Abstract
A new series of 2-(5-methoxy-2-methyl-1H-indol-3-yl)-N′-[(E)-(substituted phenyl) methylidene] acetohydrazide derivatives (S1–S18) were synthesized and evaluated for their anti-inflammatory activity, analgesic activity, ulcerogenic activity, lipid peroxidation, ulcer index and cyclooxygenase expression activities. All the synthesized compounds were in good agreement with spectral and elemental analysis. Three synthesized compounds (S3, S7 and S14) have shown significant anti-inflammatory activity as compared to the reference drug indomethacin. Compound S3 was further tested for ulcerogenic index and cyclooxygenase (COX) expression activity. It was selectively inhibiting COX-2 expression and providing the gastric sparing activity. Docking studies have revealed the potential of these compounds to bind with COX-2 enzyme. Compound S3 formed a hydrogen bond between OH of Tyr 355 and NH2 of Arg 120 with carbonyl group and this hydrogen bond was similar to that formed by indomethacin. This study provides insight for compound S3, as a new lead compound as anti-inflammatory agent and selective COX-2 inhibitor.
Highlights
Inflammation is an important mechanism to defend the body against infection or any physical or chemical offense
Schiff bases were obtained by refluxing indole hydrazide (1) with differently substituted benzaldehydes in ethanol with Glacial acetic acid as catalyst
Novel indole hydrazide derivatives were synthesized in good yield
Summary
Inflammation is an important mechanism to defend the body against infection or any physical or chemical offense. This protection mechanism is involved in common life-threatening diseases, including autoimmune diseases such as rheumatoid arthritis, Crohn’s disease or inflammatory bowel syndrome [1]. Prostaglandin is the essential moderator in the inflammation process. Cyclooxygenase enzyme (COX) catalyzes the conversion of arachidonic acid into the prostaglandin E2 , because of the instability of prostaglandin E2 , an isomerase enzyme specific to this intermediate, converts it to many prostanoids [2]. Anti-platelet activity and the protection of the gastro-intestinal tract are Molecules 2018, 23, 1250; doi:10.3390/molecules23061250 www.mdpi.com/journal/molecules. Molecules 2018, 23, 1250 the beneficial effect of the prostaglandin. Fever and pain associated with the inflammation are the unwanted effects of prostaglandin [3]. Two isoforms of COX have been identified, COX-1 and COX-2
Sign-in/Register to view highlights & summary 
Published Version (
Free)
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call