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Synthesis and biological activity of Schiff and Mannich bases bearing 2,4-dichloro-5-fluorophenyl moiety
Series of Schiff bases was prepared by condensing triazole with aromatic aldehydes. Aminomethylation of Schiff bases with secondary amines and substituted primary amines gave Mannich bases. Newly synthesized compounds were characterized by spectral data and elemental analysis. All compounds were tes...
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| Published in: | Bioorganic & medicinal chemistry 2006-11, Vol.14 (22), p.7482-7489 |
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| Main Authors: | , , , , , |
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| cited_by | cdi_FETCH-LOGICAL-c478t-862823791c081c32a3502b0f84e06c1d981bb1f60d6bda2840c4ca9d09ebc37d3 |
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| cites | cdi_FETCH-LOGICAL-c478t-862823791c081c32a3502b0f84e06c1d981bb1f60d6bda2840c4ca9d09ebc37d3 |
| container_end_page | 7489 |
| container_issue | 22 |
| container_start_page | 7482 |
| container_title | Bioorganic & medicinal chemistry |
| container_volume | 14 |
| creator | Karthikeyan, Mari Sithambaram Prasad, Dasappa Jagadeesh Poojary, Boja Subrahmanya Bhat, K. Holla, Bantwal Shivarama Kumari, Nalilu Suchetha |
| description | Series of Schiff bases was prepared by condensing triazole with aromatic aldehydes. Aminomethylation of Schiff bases with secondary amines and substituted primary amines gave Mannich bases. Newly synthesized compounds were characterized by spectral data and elemental analysis. All compounds were tested for their antimicrobial activity.
A series of 2,4-dichloro-5-fluorophenyl bearing Mannich base (
4 and
5) was prepared from triazole Schiff bases (
3) by aminomethylation with formaldehyde and secondary/substituted primary amines. All newly synthesized compounds were screened for their antimicrobial activity. Compounds
3c,
4c,
4e and
4f exhibited promising antibacterial and compounds
3c,
5c,
5e and
5f showed good antifungal activity. |
| doi_str_mv | 10.1016/j.bmc.2006.07.015 |
| format | article |
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A series of 2,4-dichloro-5-fluorophenyl bearing Mannich base (
4 and
5) was prepared from triazole Schiff bases (
3) by aminomethylation with formaldehyde and secondary/substituted primary amines. All newly synthesized compounds were screened for their antimicrobial activity. Compounds
3c,
4c,
4e and
4f exhibited promising antibacterial and compounds
3c,
5c,
5e and
5f showed good antifungal activity.</description><identifier>ISSN: 0968-0896</identifier><identifier>EISSN: 1464-3391</identifier><identifier>DOI: 10.1016/j.bmc.2006.07.015</identifier><identifier>PMID: 16879972</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>2,4-Dichloro-5-fluorophenyl triazole ; Anti-Bacterial Agents - chemical synthesis ; Anti-Bacterial Agents - chemistry ; Anti-Bacterial Agents - pharmacokinetics ; Antibacterial ; Antibacterial agents ; Antibiotics. Antiinfectious agents. Antiparasitic agents ; Antifungal activity ; Antifungal agents ; Antifungal Agents - chemical synthesis ; Antifungal Agents - chemistry ; Antifungal Agents - pharmacokinetics ; Biological and medical sciences ; Chlorine - chemistry ; Escherichia coli - drug effects ; Fluorine - chemistry ; General aspects ; Gram-Positive Cocci - drug effects ; Mannich base ; Mannich Bases - chemical synthesis ; Mannich Bases - chemistry ; Medical sciences ; Mitosporic Fungi - drug effects ; Molecular Structure ; Pharmacology. Drug treatments ; Pseudomonas aeruginosa - drug effects ; Schiff base ; Schiff Bases - chemical synthesis ; Schiff Bases - chemistry ; Structure-Activity Relationship</subject><ispartof>Bioorganic & medicinal chemistry, 2006-11, Vol.14 (22), p.7482-7489</ispartof><rights>2006</rights><rights>2007 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c478t-862823791c081c32a3502b0f84e06c1d981bb1f60d6bda2840c4ca9d09ebc37d3</citedby><cites>FETCH-LOGICAL-c478t-862823791c081c32a3502b0f84e06c1d981bb1f60d6bda2840c4ca9d09ebc37d3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=18204718$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16879972$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Karthikeyan, Mari Sithambaram</creatorcontrib><creatorcontrib>Prasad, Dasappa Jagadeesh</creatorcontrib><creatorcontrib>Poojary, Boja</creatorcontrib><creatorcontrib>Subrahmanya Bhat, K.</creatorcontrib><creatorcontrib>Holla, Bantwal Shivarama</creatorcontrib><creatorcontrib>Kumari, Nalilu Suchetha</creatorcontrib><title>Synthesis and biological activity of Schiff and Mannich bases bearing 2,4-dichloro-5-fluorophenyl moiety</title><title>Bioorganic & medicinal chemistry</title><addtitle>Bioorg Med Chem</addtitle><description>Series of Schiff bases was prepared by condensing triazole with aromatic aldehydes. Aminomethylation of Schiff bases with secondary amines and substituted primary amines gave Mannich bases. Newly synthesized compounds were characterized by spectral data and elemental analysis. All compounds were tested for their antimicrobial activity.
