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R C Robbins, R H Hammer, C F Simpson, Methoxylated Phenyl Benzo-γ-Pyrone Derivatives (Flavonoids) That Highly Inhibit Erythrocyte Aggregation, Clinical Chemistry, Volume 17, Issue 11, 1 November 1971, Pages 1109–1113, https://doi.org/10.1093/clinchem/17.11.1109
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Abstract
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.
