[Influence of Hydroxy-1,4-naphthoquinone Derivatives on Prostaglandin synthesis (author's transl)].
Inhibition of cyclo-oxygenase reaction during prostaglandin formation in the renal medulla of the rat by 1,4-naphthoquinone derivatives is compared with the known enzyme inhibition properties of natural and synthetic flavonols. Structure-activity relationship study shows strong correlation between chemical properties (vicinal hydroxy-oxo structure of planar molecules) and physicochemical parameters (polarity and acidity). The most potent compounds are 2-ethyl-5-hydroxy-1,4-naphthoquinone (9) and 2-methyl-3-hydroxy-1,4-naphthoquinone (6).
D000818:Animals; D004396:Coloring Agents / Q000494:pharmacology; D066298:In Vitro Techniques; D008297:Male; D009285:Naphthoquinones / Q000138:chemical synthesis / Q000494:pharmacology*; D011448:Prostaglandin Antagonists / Q000138:chemical synthesis*; D011453:Prostaglandins / Q000096:biosynthesis*; D051381:Rats; D011919:Rats, Inbred Strains; D013329:Structure-Activity Relationship
D004396:Coloring Agents; D009285:Naphthoquinones; D011448:Prostaglandin Antagonists; D011453:Prostaglandins; C005090:lawsone
Beeinflussung der Prostaglandin-Synthese durch Hydroxy-1,4-naphthochinon-Derivate. 2. Mitt: Untersuchungen an 1,4-Naphthochinonen.