Cytotoxic effects of mammea type coumarins from Calophyllum brasiliense

被引:82
作者
Reyes-Chilpa, R
Estrada-Muñiz, E
Apan, TR
Amekraz, B
Aumelas, A
Jankowski, CK
Vázquez-Torres, M
机构
[1] Univ Nacl Autonoma Mexico, Inst Quim, Mexico City 04510, DF, Mexico
[2] Univ Moncton, Dept Chem & Biochem, Moncton, NB E1A 3E9, Canada
[3] Univ Veracruzana, Inst Invest Biol, Xalapa 91000, Veracruz, Mexico
关键词
Calophyllum brasiliense; clusiaceae; mammea; coumarins; triterpenoids; biflavonoids; cytotoxic activity; tumor cell lines; HIV; reverse transcriptase; enterobacteria;
D O I
10.1016/j.lfs.2004.03.017
中图分类号
R-3 [医学研究方法]; R3 [基础医学];
学科分类号
1001 ;
摘要
Calophyllum brasiliense (Clusiaceae) is a big tree from the Tropical Rain Forests of the American continent. The organic extracts from the leaves yielded coumarins of the mammea type: mammea A/BA, A/BB, B/BA, B/BB, C/OA, C/OB, B/BA cyclo F, B/BB cyclo F, and isomammeigin. The triterpenoids friedelin and canophyllol, as well as the biflavonoid amentoflavone, protocatechuic and shikimic acids, were also obtained. Most of the isolated compounds were tested in vitro against K562, U251, and PO human tumor cell lines. The coumarins were cytotoxic against the three cell lines, the highest activity was shown by mammea A/BA (IC50 = 0.04 to 0.59 muM). The mixtures of mammea A/BA + A/BB, mammea B/BA + B/BB and mammea C/OA + C/OB were also highly active (IC50 < 4.05 muM). Friedelin was cytotoxic only against PC3, and U251 lines. Inhibition of HIV-1 reverse transcriptase was also assayed in vitro; however, none of the tested compounds (250 muM) prevented the activity of this enzyme. Most of the isolated compounds were also inactive against fourteen bacterial strains; however mammea A/BA + A/BB, and mammea C/OA + C/OB inhibited the growth of Staphylococcus aureus, S. epidermidis and Bacillus subtilis. (C) 2004 Elsevier Inc. All rights reserved.
引用
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页码:1635 / 1647
页数:13
相关论文
共 36 条
  • [1] BARRIGA HG, 1992, FLORA MED COLOMBIA, V2, P210
  • [2] PLANTS USED IN GUATEMALA FOR THE TREATMENT OF GASTROINTESTINAL DISORDERS .1. SCREENING OF 84 PLANTS AGAINST ENTEROBACTERIA
    CACERES, A
    CANO, O
    SAMAYOA, B
    AGUILAR, L
    [J]. JOURNAL OF ETHNOPHARMACOLOGY, 1990, 30 (01) : 55 - 73
  • [3] CARPENTER I, 1970, TETRAHEDRON LETT, V11, P3983
  • [4] Induction of apoptosis by esculetin in human leukemia cells
    Chu, CY
    Tsai, YY
    Wang, CJ
    Lin, WL
    Tseng, TH
    [J]. EUROPEAN JOURNAL OF PHARMACOLOGY, 2001, 416 (1-2) : 25 - 32
  • [5] Cravioto A, 1996, Gac Med Mex, V132, P611
  • [6] EXTRACTIVES OF MAMMEA-AMERICANA L .5. INSECTICIDAL COMPOUNDS
    CROMBIE, L
    GAMES, DE
    REED, GF
    HASKINS, NJ
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1972, (18): : 2255 - &
  • [7] EXTRACTIVES OF MAMMEA AMERICANA L .2. 4-PHENYLCOUMARINS . ISOLATION AND STRUCTURE OF MAMMEA A/AA A/A CYCLO D A/BA A/AB AND A/BB
    CROMBIE, L
    GAMES, DE
    MCCORMIC.A
    [J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (23): : 2553 - &
  • [8] SYNTHESIS OF MAMMEINS AND SURANGIN-A
    CROMBIE, L
    JONES, RCF
    PALMER, CJ
    [J]. TETRAHEDRON LETTERS, 1985, 26 (24) : 2929 - 2932
  • [9] CROMBIE L, 1966, TETRAHEDRON LETT, V7, P145
  • [10] da Silva KL, 2001, THERAPIE, V56, P431