Anti-inflammatory activity of 2,5-dihydroxycyclohepta-2,4,6-trienone in rats

Abstract

In this study, the anti-inflammatory effects of a tropolone derivative, 2,5-dihydroxycyclohepta-2,4,6-trienone (AD-4), were investigated. The antiinflammatory potency of AD-4 was compared with that of indomethacin in carrageenan-induced inflammation models in rats. The effect on vascular permeability was also determined by hyaluronidase-induced capillary permeability. AD-4 decreased carrageenan-induced paw edema at doses of 3.62 9 10 2 , 7.24 9 10 2 , and 14.48 9 10 2 lmol/kg by 45% (p \ 0.001), 79% (p \ 0.001), and 83% (p \ 0.001), respectively, compared with the value of 49% (p \ 0.001) for indomethacin (69.8 lmol/kg). Additionally, AD-4 decreased hyaluronidase-induced capillary permeability significantly. In conclusion, AD-4 was determined to have antiinflammatory effects with lower toxicity than indomethacin. Anti-inflammatory effect of AD-4 may be related to its effects on vascular permeability.

Rearrangements of organic peroxides and related processes

“…Tropolones exhibit a broad spectrum of biological activities, including antibacterial, antiviral, antifungal, anti-allergic, anti-oxidant, and anti-inflammatory [ 348 – 349 ].…”

The Kornblum DeLaMare rearrangement in natural product synthesis: 25 years of innovation

“…Furthermore, this functionality is a valuable synthon which can be harnessed in subsequent synthetic transformations. Notable examples of the use of the KDM rearrangement over the past 70 years are its application in tropone and cycloheptatriene chemistry, [5][6][7][8][9][10][11] its appearance in prostaglandin biosynthesis, 12,13 and more recently, its employment as a tool in biomimetic natural product synthesis.…”