Caffeic Acid Esters and Lignans from Piper sanguineispicum

被引:40
作者
Cabanillas, Billy Joel [1 ,3 ]
Le Lamer, Anne-Cecile [1 ]
Castillo, Denis [2 ]
Arevalo, Jorge [2 ]
Rojas, Rosario [2 ]
Odonne, Guillaume [1 ]
Bourdy, Genevieve [1 ,3 ]
Moukarzel, Beatrice [1 ]
Sauvain, Michel [1 ,3 ]
Fabre, Nicolas [1 ]
机构
[1] Univ Toulouse, UPS, UMR 152, Lab Pharmacochim Subst Nat & Pharmacophores Redox, F-31062 Toulouse 9, France
[2] Univ Peruana Cayetano Heredia, Lab Invest & Desarrollo, Fac Ciencias & Filosofia, Lima, Peru
[3] Mission IRD, UMR 152, Lima, Peru
来源
JOURNAL OF NATURAL PRODUCTS | 2010年 / 73卷 / 11期
关键词
LEISHMANICIDAL ACTIVITY; ABSOLUTE-CONFIGURATION; CHEMICAL-CONSTITUENTS; IN-VITRO; PLANTS; STEREOCHEMISTRY; CHEMOTHERAPY; AMAZONENSIS;
D O I
10.1021/np1005357
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Three new caffeic acid esters (1-3), four new lignans (4-7), and the known compounds (7'S)-parabenzlactone (8), dihydrocubebin (9), and justiflorinol (10) have been isolated from leaves of Piper sanguineispicum. Their structures were determined by spectroscopic methods, including 1D and 2D NMR, HRCIMS, CD experiments, and chemical methods. Compounds 1-10 were assessed for their antileishmanial potential against axenic amastigote forms of Leishmania amazonensis. Caffeic acid esters 1 and 3 exhibited the best antileishmanial activity (IC50 2.0 and 1.8 mu M, respectively) with moderate cytotoxicity on murine macrophages.
引用
收藏
页码:1884 / 1890
页数:7
相关论文
共 29 条
  • [1] [Anonymous], 2007, 5 CONS M LEISHM HIV
  • [2] Coumarins from Galipea panamensis and Their Activity against Leishmania panamensis
    Arango, Victor
    Robledo, Sara
    Seon-Meniel, Blandine
    Figadere, Bruno
    Cardona, Wilson
    Saez, Jairo
    Otalvaro, Felipe
    [J]. JOURNAL OF NATURAL PRODUCTS, 2010, 73 (05): : 1012 - 1014
  • [3] Spirolactone iridoids might be responsible for the antileishmanial activity of a Peruvian traditional remedy made with Himatanthus sucuuba (Apocynaceae)
    Castillo, D.
    Arevalo, J.
    Herrera, F.
    Ruiz, C.
    Rojas, R.
    Rengifo, E.
    Vaisberg, A.
    Lock, O.
    Lemesre, J.-L.
    Gornitzka, H.
    Sauvain, M.
    [J]. JOURNAL OF ETHNOPHARMACOLOGY, 2007, 112 (02) : 410 - 414
  • [4] Plant natural products with leishmanicidal activity
    Chan-Bacab, MJ
    Peña-Rodríguez, LM
    [J]. NATURAL PRODUCT REPORTS, 2001, 18 (06) : 674 - 688
  • [5] CHEMICAL CONSTITUENTS OF AUSTRALIAN ZANTHOXYLUM SPECIES .5. CONSTITUENTS OF Z-PLUVIATILE HARTLEY . STRUCTURES OF 2 NEW LIGNANS
    CORRIE, JET
    GREEN, GH
    RITCHIE, E
    TAYLOR, WC
    [J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1970, 23 (01) : 133 - &
  • [6] Chemotherapy of trypanosomiases and leishmaniasis
    Croft, SL
    Barrett, MP
    Urbina, JA
    [J]. TRENDS IN PARASITOLOGY, 2005, 21 (11) : 508 - 512
  • [7] Davies C R, 2000, Cad Saude Publica, V16, P925, DOI 10.1590/S0102-311X2000000400013
  • [8] DE CARVALHO MG, 1987, PHYTOCHEMISTRY, V26, P265
  • [9] Evaluation of the leishmanicidal activity of plants used by Peruvian Chayahuita ethnic group
    Estevez, Y.
    Castillo, D.
    Pisango, M. Tangoa
    Arevalo, J.
    Rojas, R.
    Alban, J.
    Deharo, E.
    Bourdy, G.
    Sauvain, M.
    [J]. JOURNAL OF ETHNOPHARMACOLOGY, 2007, 114 (02) : 254 - 259
  • [10] Leishmanicidal constituents from the leaves of Piper rusbyi
    Flores, Ninoska
    Cabrera, Gabriela
    Jimenez, Ignacio A.
    Pinero, Jose
    Gimenez, Alberto
    Bourdy, Genevieve
    Cortes-Selva, Fernando
    Bazzocchi, Isabel L.
    [J]. PLANTA MEDICA, 2007, 73 (03) : 206 - 211