Abstract
Ulcerative colitis is a chronically recurrent inflammatory bowel disease of unknown origin. The present work describes design and synthesis of 3-aminofurosalicylic acid
4, azo-conjugates with aniline
2a, 4-ASA
2b or sulphapyridine
2c as well as N-arylsulphonamido
5, chlorosulphonyl
6, aminosulphonyl
7 and N-arylaminosulphonyl derivatives
8 (positional isosters of
5). All the synthesized compounds were evaluated for their anti-ulcerogenic effect on acetic acid-induced ulcerative colitis in rats. It was noticed that oral treatment with sulphasalazine (a reference drug) and the tested compounds
2a,
2c,
4 and
5c in equimolar doses significantly reduced the intensity of lesion score, ulcer area, ulcer index and wet weight/length ratio compared to the control group. On the other hand, compounds
2b,
5a,
5b and
7 had a lower anti-ulcerogenic efficacy. Also, the antimicrobial activity of the synthesized compounds was screened
in vitro using the agar diffusion assay technique. In addition, docking of the tested compounds into cycloxygenase II using molecular operating environment (MOE) was performed in order to rationalize the obtained biological results and their mechanism of action.
The present work describes design and synthesis of 3-aminofurosalicylic acid
4, azo-conjugates
2a–
c, N-arylsulphonamido
5, chlorosulphonyl
6, aminosulphonyl
7 and N-arylaminosulphonyl derivatives
8. All the synthesized compounds and sulphasalazine (a reference) were evaluated for their anti-ulcerogenic effect on acetic acid-induced ulcerative colitis in rats.
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