Intestinal Anti-inflammatory Activity of Coumarin and 4-Hydroxycoumarin in the Trinitrobenzenesulphonic Acid Model of Rat Colitis

Abstract

Coumarins represent an important class of phenolic compounds with multiple biological activities, including inhibition of lipidic peroxidation and neutrophil-dependent anion superoxide generation, anti-inflammatory and immunosuppressor actions. All of these proprieties are essential for that a drug may be used in the treatment of inflammatory bowel disease. The present study examined intestinal anti-inflammatory activity of coumarin and its derivative, the 4-hydroxycoumarin on experimental ulcerative colitis in rats. This was performed in two different experimental settings, i.e. when the colonic mucosa is intact or when the mucosa is in process of recovery after an initial insult. The results obtained revealed that the coumarin and 4-hydroxycoumarin, at doses of 5 and 25 mg/kg, significantly attenuated the colonic damage induced by trinitrobenzenesulphonic acid (TNBS) in both situations, as evidenced macroscopically, microscopically and biochemically. This effect was related to an improvement in the colonic oxidative status, since coumarin and 4-hydroxycoumarin prevented the glutathione depletion that occurred as a consequence of the colonic inflammation.

Synthesis of new 3,4-dihydropyrano[c]chromene derivatives and their evaluation as acetyl cholinesterase inhibitors

“…However, the proposed mechanism is supported to some degree by isolation of analogous Michael adducts in the previously studied reaction of 4-hydroxycoumarin with arylidenecyano acetamides [3].…”

“…The resulting Michael adduct 6 then undergoes intra molecular cyclization producing the annelatediminopyran 7. Subsequent tautomeric [1,3] sigmatropic shift gives compounds 8a-d.…”

“…Many of them display important pharmacological effects, including analgesic [1], anti-arthritis [2], anti-inflammatory [3], antipyretic [4], anti-bacterial [5], anti-viral [6], and anti-cancer [7] properties. 4-Hydroxycoumarin and its derivatives have been effectively used as anticoagulants for the treatment of disorders in which there is excessive or undesirable clotting, such as thrombophlebitis [8], pulmonary embolism [9], and certain cardiac conditions [10].…”

Potential antioxidant and anti-inflammatory effects of Hyphaena thebaica in experimentally induced inflammatory bowel disease

“…Various antioxidant flavonoids and coumarin derivatives have been reported as protective products to prevent and treat intestinal inflammatory processes induced by different chemical inductors of experimental colitis (Galvez et al, 2001;Distasi et al, 2004;Luchini et al, 2008;Witaicenis et al, 2010) Codonopsis lanceolata were active compounds in experimental colitis .…”

Reduction of 4-(bromomethyl)-2-oxo-2H-chromen-7-yl acetate at carbon cathodes in dimethylformamide and acetonitrile: Lifetime of the electrogenerated radical–anion

“…In the biochemical arena, 7-hydroxycoumarins are well known as anticoagulants and have recently shown promise as anti-tumor and multidrug resistance reversal agents [2]. In addition, 2H-chromen-2-ones find use in various pharmacological applications: antithrombotics [3]; analgesics [4]; antibiotics, antimicrobials, enzyme inhibitors, and antifungal compounds [2]; and anti-inflammatory [5] and antiviral (including anti-HIV) agents [6,7]. Because they are a subunit of more complex natural products [8][9][10][11][12], coumarin derivatives are used extensively in the food, cosmetic, alcohol, and tobacco industries [13].…”