Synthesis, analgesic, anti-inflammatory, ulcerogenic evaluation, and docking study of (benzoylphenoxy)-N-{5-[2-methylphenyl-6-chlorobenzoxazole]} acetamides as COX/5-LOX inhibitor

The COX and 5-LOX inhibitors with analgesic and anti-inflammatory effectiveness and very less gastrointestinal toxicity have been recognized as constructive and sustainable agents for inflammatory treatment. In this approach, a series of titled compounds (10a-j) were developed, synthesized, and evaluated in terms of in-vitro COX and LOX enzyme inhibition followed by analgesic, anti-inflammatory, and the ulcerogenic activity. The anti-inflammatory evaluation was conducted on those compounds 10a-c, 10e, and 10g-10i that displayed potential analgesic activity and later, validated for the ulcerogenic effect of potent anti-inflammatory compounds. The compound 10b with ortho substitution of methyl and para substitution of chloro groups on the phenyl ring and meta substitution of chloro group on benzoyl ring of benzophenone appended to benzoxazole was observed to have good inhibitory potency. Furthermore, Autodock tools docking software was used to carry out the in silico studies. (c) 2022ElsevierB.V. Allrights reserved.

Automated summary

COX and 5-LOX inhibitors are considered as sustainable agents for inflammatory treatment with analgesic and anti-inflammatory effects and low gastrointestinal toxicity. A series of compounds were developed, synthesized, and evaluated for their in-vitro enzyme inhibition, analgesic and anti-inflammatory activity, and ulcerogenic effect. Compound 10b with specific substitutions showed good inhibitory potency.