Antiallergic Agents from Natural Sources. 3. Structures and Inhibitory Effects on Nitric Oxide Production and Histamine Release of Five Novel Polyacetylene Glucosides from Bidens parviflora WILLD.

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  • WANG Naili
    Department of Natural Products Chemistry, Shenyang Pharmaceutical University
  • YAO Xinsheng
    Department of Natural Products Chemistry, Shenyang Pharmaceutical University
  • ISHII Rie
    Saitama Institute of Public Health
  • KITANAKA Susumu
    College of Pharmacy, Nihon University

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Five new polyacetylene glucosides, bidensyneosides A1, A2, B, C (1-4), and 3-deoxybidensyneoside B (5), have been isolated from the air-dried whole plant of Bidens parviflora WILLD. The structures were identified based on spectroscopic analysis, physicochemical properties, and application of the modified Mosher method to be 3(R), 8(E)-8-decene-4, 6-diyne-1, 3-diol 1-O-β-D-glucopyranoside (1), deca-3(R), 8(Z) 8-decene-4, 6-diyne-1, 3-diol 1-O-β-D-glucopyranoside (2), 3(R)-deca-4, 6, 8-triyne-1, 3-diol 1-O-β-D-glucopyranoside (3), 3(R), 8(E)-8-decene-4, 6-diyne-1, 3, 10-triol 1-O-β-D-glucopyranoside (4), and 8(E)-8-decene-4, 6-diyne-1, 10-diol 1-O-β-D-glucopyranoside (5), respectively. These compounds inhibited nitric oxide (NO) production in lipopolysaccharide and interferon-γ activated murine macrophages (RAW264.7) and also inhibited histamine release from rat mast cells stimulated by the antigen-antibody reaction.

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