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Dihydrochalcones and Benzoic Acid Derivatives From Piper Dennisii

Dihydrochalcones and Benzoic Acid Derivatives From Piper Dennisii

Billy Joel Cabanillas, Anne-Cécile Le Lamer, Denis Castillo, Jorge Arevalo, Yannick Estevez, Rosario Rojas, Céline Valadeau, Geneviève Bourdy, Michel Sauvain, Nicolas Fabre

Planta Med. 2012 Jun;78(9):914-8.

PMID: 22516933

Abstract:

Two new dihydrochalcones (1, 2), as well as eight known compounds, piperaduncin C (3), 2',6'-dihydroxy-4'-methoxydihydrochalcone (4), 4,2',6'-trihydroxy-4'-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',7'-dimethyl-2',6'-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 µM) 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 µM). The chemical structures of compounds 1-10 were established based on the analysis of the spectroscopic data.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP35241555	2′,6′-Dihydroxy 4′-methoxydihydrochalcone		35241-55-5	Price

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