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Phytomedicine. 2000 Mar;7(1):15-9.

Cyclooxygenase active bioflavonoids from Balaton tart cherry and their structure activity relationships.

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1
Department of Horticulture, Michigan State University, USA.

Abstract

Several flavonoids and isoflavonoids isolated from Balaton tart cherry were assayed for prostaglandin H endoperoxide synthase (PGHS-1) enzyme or cyclooxygenase isoform-1 (COX-1) activity. Genistein showed the highest COX-1 inhibitory activity among the isoflavonoids studied, with an IC50 value of 80 microM. Kaempferol gave the highest COX-1 inhibitory activity among the flavonoids tested, with an IC50 value of 180 microM. The structure-activity relationships of flavonoids and isoflavonoids revealed that hydroxyl groups at C4', C5 and C7 in isoflavonoids were essential for appreciable COX-1 inhibitory activity. Also, the C2-C3 double bond in flavonoids is important for COX-1 inhibitory activity. However, a hydroxyl group at the position decreased COX-1 inhibitory activity by flavonoids.

PMID:
10782485
DOI:
10.1016/S0944-7113(00)80016-1
[Indexed for MEDLINE]

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