    TURABELIDZE, DG
    KEMERTELIDZE, EP
    WULFSON, NS
    [J]. PLANTA MEDICA, 1981, 43 (04) : 378 - 380
  • [8] New furofuran and butyrolactone lignans with antioxidant activity from the stem bark of Styrax japonica
    Min, LS
    Na, MK
    Oh, SR
    Ahn, KS
    Jeong, GS
    Li, G
    Lee, SK
    Joung, H
    Lee, HK
    [J]. JOURNAL OF NATURAL PRODUCTS, 2004, 67 (12): : 1980 - 1984
  • [9] SAITO H, 1986, CHEM PHARM BULL, V34, P3741
  • [10] ISOLATION, STRUCTURE AND SYNTHESIS OF NEW DIARYLBUTANE LIGNANS FROM PHYLLANTHUS-NIRURI - SYNTHESIS OF 5'-DESMETHOXY NIRANTHIN AND AN ANTITUMOR EXTRACTIVE
    SATYANARAYANA, P
    VENKATESWARLU, S
    [J]. TETRAHEDRON, 1991, 47 (42) : 8931 - 8940