Antioxidant Phenolic Glycosides from Moricandia arvensis

Hatem Braham, Zine Mighri, Hichem Ben Jannet, Susan Matthew, and Pedro M. Abreu*
Laboratoire de Chimie des Substances Naturelles et de Synthèse Organique, Faculté des Sciences de Monastir, 5000 Monastir, Tunisia, and CQFB/REQUIMTE, Faculdade de Ciências e Tecnologia da Universidade Nova de Lisboa, 2829-516 Caparica, Portugal
J. Nat. Prod., 2005, 68 (4), pp 517–522
DOI: 10.1021/np049581m
Publication Date (Web): March 18, 2005
Copyright © 2005 American Chemical Society and American Society of Pharmacognosy

Abstract

Abstract Image

The new phenolic glycosides quercetin 3,4‘-di-O-β-d-glucopyranoside-7-O-α-l-rhamnopyranoside (moricandin) (1), β-d-glucopyranosyl 4-O-β-d-glucopyranosylcaffeate (2), methyl 3-O-β-d-glucopyranosyl-5-hydroxycinnamate (3), and β-d-glucopyranosyl 4-O-β-d-glucopyranosylbenzoate (4), together with the previously known β-d-glucopyranosyl 4-hydroxybenzoate (5), methyl 4-O-β-d-glucopyranosylcaffeate (6), 1-O-caffeoyl-β-d-glucopyranoside (7), and 2-phenylethyl-β-d-glucopyranoside (8), were isolated from the flowers of Moricandia arvensis. Their structures were elucidated by extensive spectroscopic analysis and chemical methods. Compounds 18 were evaluated for antioxidant activity using DPPH, TEAC, and reducing power assays, where the caffeic acid derivative 7 and the quercetin triglycoside 2 proved to possess the most potent scavenging activity.

Citing Articles

View all 16 citing articles

Citation data is made available by participants in CrossRef's Cited-by Linking service. For a more comprehensive list of citations to this article, users are encouraged to perform a search in SciFinder.

This article has been cited by 3 ACS Journal articles (3 most recent appear below).

  • Cover Image

    Identification of New Flavonoid Glycosides and Flavonoid Profiles To Characterize Rocket Leafy Salads (Eruca vesicaria and Diplotaxis tenuifolia)

    Ascensión Martínez-Sánchez, Rafael Llorach, María I. Gil, and Federico Ferreres
    Journal of Agricultural and Food Chemistry2007 55 (4), 1356-1363
    • Identification of New Flavonoid Glycosides and Flavonoid Profiles To Characterize Rocket Leafy Salads (Eruca vesicaria and Diplotaxis tenuifolia)

      Ascensión Martínez-Sánchez, Rafael Llorach, María I. Gil, and Federico Ferreres
      Journal of Agricultural and Food Chemistry2007 55 (4), 1356-1363

      “Rocket” is a collective name used to term some species within the Eruca and Diplotaxis genera, whose leaves are characterized by a more or less pungent taste. Different approaches have been carried out to differentiate both genera that have similar leaf ...

  • Cover Image

    Profiling the Chlorogenic Acids and Other Caffeic Acid Derivatives of Herbal Chrysanthemum by LC−MSn

    Michael N. Clifford, Weiguo Wu, Jo Kirkpatrick, and Nikolai Kuhnert
    Journal of Agricultural and Food Chemistry2007 55 (3), 929-936
    • Profiling the Chlorogenic Acids and Other Caffeic Acid Derivatives of Herbal Chrysanthemum by LC−MSn

      Michael N. Clifford, Weiguo Wu, Jo Kirkpatrick, and Nikolai Kuhnert
      Journal of Agricultural and Food Chemistry2007 55 (3), 929-936

      Four samples of herbal chrysanthemum have been profiled qualitatively by LC−MS5 to identify their component chlorogenic acids and partially characterize other caffeic acid derivatives. The chlorogenic acids were minor components, and the four samples ...

  • Cover Image

    Phytochemical Constituents from Salsola tetrandra

    M. Habib Oueslati, Hichem Ben Jannet, Zine Mighri, J. Chriaa, and Pedro M. Abreu
    Journal of Natural Products2006 69 (9), 1366-1369
    • Phytochemical Constituents from Salsola tetrandra

      M. Habib Oueslati, Hichem Ben Jannet, Zine Mighri, J. Chriaa, and Pedro M. Abreu
      Journal of Natural Products2006 69 (9), 1366-1369

      The new norisoprenoid 3β-hydroxy-5α,6α-epoxy-β-ionone-2α-O-β-d-glucopyranoside (1) and the long-chain hydroxy fatty acids 9,12,13-trihydroxyoctadeca-10(E),15(Z)-dienoic acid (2) and 9,12,13-trihydroxyoctadeca-10(E)-dienoic acid (3) were isolated from ...

Tools

SciFinder Links

SciFinder subscribers:  Click to sign in | Not a SciFinder subscriber? Learn more at www.cas.org

Explore by:


History

  • Published In Issue April 22, 2005
  • Received December 27, 2004

Recommend & Share

  • Share on ACS NetworkACS Network
  • Add to FacebookFacebook
  • Tweet ThisTweet This
  • Add to CiteULikeCiteULike
  • Add to NewsvineNewsvine
  • Digg ThisDigg This
  • Add to DeliciousDelicious

Related Content

Other ACS content by these authors: