Resveratrol and Other Phenolics from the Bark of Yucca schidigera Roezl.

Wieslaw Oleszek,* Magdalena Sitek, Anna Stochmal, Sonia Piacente, Cosimo Pizza, and Peter Cheeke§
Department of Biochemistry, Institute of Soil Science and Plant Cultivation, ul. Czartoryskich 8, 24-100 Pulawy, Poland, Dipartimento di Scienze Farmaceutiche, Università d'egli Studi di Salerno, via Ponte Don Melillo, 84084 Fisciano, Salerno, Italy, and Department of Animal Sciences, Oregon State University, Corvallis, Oregon 97331
J. Agric. Food Chem., 2001, 49 (2), pp 747–752
DOI: 10.1021/jf001056f
Publication Date (Web): January 11, 2001
Copyright © 2001 American Chemical Society

Abstract

Five phenolic constituents have been identified in Yucca schidigera bark, and their structures were established by spectral (FABMS and NMR) experiments. These included two known stilbenes, trans-3,4‘,5-trihydroxystilbene (resveratrol) and trans-3,3‘,5,5‘-tetrahydroxy-4‘-methoxystilbene, as well as three novel compounds, yuccaols A, B, and C, with spiro-structures rarely occurring in the plant kingdom. It is suggested that yuccaols A−C are biosynthethized via attachment of a stilbenic derivative to the carbocationic intermediate of the oxidative flavanone−flavonol conversion.

Keywords: Yucca; Yucca schidigera; resveratrol; stilbenes; yuccaols AC; phenolics

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This article has been cited by 6 ACS Journal articles (5 most recent appear below).

  • Cover Image

    Influence of Phenolic Constituents from Yucca schidigera Bark on Arachidonate Metabolism in Vitro

    Eva M. Wenzig, Wieslaw Oleszek, Anna Stochmal, Olaf Kunert and Rudolf Bauer
    Journal of Agricultural and Food Chemistry2008 56 (19), 8885-8890
    • Influence of Phenolic Constituents from Yucca schidigera Bark on Arachidonate Metabolism in Vitro

      Eva M. Wenzig, Wieslaw Oleszek, Anna Stochmal, Olaf Kunert and Rudolf Bauer
      Journal of Agricultural and Food Chemistry2008 56 (19), 8885-8890

      Yucca schidigera Roezl. (Agavaceae) has been traditionally used to treat a variety of diseases including arthritis and rheumatism. Phenolic constituents isolated from yucca bark, such as resveratrol, trans-3,3′,5,5′-tetrahydroxy-4′-methoxystilbene, and ...

  • Cover Image

    Yucca gloriosa:  A Source of Phenolic Derivatives with Strong Antioxidant Activity

    Carla Bassarello, Giuseppe Bifulco, Paola Montoro, Alexandre Skhirtladze, Mariam Benidze, Ether Kemertelidze, Cosimo Pizza, and Sonia Piacente
    Journal of Agricultural and Food Chemistry2007 55 (16), 6636-6642
    • Yucca gloriosa:  A Source of Phenolic Derivatives with Strong Antioxidant Activity

      Carla Bassarello, Giuseppe Bifulco, Paola Montoro, Alexandre Skhirtladze, Mariam Benidze, Ether Kemertelidze, Cosimo Pizza, and Sonia Piacente
      Journal of Agricultural and Food Chemistry2007 55 (16), 6636-6642

      On the basis of the biological activities exhibited by the phenolic constituents of Yucca schidigera, the antioxidant activity of the methanol extract of Yucca gloriosa roots was evaluated in the TEAC assay. The strong activity exerted by this extract ...

  • Cover Image

    Resveratrol, Pterostilbene, and Piceatannol in Vaccinium Berries

    Agnes M. Rimando, Wilhelmina Kalt, James B. Magee, Jim Dewey, and James R. Ballington
    Journal of Agricultural and Food Chemistry2004 52 (15), 4713-4719
    • Resveratrol, Pterostilbene, and Piceatannol in Vaccinium Berries

      Agnes M. Rimando, Wilhelmina Kalt, James B. Magee, Jim Dewey, and James R. Ballington
      Journal of Agricultural and Food Chemistry2004 52 (15), 4713-4719

      A study was conducted to determine the presence of resveratrol, pterostilbene, and piceatannol in Vaccinium berries. Samples representing selections and cultivars of 10 species from Mississippi, North Carolina, Oregon, and Canada were analyzed by gas ...

  • Cover Image

    Yucca schidigera Bark:  Phenolic Constituents and Antioxidant Activity

    Sonia Piacente, Paola Montoro, Wieslaw Oleszek, and Cosimo Pizza
    Journal of Natural Products2004 67 (5), 882-885
    • Yucca schidigera Bark:  Phenolic Constituents and Antioxidant Activity

      Sonia Piacente, Paola Montoro, Wieslaw Oleszek, and Cosimo Pizza
      Journal of Natural Products2004 67 (5), 882-885

      Two new phenolic constituents with unusual spirostructures, named yuccaols D (1) and E (2), were isolated from the MeOH extract of Yucca schidigera bark. Their structures were established by spectroscopic (ESIMS and NMR) analysis. The new yuccaols D and E,...

  • Cover Image

    Interaction among Phenols in Food Fortification:  Negative Synergism on Antioxidant Capacity

    Manuel Pinelo, Lara Manzocco, Maria José Nuñez, and Maria Cristina Nicoli
    Journal of Agricultural and Food Chemistry2004 52 (5), 1177-1180
    • Interaction among Phenols in Food Fortification:  Negative Synergism on Antioxidant Capacity

      Manuel Pinelo, Lara Manzocco, Maria José Nuñez, and Maria Cristina Nicoli
      Journal of Agricultural and Food Chemistry2004 52 (5), 1177-1180

      In this work, a study about the consequences of the interaction among phenol compounds on antioxidant capacity is proposed. The antiradical activity evolution of an ethanol solution containing a mixture of three monophenols (catechin, resveratrol, and ...

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History

  • Published In Issue February 19, 2001
  • Received for review August 25, 2000. Revised manuscript received November 14, 2000. Accepted November 17, 2000.

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