A series of 2,4-dichloro-5-fluorophenyl bearing Mannich base (
4 and
5) was prepared from triazole Schiff bases (
3) by aminomethylation with formaldehyde and secondary/substituted primary amines. All newly synthesized compounds were screened for their antimicrobial activity. Compounds
3c,
4c,
4e and
4f exhibited promising antibacterial and compounds
3c,
5c,
5e and
5f showed good antifungal activity.</description><subject>2,4-Dichloro-5-fluorophenyl triazole</subject><subject>Anti-Bacterial Agents - chemical synthesis</subject><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - pharmacokinetics</subject><subject>Antibacterial</subject><subject>Antibacterial agents</subject><subject>Antibiotics. Antiinfectious agents. Antiparasitic agents</subject><subject>Antifungal activity</subject><subject>Antifungal agents</subject><subject>Antifungal Agents - chemical synthesis</subject><subject>Antifungal Agents - chemistry</subject><subject>Antifungal Agents - pharmacokinetics</subject><subject>Biological and medical sciences</subject><subject>Chlorine - chemistry</subject><subject>Escherichia coli - drug effects</subject><subject>Fluorine - chemistry</subject><subject>General aspects</subject><subject>Gram-Positive Cocci - drug effects</subject><subject>Mannich base</subject><subject>Mannich Bases - chemical synthesis</subject><subject>Mannich Bases - chemistry</subject><subject>Medical sciences</subject><subject>Mitosporic Fungi - drug effects</subject><subject>Molecular Structure</subject><subject>Pharmacology. Drug treatments</subject><subject>Pseudomonas aeruginosa - drug effects</subject><subject>Schiff base</subject><subject>Schiff Bases - chemical synthesis</subject><subject>Schiff Bases - chemistry</subject><subject>Structure-Activity Relationship</subject><issn>0968-0896</issn><issn>1464-3391</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><recordid>eNp9kE1v1DAQhi1URLeFH8AF-VJOTRg7XscWJ7TiSyriUDhb_my8SuLFzlbKv8dlV-qN04xGz_tq9CD0lkBLgPAP-9ZMtqUAvIW-BbJ9gTaEcdZ0nSQXaAOSiwaE5JfoqpQ9AFAmySt0SbjopezpBg3367wMvsSC9eywiWlMD9HqEWu7xMe4rDgFfG-HGMI_4oee52gHbHTxBRuvc5wfML1ljavnMeXUbJswHutyGPy8jnhK0S_ra_Qy6LH4N-d5jX5_-fxr9625-_n1--7TXWNZL5ZGcCpo10tiQRDbUd1tgRoIgnngljgpiDEkcHDcOE0FA8uslg6kN7brXXeN3p96Dzn9OfqyqCkW68dRzz4di6JAZJXAK0hOoM2plOyDOuQ46bwqAupJr9qrqlc96VXQq6q3Zt6dy49m8u45cfZZgZszoEuVGLKebSzPnKDAeiIq9_HE-ariMfqsio1-tt7F7O2iXIr_eeMvRi-X1g</recordid><startdate>20061115</startdate><enddate>20061115</enddate><creator>Karthikeyan, Mari Sithambaram</creator><creator>Prasad, Dasappa Jagadeesh</creator><creator>Poojary, Boja</creator><creator>Subrahmanya Bhat, K.</creator><creator>Holla, Bantwal Shivarama</creator><creator>Kumari, Nalilu Suchetha</creator><general>Elsevier Ltd</general><general>Elsevier Science</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QL</scope><scope>7QO</scope><scope>7T7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>M7N</scope><scope>P64</scope></search><sort><creationdate>20061115</creationdate><title>Synthesis and biological activity of Schiff and Mannich bases bearing 2,4-dichloro-5-fluorophenyl moiety</title><author>Karthikeyan, Mari Sithambaram ; Prasad, Dasappa Jagadeesh ; Poojary, Boja ; Subrahmanya Bhat, K. ; Holla, Bantwal Shivarama ; Kumari, Nalilu Suchetha</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c478t-862823791c081c32a3502b0f84e06c1d981bb1f60d6bda2840c4ca9d09ebc37d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>2,4-Dichloro-5-fluorophenyl triazole</topic><topic>Anti-Bacterial Agents - chemical synthesis</topic><topic>Anti-Bacterial Agents - chemistry</topic><topic>Anti-Bacterial Agents - pharmacokinetics</topic><topic>Antibacterial</topic><topic>Antibacterial agents</topic><topic>Antibiotics. Antiinfectious agents. Antiparasitic agents</topic><topic>Antifungal activity</topic><topic>Antifungal agents</topic><topic>Antifungal Agents - chemical synthesis</topic><topic>Antifungal Agents - chemistry</topic><topic>Antifungal