Dihydrochalcones and Benzoic Acid Derivatives from Piper dennisii

作者：Cabanillas Billy Joel; Le Lamer Anne Cecile; Castillo Denis; Arevalo Jorge; Estevez Yannick; Rojas Rosario; Valadeau Celine; Bourdy Genevieve; Sauvain Michel; Fabre Nicolas^*

来源：Planta Medica, 2012, 78(9): 914-918.

DOI：10.1055/s-0031-1298459

• Piper dennisii
• Piperaceae
• dihydrochalcones
• benzoic acids
• antileishmanial activities
• cytotoxicity

Two new dihydrochalcones (1, 2), as well as eight known compounds, piperaduncin C (3), 2%26apos;,6%26apos;-dihydroxy-4%26apos;-methoxydihydrochalcone (4), 4,2%26apos;, 6%26apos;-trihydroxy-4%26apos;-methoxydihydrochalcone (5), 4-hydroxy-3,5-bis(3-methyl-2-butenyl)-benzoic acid (6), 3,5-bis(3-methyl-2-butenyl)-4-methoxybenzoic acid (7), 4-hydroxy-3-(3-methyl-2-butenoyl)-5-(3-methyl-2-butenyl)-benzoic acid (8), 2,2-dimethyl-8-(3-methyl-2-butenyl)-2H-1-chromene-6-carboxylic acid (9), and 3-(3%26apos;,7%26apos;-dimethyl-2%26apos;,6%26apos;-octadienyl)-4-methoxybenzoic acid (10) were isolated from the leaves of Piper dennisii Trelease (Piperaceae), using a bioassay-guided fractionation to determine their antileishmanial potential. Among them, compound 10 exhibited the best antileishmanial activity (IC50 = 20.8 mu M) against axenic amastigote forms of Leishmania amazonensis, with low cytotoxicity on murine macrophages. In the intracellular macrophage-infected model, compound 10 proved to be more active (IC50 = 4.2 mu M). The chemical structures of compounds 1-10 were established based on the analysis of the spectroscopic data.

• 出版日期2012-6