Oxadiazole mannich bases: Synthesis and antimycobacterial activity
A series of oxadiazole mannich bases were synthesized by reacting oxadiazole derivatives, dapsone and appropriate aldehyde in the presence of methanol. The synthesized compounds were evaluated for antimycobacterial activity against Mycobacterium tuberculosis H 37Rv and INH resistant M. tuberculosis....
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2007-06, Vol.17 (12), p.3314-3316 |
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| creator | Ali, Mohamed Ashraf Shaharyar, Mohammad |
| description | A series of oxadiazole mannich bases were synthesized by reacting oxadiazole derivatives, dapsone and appropriate aldehyde in the presence of methanol. The synthesized compounds were evaluated for antimycobacterial activity against
Mycobacterium tuberculosis H
37Rv and INH resistant
M. tuberculosis. Among the synthesized compounds, compound (
4) 3-{2-furyl[4-(4-{2-furyl[5-(2-naphthyloxymethyl)-2-thioxo-2,3-dihydro-1,3,4-oxadiazol-3-yl]methylamino}phenylsulfonyl)anilino]methyl}-5-(2-naphthyloxymethyl)-2,3-dihydro-1,3,4-oxadiazole-2-thione was found to be the most promising compound active against
M. tuberculosis H
37Rv and isoniazid (INH) resistant
M. tuberculosis with minimum inhibitory concentration (MIC) 0.1
μM & 1.10
μM respectively.
A series of oxadiazole mannich bases were synthesized by reacting oxadiazole derivatives, dapsone and appropriate aldehyde in the presence of methanol. The synthesized compounds were evaluated for antimycobacterial activity against
M. tuberculosis H
37Rv and INH resistant
M. tuberculosis. Among the synthesized compounds, compound (
4) 3-{2-furyl[4-(4-{2-furyl[5-(2-naphthyloxymethyl)-2-thioxo-2,3-dihydro-1,3,4-oxadiazol-3-yl]methylamino}phenylsulfonyl)anilino]methyl}-5-(2-naphthyloxymethyl)-2,3-dihydro-1,3,4-oxadiazole-2-thione was found to be the most promising compound active against
M. tuberculosis H
37Rv and isoniazid (INH) resistant
M. tuberculosis with Minimum inhibitory concentration (MIC) 0.1
μM & 1.10
μM respectively. |
| doi_str_mv | 10.1016/j.bmcl.2007.04.004 |
| format | Article |
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Mycobacterium tuberculosis H
37Rv and INH resistant
M. tuberculosis. Among the synthesized compounds, compound (
4) 3-{2-furyl[4-(4-{2-furyl[5-(2-naphthyloxymethyl)-2-thioxo-2,3-dihydro-1,3,4-oxadiazol-3-yl]methylamino}phenylsulfonyl)anilino]methyl}-5-(2-naphthyloxymethyl)-2,3-dihydro-1,3,4-oxadiazole-2-thione was found to be the most promising compound active against
M. tuberculosis H
37Rv and isoniazid (INH) resistant
M. tuberculosis with minimum inhibitory concentration (MIC) 0.1
μM & 1.10
μM respectively.
A series of oxadiazole mannich bases were synthesized by reacting oxadiazole derivatives, dapsone and appropriate aldehyde in the presence of methanol. The synthesized compounds were evaluated for antimycobacterial activity against
M. tuberculosis H
37Rv and INH resistant
M. tuberculosis. Among the synthesized compounds, compound (
4) 3-{2-furyl[4-(4-{2-furyl[5-(2-naphthyloxymethyl)-2-thioxo-2,3-dihydro-1,3,4-oxadiazol-3-yl]methylamino}phenylsulfonyl)anilino]methyl}-5-(2-naphthyloxymethyl)-2,3-dihydro-1,3,4-oxadiazole-2-thione was found to be the most promising compound active against
M. tuberculosis H
37Rv and isoniazid (INH) resistant
M. tuberculosis with Minimum inhibitory concentration (MIC) 0.1
μM & 1.10
μM respectively.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2007.04.004</identifier><identifier>PMID: 17467984</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Aldehydes - chemistry ; Anti-Bacterial Agents - chemical synthesis ; Anti-Bacterial Agents - pharmacology ; Antibacterial agents ; Antibiotics. Antiinfectious agents. Antiparasitic agents ; Antimycobacterial activity ; Biological and medical sciences ; Dapsone ; Dapsone - chemistry ; Drug Resistance, Bacterial ; Isoniazid ; Mannich bases ; Mannich Bases - chemical synthesis ; Mannich Bases - pharmacology ; Medical sciences ; Methanol - chemistry ; Microbial Sensitivity Tests ; Models, Chemical ; Molecular Structure ; Mycobacterium ; Mycobacterium tuberculosis - drug effects ; Oxadiazole ; Oxadiazoles - chemistry ; Pharmacology. Drug treatments</subject><ispartof>Bioorganic & medicinal chemistry letters, 2007-06, Vol.17 (12), p.3314-3316</ispartof><rights>2007 Elsevier Ltd</rights><rights>2007 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c384t-c07bb7e75f21973b7a6cf9dfcdc373ad4591c777e933479d55c4704b403945033</citedby><cites>FETCH-LOGICAL-c384t-c07bb7e75f21973b7a6cf9dfcdc373ad4591c777e933479d55c4704b403945033</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.bmcl.2007.04.004$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3548,27923,27924,45994</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=18811500$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/17467984$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ali, Mohamed Ashraf</creatorcontrib><creatorcontrib>Shaharyar, Mohammad</creatorcontrib><title>Oxadiazole mannich bases: Synthesis and antimycobacterial activity</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>A series of oxadiazole mannich bases were synthesized by reacting oxadiazole derivatives, dapsone and appropriate aldehyde in the presence of methanol. The synthesized compounds were evaluated for antimycobacterial activity against
Mycobacterium tuberculosis H
37Rv and INH resistant
M. tuberculosis. Among the synthesized compounds, compound (
4) 3-{2-furyl[4-(4-{2-furyl[5-(2-naphthyloxymethyl)-2-thioxo-2,3-dihydro-1,3,4-oxadiazol-3-yl]methylamino}phenylsulfonyl)anilino]methyl}-5-(2-naphthyloxymethyl)-2,3-dihydro-1,3,4-oxadiazole-2-thione was found to be the most promising compound active against
M. tuberculosis H
37Rv and isoniazid (INH) resistant
M. tuberculosis with minimum inhibitory concentration (MIC) 0.1
μM & 1.10
μM respectively.
A series of oxadiazole mannich bases were synthesized by reacting oxadiazole derivatives, dapsone and appropriate aldehyde in the presence of methanol. The synthesized compounds were evaluated for antimycobacterial activity against
M. tuberculosis H
37Rv and INH resistant
M. tuberculosis. Among the synthesized compounds, compound (
4) 3-{2-furyl[4-(4-{2-furyl[5-(2-naphthyloxymethyl)-2-thioxo-2,3-dihydro-1,3,4-oxadiazol-3-yl]methylamino}phenylsulfonyl)anilino]methyl}-5-(2-naphthyloxymethyl)-2,3-dihydro-1,3,4-oxadiazole-2-thione was found to be the most promising compound active against
M. tuberculosis H
37Rv and isoniazid (INH) resistant
M. tuberculosis with Minimum inhibitory concentration (MIC) 0.1
μM & 1.10
μM respectively.</description><subject>Aldehydes - chemistry</subject><subject>Anti-Bacterial Agents - chemical synthesis</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Antibacterial agents</subject><subject>Antibiotics. Antiinfectious agents. Antiparasitic agents</subject><subject>Antimycobacterial activity</subject><subject>Biological and medical sciences</subject><subject>Dapsone</subject><subject>Dapsone - chemistry</subject><subject>Drug Resistance, Bacterial</subject><subject>Isoniazid</subject><subject>Mannich bases</subject><subject>Mannich Bases - chemical synthesis</subject><subject>Mannich Bases - pharmacology</subject><subject>Medical sciences</subject><subject>Methanol - chemistry</subject><subject>Microbial Sensitivity Tests</subject><subject>Models, Chemical</subject><subject>Molecular Structure</subject><subject>Mycobacterium</subject><subject>Mycobacterium tuberculosis - drug effects</subject><subject>Oxadiazole</subject><subject>Oxadiazoles - chemistry</subject><subject>Pharmacology. Drug treatments</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kE1r3DAQhkVJaDZp_0APxZf2Zme0GltW6SUJ-YJADkmhNyGPxkSLP1LJG7L99fGyC7nlMMwcnvdleIT4JqGQIKvTVdH01BVLAF0AFgD4SSwkVpgrhPJALMBUkNcG_x6J45RWABIB8bM4khorbWpciPP7V-eD-z92nPVuGAI9ZY1LnH5lD5theuIUUuYGP88U-g2NjaOJY3BdNh_hJUybL-KwdV3ir_t9Iv5cXT5e3OR399e3F2d3Oakap5xAN41mXbZLabRqtKuoNb4lT0or57E0krTWbJRCbXxZEmrABkEZLEGpE_Fz1_scx39rTpPtQyLuOjfwuE5WmlLqqsIZXO5AimNKkVv7HEPv4sZKsFtzdmW35uzWnAW0s7k59H3fvm569u-RvaoZ-LEHXCLXtdENFNI7V9dSlgAz93vH8eziJXC0iQIPxD5Epsn6MXz0xxvFbYvx</recordid><startdate>20070615</startdate><enddate>20070615</enddate><creator>Ali, Mohamed Ashraf</creator><creator>Shaharyar, Mohammad</creator><general>Elsevier Ltd</general><general>Elsevier</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>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>20070615</creationdate><title>Oxadiazole mannich bases: Synthesis and antimycobacterial activity</title><author>Ali, Mohamed Ashraf ; Shaharyar, Mohammad</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c384t-c07bb7e75f21973b7a6cf9dfcdc373ad4591c777e933479d55c4704b403945033</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>Aldehydes - chemistry</topic><topic>Anti-Bacterial Agents - chemical synthesis</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Antibacterial agents</topic><topic>Antibiotics. Antiinfectious agents. Antiparasitic agents</topic><topic>Antimycobacterial activity</topic><topic>Biological and medical sciences</topic><topic>Dapsone</topic><topic>Dapsone - chemistry</topic><topic>Drug Resistance, Bacterial</topic><topic>Isoniazid</topic><topic>Mannich bases</topic><topic>Mannich Bases - chemical synthesis</topic><topic>Mannich Bases - pharmacology</topic><topic>Medical sciences</topic><topic>Methanol - chemistry</topic><topic>Microbial Sensitivity Tests</topic><topic>Models, Chemical</topic><topic>Molecular Structure</topic><topic>Mycobacterium</topic><topic>Mycobacterium tuberculosis - drug effects</topic><topic>Oxadiazole</topic><topic>Oxadiazoles - chemistry</topic><topic>Pharmacology. Drug treatments</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ali, Mohamed Ashraf</creatorcontrib><creatorcontrib>Shaharyar, Mohammad</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>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ali, Mohamed Ashraf</au><au>Shaharyar, Mohammad</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Oxadiazole mannich bases: Synthesis and antimycobacterial activity</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2007-06-15</date><risdate>2007</risdate><volume>17</volume><issue>12</issue><spage>3314</spage><epage>3316</epage><pages>3314-3316</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>A series of oxadiazole mannich bases were synthesized by reacting oxadiazole derivatives, dapsone and appropriate aldehyde in the presence of methanol. The synthesized compounds were evaluated for antimycobacterial activity against
Mycobacterium tuberculosis H
37Rv and INH resistant
M. tuberculosis. Among the synthesized compounds, compound (
4) 3-{2-furyl[4-(4-{2-furyl[5-(2-naphthyloxymethyl)-2-thioxo-2,3-dihydro-1,3,4-oxadiazol-3-yl]methylamino}phenylsulfonyl)anilino]methyl}-5-(2-naphthyloxymethyl)-2,3-dihydro-1,3,4-oxadiazole-2-thione was found to be the most promising compound active against
M. tuberculosis H
37Rv and isoniazid (INH) resistant
M. tuberculosis with minimum inhibitory concentration (MIC) 0.1
μM & 1.10
μM respectively.
A series of oxadiazole mannich bases were synthesized by reacting oxadiazole derivatives, dapsone and appropriate aldehyde in the presence of methanol. The synthesized compounds were evaluated for antimycobacterial activity against
M. tuberculosis H
37Rv and INH resistant
M. tuberculosis. Among the synthesized compounds, compound (
4) 3-{2-furyl[4-(4-{2-furyl[5-(2-naphthyloxymethyl)-2-thioxo-2,3-dihydro-1,3,4-oxadiazol-3-yl]methylamino}phenylsulfonyl)anilino]methyl}-5-(2-naphthyloxymethyl)-2,3-dihydro-1,3,4-oxadiazole-2-thione was found to be the most promising compound active against
M. tuberculosis H
37Rv and isoniazid (INH) resistant
M. tuberculosis with Minimum inhibitory concentration (MIC) 0.1
μM & 1.10
μM respectively.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>17467984</pmid><doi>10.1016/j.bmcl.2007.04.004</doi><tpages>3</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 2007-06, Vol.17 (12), p.3314-3316 |
| issn | 0960-894X 1464-3405 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_19517664 |
| source | MEDLINE; ScienceDirect Journals (5 years ago - present) |
| subjects | Aldehydes - chemistry Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - pharmacology Antibacterial agents Antibiotics. Antiinfectious agents. Antiparasitic agents Antimycobacterial activity Biological and medical sciences Dapsone Dapsone - chemistry Drug Resistance, Bacterial Isoniazid Mannich bases Mannich Bases - chemical synthesis Mannich Bases - pharmacology Medical sciences Methanol - chemistry Microbial Sensitivity Tests Models, Chemical Molecular Structure Mycobacterium Mycobacterium tuberculosis - drug effects Oxadiazole Oxadiazoles - chemistry Pharmacology. Drug treatments |
| title | Oxadiazole mannich bases: Synthesis and antimycobacterial activity |
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