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ARS Home » Northeast Area » Boston, Massachusetts » Jean Mayer Human Nutrition Research Center On Aging » Research » Publications at this Location » Publication #177672
Title: FLAVONOIDS STRUCTURE IN RELATION TO ANGIOGENESIS AND CELL-CELL ADHESION

Author
item MEYDANI, MOHSEN - TUFTS/HNRCA
item KIM, JONG-DEOG - YOSU NATL UNIV KOREA
item LIU, LIPING - TUFTS/HNRCA

Submitted to: Free Radical Biology and Medicine
Publication Type: Abstract Only
Publication Acceptance Date: 11/1/2004
Publication Date: 12/15/2004
Citation: Meydani, M., Kim, J., Liu, L., 2004. Flavonoids structure in relation to angiogenesis and cell-cell adhesion. [abstract]. Free Radical Biology and Medicine. 37(Suppl1):S38.

Interpretive Summary:

Technical Abstract: The antioxidant activity of flavonoids has been suggested to contribute to several health benefits of fruits and vegetables consumption. Four flavonoids: myricetin(M), quercetin(Q), kaemfperol(K), and galangin(G), all with different numbers of hydroxyl groups (-OH), were examined for antioxidant activity, cytotoxicity, and potential antiangiogenic and cell adhesion inhibitory effects. The relative antioxidant capacity of these flavonoids in cell culture media was: M>Q>K>G, which correlated respectively with the presence of 3, 2, 1, and 0 groups of -OH on their B-ring, where formation and decay of flavonoid aroxyl radicals occur. The higher the numbers of -OH groups on the B-ring, the less toxic the flavonoid was to endothelial cells (EC). LD50 was: M (100 microM) > Q (50 microM) > K (20 microM) > G (10 microM). The percent of suppression of ½ LD50 of flavonoids on tubular structure formation in vascular endothelial growth factor (VEGF)-stimulated EC on Matrigel was: M (47.3)> Q (36.9)> K (15) > G (14.2). Adhesion of U937 monocytic cells to interleukin (IL)-1beta stimulated EC was significantly inhibited with non-toxic doses of flavonoids at a magnitude associated with a high number of -OH groups on the B-ring. The expression of vascular cell adhesion molecular-1, intracellular adhesion molecule-1, and E-selectin by EC was also inhibited with non-toxic doses of these flavonoids at the magnitude associated with structural-activity related to the -OH groups on the B-ring. The large numbers of -OH groups on the B-ring of the flavonoids provides more polarity and differential electron capacity to interact with cell surface molecules, to scavenge reactive oxygen species, and to provide a stronger antioxidant activity, which in turn contributes to their biological impacts.