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.

Five new polyacetylene glucosides, bidensyneosides A(1), A(2), B, C (1-4), and 3-deoxybidensyncoside B (5). have been isolated from the air-dried whol e plant of Bidens parviflora WH.I.D. The structures were identified based o n spectroscopic analysis, physicochemical properties, and application of th e modified Mosher method to be 3(R),8(E)-8-decene-4,6-diyne-1,3-diol 1-O-be ta -D-glucopyranoside (1), deca-3(R),S(Z) 8-decene-4,6-diyne-1,3-diol 1-O-b eta -D-glucopyranoside (2), 3(R)-deca-4,6,8-triyne-1,3-diol 1-O-beta -D-glu copyranoside (3), 3(R),8(E)-8-decene-4,6-diyne-1,3,10-triol 1-O-beta -gluco pyranoside (4), and 8(E)-8-decene-4.6-diyne-1,10-diol 1-O-beta -D-glucopyra noside (5), respectively. These compounds inhibited nitric oxide (NO) produ ction in lipopolysaccharide and interferon-gamma activated murine macrophag es (RAW264.7) and also inhibited histamine release from rat mast cells stim ulated by the antigen-antibody reaction.