Anti-inflammatory Activity and PGE2 Inhibitory Properties of Novel Phenylcarbamoylmethyl Ester-Containing Compounds
A variety of 4-(un)substituted phenylcarbamoyl methyl ester-containing compounds 3a-d, 5a-d and 7a-d were synthesized via reaction in N,N-dimethylformamide of (un)substituted chloroacetanilides 2a-d with the potassium salts of ibuprofen (1), naproxen (4) and N-acetylanthranilic acid (6). Moreover, o...
| Main Authors: | , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2009-02-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1420-3049/14/2/667/ |
| _version_ | 1818058854726893568 |
|---|---|
| author | Nagwa Abdel-Gawad Hanan Georgey Flora Barsoum |
| author_facet | Nagwa Abdel-Gawad Hanan Georgey Flora Barsoum |
| author_sort | Nagwa Abdel-Gawad |
| collection | DOAJ |
| description | A variety of 4-(un)substituted phenylcarbamoyl methyl ester-containing compounds 3a-d, 5a-d and 7a-d were synthesized via reaction in N,N-dimethylformamide of (un)substituted chloroacetanilides 2a-d with the potassium salts of ibuprofen (1), naproxen (4) and N-acetylanthranilic acid (6). Moreover, other 4-(un)substituted phenylcarbamoylmethyl ester-containing compounds 10a-d were synthesized via the attack of (un)substituted chloroacetanilides 2a-d on one of the carboxylic acid groups of the potassium salt of 4-(2-carboxyethylcarboxamido)benzoic acid (8)in N,N-dimethylformamide, with subsequent cyclization of the other one giving finally a pyrrolidinone structure. Anti-inflammatory properties of the synthesized compounds were evaluated in vivo utilizing a standard acute carrageenan-induced paw oedema method in rats and the most promising prepared anti-inflammatory active agents were evaluated for ulcerogenic liability in rats using ibuprofen and naproxen as reference standards in both screenings. PGE2 inhibitory properties of the highly promising anti-inflammatory agents synthesized and low gastric ulcerogenic liabilities were tested with a PGE2 assay kit technique. |
| first_indexed | 2024-12-10T13:07:15Z |
| format | Article |
| id | doaj.art-80d03d109f3942aca506c443c0f1b9da |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-10T13:07:15Z |
| publishDate | 2009-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-80d03d109f3942aca506c443c0f1b9da2022-12-22T01:47:49ZengMDPI AGMolecules1420-30492009-02-0114266768110.3390/molecules14020667Anti-inflammatory Activity and PGE2 Inhibitory Properties of Novel Phenylcarbamoylmethyl Ester-Containing CompoundsNagwa Abdel-GawadHanan GeorgeyFlora BarsoumA variety of 4-(un)substituted phenylcarbamoyl methyl ester-containing compounds 3a-d, 5a-d and 7a-d were synthesized via reaction in N,N-dimethylformamide of (un)substituted chloroacetanilides 2a-d with the potassium salts of ibuprofen (1), naproxen (4) and N-acetylanthranilic acid (6). Moreover, other 4-(un)substituted phenylcarbamoylmethyl ester-containing compounds 10a-d were synthesized via the attack of (un)substituted chloroacetanilides 2a-d on one of the carboxylic acid groups of the potassium salt of 4-(2-carboxyethylcarboxamido)benzoic acid (8)in N,N-dimethylformamide, with subsequent cyclization of the other one giving finally a pyrrolidinone structure. Anti-inflammatory properties of the synthesized compounds were evaluated in vivo utilizing a standard acute carrageenan-induced paw oedema method in rats and the most promising prepared anti-inflammatory active agents were evaluated for ulcerogenic liability in rats using ibuprofen and naproxen as reference standards in both screenings. PGE2 inhibitory properties of the highly promising anti-inflammatory agents synthesized and low gastric ulcerogenic liabilities were tested with a PGE2 assay kit technique.http://www.mdpi.com/1420-3049/14/2/667/IbuprofenNaproxen4-(Un)substituted phenylcarbamoylmethyl estersAnti-inflammatoryUlcerogenic liabilityPGE2 |
| spellingShingle | Nagwa Abdel-Gawad Hanan Georgey Flora Barsoum Anti-inflammatory Activity and PGE2 Inhibitory Properties of Novel Phenylcarbamoylmethyl Ester-Containing Compounds Molecules Ibuprofen Naproxen 4-(Un)substituted phenylcarbamoylmethyl esters Anti-inflammatory Ulcerogenic liability PGE2 |
| title | Anti-inflammatory Activity and PGE2 Inhibitory Properties of Novel Phenylcarbamoylmethyl Ester-Containing Compounds |
| title_full | Anti-inflammatory Activity and PGE2 Inhibitory Properties of Novel Phenylcarbamoylmethyl Ester-Containing Compounds |
| title_fullStr | Anti-inflammatory Activity and PGE2 Inhibitory Properties of Novel Phenylcarbamoylmethyl Ester-Containing Compounds |
| title_full_unstemmed | Anti-inflammatory Activity and PGE2 Inhibitory Properties of Novel Phenylcarbamoylmethyl Ester-Containing Compounds |
| title_short | Anti-inflammatory Activity and PGE2 Inhibitory Properties of Novel Phenylcarbamoylmethyl Ester-Containing Compounds |
| title_sort | anti inflammatory activity and pge2 inhibitory properties of novel phenylcarbamoylmethyl ester containing compounds |
| topic | Ibuprofen Naproxen 4-(Un)substituted phenylcarbamoylmethyl esters Anti-inflammatory Ulcerogenic liability PGE2 |
| url | http://www.mdpi.com/1420-3049/14/2/667/ |
| work_keys_str_mv | AT nagwaabdelgawad antiinflammatoryactivityandpge2inhibitorypropertiesofnovelphenylcarbamoylmethylestercontainingcompounds AT hanangeorgey antiinflammatoryactivityandpge2inhibitorypropertiesofnovelphenylcarbamoylmethylestercontainingcompounds AT florabarsoum antiinflammatoryactivityandpge2inhibitorypropertiesofnovelphenylcarbamoylmethylestercontainingcompounds |