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Clinical Chemistry 17: 1109-1113, 1971;
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Clinical Chemistry, Vol 17, 1109-1113, Copyright © 1971 by the American Association for Clinical Chemistry

Methoxylated Phenyl Benzo-ggr-Pyrone Derivatives (Flavonoids) That Highly Inhibit Erythrocyte Aggregation

R. C. Robbins 1, R. H. Hammer 1, and C. F. Simpson 1

1 Departments of Food Science, Pharmaceutical Chemistry, and Veterinary Science, University of Florida, Gainesville, Fla. 32601.

Methoxylated flavonoids containing one or three to seven methoxyl groups were compared for inhibitory activity on erythrocyte aggregation in vitro. A serial erythrocyte sedimentation procedure was used, in which the compounds are incubated in blood maintained in thermal and flow equilibria. All compounds tested (30 µmol/liter) significantly inhibited erythrocyte aggregation: hesperidin < tri-O-methylapigenin < tetra-O-methylscutellarein < tangeretin < heptamethoxyflavone < nobiletin < sinensetin. The most active compound, sinensetin, contained methoxyl groups at the 3',4',5,6,7 positions. Compounds with fewer methoxyl groups were significantly less active (P < 0.01), as were compounds with additional methoxyl groups at the 3 and 8 positions. On a molar basis, compounds containing five to seven methoxyl groups were several fold more active on erythrocyte aggregation than was low-molecular-weight dextran.


Key Words: ESR • PCV • structure—activity relationships • low-molecular-weight dextran • antithromboembolism • "vitamin P"

Submitted on March 26, 1971
Accepted on August 2, 1971






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Copyright © 1971 by the American Association for Clinical Chemistry.