Caffeic acid esters and lignans from piper sanguineispicum

Billy Joel Cabanillas; Anne Cécile Le Lamer; Denis Castillo; Jorge Arevalo; Rosario Rojas; Guillaume Odonne; Geneviève Bourdy; Béatrice Moukarzel; Michel Sauvain; Nicolas Fabre

doi:10.1021/np1005357

Caffeic acid esters and lignans from piper sanguineispicum

Billy Joel Cabanillas
, Anne Cécile Le Lamer
, Denis Castillo
, Jorge Arevalo
, Rosario Rojas
, Guillaume Odonne
, Geneviève Bourdy
, Béatrice Moukarzel
, Michel Sauvain
, Nicolas Fabre

School of Science and Engineering

Université de Toulouse
Convenio IRD-PeruPetro
Universidad Peruana Cayetano Heredia

Research output: Contribution to journal › Article › peer-review

47 Scopus citations

Abstract

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 μM, respectively) with moderate cytotoxicity on murine macrophages.

Original language	English
Pages (from-to)	1884-1890
Number of pages	7
Journal	Journal of Natural Products
Volume	73
Issue number	11
DOIs	https://doi.org/10.1021/np1005357
State	Published - 29 Nov 2010

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title = "Caffeic acid esters and lignans from piper sanguineispicum",

abstract = "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 μM, respectively) with moderate cytotoxicity on murine macrophages.",

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T1 - Caffeic acid esters and lignans from piper sanguineispicum

AU - Cabanillas, Billy Joel

AU - Le Lamer, Anne Cécile

AU - Castillo, Denis

AU - Arevalo, Jorge

AU - Rojas, Rosario

AU - Odonne, Guillaume

AU - Bourdy, Geneviève

AU - Moukarzel, Béatrice

AU - Sauvain, Michel

AU - Fabre, Nicolas

PY - 2010/11/29

Y1 - 2010/11/29

N2 - 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 μM, respectively) with moderate cytotoxicity on murine macrophages.

AB - 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 μM, respectively) with moderate cytotoxicity on murine macrophages.

UR - https://www.scopus.com/pages/publications/78650186698

U2 - 10.1021/np1005357

DO - 10.1021/np1005357

M3 - Artículo

C2 - 20954722

AN - SCOPUS:78650186698

SN - 0163-3864

VL - 73

SP - 1884

EP - 1890

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 11

ER -

Caffeic acid esters and lignans from piper sanguineispicum

Abstract

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