Synthesis, reactions and biological activity of 3-arylidene-5-(4-methylphenyl)-2(3H)-furanones
3-Arylidene-5-(4-methylphenyl)-2(3H)-furanones 2a–m were prepared from 3-(4-methyl-benzoyl)propanoic acid 1 and several aromatic aldehydes. Some of the selected furanones were reacted with ammonia gas and benzylamine to give corresponding 3-arylidene-1,3-dihydro-5-(4-methylphenyl)-2H-pyrrol-2-ones 3...
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| Format: | Article |
| Language: | English |
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Serbian Chemical Society
2009-02-01
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| Series: | Journal of the Serbian Chemical Society |
| Subjects: | |
| Online Access: | http://www.shd.org.rs/JSCS/Vol74/No2/01_4081_3813.pdf |
| _version_ | 1818665979301855232 |
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| author | ASIF HUSAIN MUMTAZ ALAM NADEEM SIDDIQUI |
| author_facet | ASIF HUSAIN MUMTAZ ALAM NADEEM SIDDIQUI |
| author_sort | ASIF HUSAIN |
| collection | DOAJ |
| description | 3-Arylidene-5-(4-methylphenyl)-2(3H)-furanones 2a–m were prepared from 3-(4-methyl-benzoyl)propanoic acid 1 and several aromatic aldehydes. Some of the selected furanones were reacted with ammonia gas and benzylamine to give corresponding 3-arylidene-1,3-dihydro-5-(4-methylphenyl)-2H-pyrrol-2-ones 3a–h and 3-arylidene-1-benzyl-1,3-dihydro-5-(4-methylphenyl)-2H-pyrrol-2-ones 4a–f, respectively, which were characterized on the basis of IR, 1H-NMR, mass spectral data and elemental analysis results. These compounds were tested for their anti-inflammatory and antibacterial activities. The compounds, which showed significant anti-inflammatory activity, were further screened for their analgesic and ulcerogenic activities. Three new compounds (2e, 2h and 4d), out of twenty-seven showed very good anti-inflammatory activity in the carrageenan induced rat paw edema test, with significant analgesic activity in the acetic acid induced writhing test together with negligible ulcerogenic action. The antibacterial activity is expressed as the corresponding MIC values. |
| first_indexed | 2024-12-17T05:57:14Z |
| format | Article |
| id | doaj.art-2a24220b619d429bb94f78b946c07194 |
| institution | Directory Open Access Journal |
| issn | 0352-5139 |
| language | English |
| last_indexed | 2024-12-17T05:57:14Z |
| publishDate | 2009-02-01 |
| publisher | Serbian Chemical Society |
| record_format | Article |
| series | Journal of the Serbian Chemical Society |
| spelling | doaj.art-2a24220b619d429bb94f78b946c071942022-12-21T22:00:58ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51392009-02-01742103115Synthesis, reactions and biological activity of 3-arylidene-5-(4-methylphenyl)-2(3H)-furanonesASIF HUSAINMUMTAZ ALAMNADEEM SIDDIQUI3-Arylidene-5-(4-methylphenyl)-2(3H)-furanones 2a–m were prepared from 3-(4-methyl-benzoyl)propanoic acid 1 and several aromatic aldehydes. Some of the selected furanones were reacted with ammonia gas and benzylamine to give corresponding 3-arylidene-1,3-dihydro-5-(4-methylphenyl)-2H-pyrrol-2-ones 3a–h and 3-arylidene-1-benzyl-1,3-dihydro-5-(4-methylphenyl)-2H-pyrrol-2-ones 4a–f, respectively, which were characterized on the basis of IR, 1H-NMR, mass spectral data and elemental analysis results. These compounds were tested for their anti-inflammatory and antibacterial activities. The compounds, which showed significant anti-inflammatory activity, were further screened for their analgesic and ulcerogenic activities. Three new compounds (2e, 2h and 4d), out of twenty-seven showed very good anti-inflammatory activity in the carrageenan induced rat paw edema test, with significant analgesic activity in the acetic acid induced writhing test together with negligible ulcerogenic action. The antibacterial activity is expressed as the corresponding MIC values.http://www.shd.org.rs/JSCS/Vol74/No2/01_4081_3813.pdffuranonepyrroloneanti-inflammatoryanalgesicantibacterial activity |
| spellingShingle | ASIF HUSAIN MUMTAZ ALAM NADEEM SIDDIQUI Synthesis, reactions and biological activity of 3-arylidene-5-(4-methylphenyl)-2(3H)-furanones Journal of the Serbian Chemical Society furanone pyrrolone anti-inflammatory analgesic antibacterial activity |
| title | Synthesis, reactions and biological activity of 3-arylidene-5-(4-methylphenyl)-2(3H)-furanones |
| title_full | Synthesis, reactions and biological activity of 3-arylidene-5-(4-methylphenyl)-2(3H)-furanones |
| title_fullStr | Synthesis, reactions and biological activity of 3-arylidene-5-(4-methylphenyl)-2(3H)-furanones |
| title_full_unstemmed | Synthesis, reactions and biological activity of 3-arylidene-5-(4-methylphenyl)-2(3H)-furanones |
| title_short | Synthesis, reactions and biological activity of 3-arylidene-5-(4-methylphenyl)-2(3H)-furanones |
| title_sort | synthesis reactions and biological activity of 3 arylidene 5 4 methylphenyl 2 3h furanones |
| topic | furanone pyrrolone anti-inflammatory analgesic antibacterial activity |
| url | http://www.shd.org.rs/JSCS/Vol74/No2/01_4081_3813.pdf |
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