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Kavalactones and Benzoic Acid Derivatives from Leaves of Piper fuligineum Kunth (Piperaceae)

Authors:

Mazzeu, Bruna F. 1 ; Felippe, Lidiane G. 1 ; Cotinguiba, Fernando 2 ; Kato, Massuo J. 3 ; Furlan, Maysa 1


Abstract:

The known kavalactones (E)-4-methoxy-6-styryl-2H-pyran-2-one. 4-methoxy-6-(3-phenyloxiran-2-yl)-2H-pyran-2-one. 6-(1,2-dihydroxy-2-phenylethyl)-4-methoxy-2H-pyran-2-one, the three benzoic acid derivatives methyl-4-methoxy-3-(3′-methyl-2′-butenyl)benzoate and methyl 2,2-dimethyl-4-oxochroman-6-carboxylate, and a new methyl 4-methoxy-3-(3-methylbut-2-enoyl)benzoate were isolated from the ethanolic extract of Piper fuligineum. The structures of these compounds were determined by using a combination of spectroscopic methods, including 1D-and 2D-nuclear magnetic resonance spectroscopy and high-resolution mass spectrometry. This is the first report of the chemical study of P. fuligineum, and the methyl 4-methoxy-3-(3-methylbut-2-enoyl) benzoate is described as a new natural product.


1  São Paulo State University – UNESP, Institute of Chemistry, Araraquara, São Paulo – Brazil

 Federal University of Rio de Janeiro – UFRJ, Instituto de Pesquisas de Produtos Naturais,  Rio de Janeiro  – Brazil

3  University of São Paulo – USP, Institute of Chemistry, Sao Paulo – Brazil


Link to full article:   http://jbcs.sbq.org.br/imagebank/pdf/2017-0289AR.pdf