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

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          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.

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          Author and article information

          Contributors
          Role: ND
          Role: ND
          Role: ND
          Role: ND
          Role: ND
          Journal
          jbchs
          Journal of the Brazilian Chemical Society
          J. Braz. Chem. Soc.
          Sociedade Brasileira de Química (São Paulo, SP, Brazil )
          0103-5053
          1678-4790
          June 2018
          : 29
          : 6
          : 1286-1290
          Affiliations
          [3] São Paulo São Paulo orgnameUniversidade de São Paulo orgdiv1Instituto de Química Brazil
          [2] Rio de Janeiro Rio de Janeiro orgnameUniversidade Federal do Rio de Janeiro orgdiv1Instituto de Pesquisas de Produtos Naturais Brazil
          [1] Araraquara São Paulo orgnameUniversidade Estadual Paulista orgdiv1Instituto de Química Brazil
          Article
          S0103-50532018000601286
          10.21577/0103-5053.20170225
          3a09326b-cf7e-4da2-8e7f-3743588ad19b

          This work is licensed under a Creative Commons Attribution 4.0 International License.

          History
          : 30 June 2017
          : 06 December 2017
          Page count
          Figures: 0, Tables: 0, Equations: 0, References: 36, Pages: 5
          Product

          SciELO Brazil


          benzoic acid derivatives,kavalactones,Piperaceae,Piper fuligineum

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