Agents - pharmacokinetics</topic><topic>Biological and medical sciences</topic><topic>Chlorine - chemistry</topic><topic>Escherichia coli - drug effects</topic><topic>Fluorine - chemistry</topic><topic>General aspects</topic><topic>Gram-Positive Cocci - drug effects</topic><topic>Mannich base</topic><topic>Mannich Bases - chemical synthesis</topic><topic>Mannich Bases - chemistry</topic><topic>Medical sciences</topic><topic>Mitosporic Fungi - drug effects</topic><topic>Molecular Structure</topic><topic>Pharmacology. Drug treatments</topic><topic>Pseudomonas aeruginosa - drug effects</topic><topic>Schiff base</topic><topic>Schiff Bases - chemical synthesis</topic><topic>Schiff Bases - chemistry</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Karthikeyan, Mari Sithambaram</creatorcontrib><creatorcontrib>Prasad, Dasappa Jagadeesh</creatorcontrib><creatorcontrib>Poojary, Boja</creatorcontrib><creatorcontrib>Subrahmanya Bhat, K.</creatorcontrib><creatorcontrib>Holla, Bantwal Shivarama</creatorcontrib><creatorcontrib>Kumari, Nalilu Suchetha</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Bioorganic & medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Karthikeyan, Mari Sithambaram</au><au>Prasad, Dasappa Jagadeesh</au><au>Poojary, Boja</au><au>Subrahmanya Bhat, K.</au><au>Holla, Bantwal Shivarama</au><au>Kumari, Nalilu Suchetha</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and biological activity of Schiff and Mannich bases bearing 2,4-dichloro-5-fluorophenyl moiety</atitle><jtitle>Bioorganic & medicinal chemistry</jtitle><addtitle>Bioorg Med Chem</addtitle><date>2006-11-15</date><risdate>2006</risdate><volume>14</volume><issue>22</issue><spage>7482</spage><epage>7489</epage><pages>7482-7489</pages><issn>0968-0896</issn><eissn>1464-3391</eissn><abstract>Series of Schiff bases was prepared by condensing triazole with aromatic aldehydes. Aminomethylation of Schiff bases with secondary amines and substituted primary amines gave Mannich bases. Newly synthesized compounds were characterized by spectral data and elemental analysis. All compounds were tested for their antimicrobial activity.
A series of 2,4-dichloro-5-fluorophenyl bearing Mannich base (
4 and
5) was prepared from triazole Schiff bases (
3) by aminomethylation with formaldehyde and secondary/substituted primary amines. All newly synthesized compounds were screened for their antimicrobial activity. Compounds
3c,
4c,
4e and
4f exhibited promising antibacterial and compounds
3c,
5c,
5e and
5f showed good antifungal activity.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>16879972</pmid><doi>10.1016/j.bmc.2006.07.015</doi><tpages>8</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0968-0896 |
| ispartof | Bioorganic & medicinal chemistry, 2006-11, Vol.14 (22), p.7482-7489 |
| issn | 0968-0896 1464-3391 |
| language | eng |
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| source | Elsevier |
| subjects | 2,4-Dichloro-5-fluorophenyl triazole Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacokinetics Antibacterial Antibacterial agents Antibiotics. Antiinfectious agents. Antiparasitic agents Antifungal activity Antifungal agents Antifungal Agents - chemical synthesis Antifungal Agents - chemistry Antifungal Agents - pharmacokinetics Biological and medical sciences Chlorine - chemistry Escherichia coli - drug effects Fluorine - chemistry General aspects Gram-Positive Cocci - drug effects Mannich base Mannich Bases - chemical synthesis Mannich Bases - chemistry Medical sciences Mitosporic Fungi - drug effects Molecular Structure Pharmacology. Drug treatments Pseudomonas aeruginosa - drug effects Schiff base Schiff Bases - chemical synthesis Schiff Bases - chemistry Structure-Activity Relationship |
| title | Synthesis and biological activity of Schiff and Mannich bases bearing 2,4-dichloro-5-fluorophenyl moiety |
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