Synthesis and Anti-inflammatory Activity of Some Benzofuran and Benzopyran-4-one Derivatives

Abstract

New series of furosalicylic acids 3a-c, furosalicylanilides 6a-n, furobenzoxazines 8a-f, 1-benzofuran-3-arylprop-2-en-1-ones 12a,b, 6-(aryl-3-oxoprop-1-enyl)-4H-chromen-4-ones 16a-c and 6-[6-aryl-2-thioxo-2,5-dihydropyrimidin-4-yl]-4H-chromen-4-ones 17a-c were synthesized. Anti-inflammatory activity evaluation was performed using carrageenan-induced paw edema model in rats and prostaglandin E 2 (PGE 2 ) synthesis inhibition activity. Some of the tested compounds revealed comparable activity with less ulcerogenic effect than Diclofenac at a dose 100 mg/kg. All the synthesized compounds were docked on the active site of cyclooxygenase-2 (COX-2) enzyme and most of them showed good interactions with the amino acids of the active site comparable to the interactions exhibited by Diclofenac.

Changes of Exhaled Volatile Organic Compounds in Postoperative Patients Undergoing Analgesic Treatment: A Prospective Observational Study

“…It may induce genotoxicity [ 18 ]. Other studies indicate that benzopyran derivatives may be useful anti-inflammatory agents [ 19 ]. Additionally, an antinociceptive effect for 6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran was reported in mice mediated by an opioid-like mechanism [ 20 ].…”

Discrimination of Naturally-Occurring 2-Arylbenzofurans as Cyclooxygenase-2 Inhibitors: Insights into the Binding Mode and Enzymatic Inhibitory Activity

“…A huge interest on benzofuran-containing compounds has been originated several years ago because of their important biological and pharmacological properties and their extensive natural occurrence [5]. Benzofuran moiety is considered to be an indole isostere (a potent pharmacodynamic moiety exhibiting anti-inflammatory activity) and, consequently, several anti-inflammatory benzofuran-based compounds have been studied [6,7]. However, despite the plethora of reported benzofuran derivatives, 2-arylbenzofurans have not been sufficiently explored at a molecular level for COX-2 inhibition in spite of some of them exhibiting selective in-vitro anti-COX-2 activity [8,9].…”

Synthesis and in vitro cytotoxic evaluation of some novel hexahydroquinoline derivatives containing benzofuran moiety

“…Also, recent studies showed that novel 1,4,5,6,7,8-hexahydroquinoline derivatives have significant cytotoxic activity against different human cancer cell lines [10][11][12]. Also, literature survey documented that various benzofuran compounds are known to possess important biological properties, including antimicrobial [13][14][15], antifungal [16], antiviral [17], anti-inflammatory [18,19], antidiabetic [20], antioxidant [21,22]. Moreover, many benzofuran derivatives have shown remarkable anticancer activity [23][24][25][26].…”