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Antimycobacterial Agents. 1. Thio Analogues of Purine
Thio analogues of purine, pyridine, and pyrimidine were prepared based on the initial activity screening of several analogues of these heterocycles against Mycobacterium tuberculosis (Mtb). Certain 6-thio-substituted purine analogues described herein showed moderate to good inhibitory activity. In p...
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| Published in: | Journal of medicinal chemistry 2004-01, Vol.47 (1), p.273-276 |
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| Main Authors: | , , , , |
| Format: | Article |
| Language: | English |
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| cites | cdi_FETCH-LOGICAL-a379t-4bbe46c66fa945eed3537c583337d31ed81a3477ee1b50c9d3ce6d5e84f14aad3 |
| container_end_page | 276 |
| container_issue | 1 |
| container_start_page | 273 |
| container_title | Journal of medicinal chemistry |
| container_volume | 47 |
| creator | Pathak, Ashish K Pathak, Vibha Seitz, Lainne E Suling, William J Reynolds, Robert C |
| description | Thio analogues of purine, pyridine, and pyrimidine were prepared based on the initial activity screening of several analogues of these heterocycles against Mycobacterium tuberculosis (Mtb). Certain 6-thio-substituted purine analogues described herein showed moderate to good inhibitory activity. In particular, two purine analogues 9-(ethylcarboxymethyl)-6-(decylthio)-9H-purine (20) and 9-(ethylcarboxymethyl)-6-(dodecylthio)-9H-purine (21) exhibited MIC values of 1.56 and 0.78 μg/mL respectively against the Mtb H37Rv strain. N9-Substitution apparently enhances the antimycobacterial activity in the purine series described herein. |
| doi_str_mv | 10.1021/jm030389b |
| format | article |
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N9-Substitution apparently enhances the antimycobacterial activity in the purine series described herein.</description><identifier>ISSN: 0022-2623</identifier><identifier>EISSN: 1520-4804</identifier><identifier>DOI: 10.1021/jm030389b</identifier><identifier>PMID: 14695841</identifier><identifier>CODEN: JMCMAR</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Antibacterial agents ; Antibiotics. Antiinfectious agents. Antiparasitic agents ; Antitubercular Agents - chemical synthesis ; Antitubercular Agents - chemistry ; Antitubercular Agents - pharmacology ; Biological and medical sciences ; Medical sciences ; Microbial Sensitivity Tests ; Mycobacterium tuberculosis - drug effects ; Pharmacology. 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Thio Analogues of Purine</title><title>Journal of medicinal chemistry</title><addtitle>J. Med. Chem</addtitle><description>Thio analogues of purine, pyridine, and pyrimidine were prepared based on the initial activity screening of several analogues of these heterocycles against Mycobacterium tuberculosis (Mtb). Certain 6-thio-substituted purine analogues described herein showed moderate to good inhibitory activity. In particular, two purine analogues 9-(ethylcarboxymethyl)-6-(decylthio)-9H-purine (20) and 9-(ethylcarboxymethyl)-6-(dodecylthio)-9H-purine (21) exhibited MIC values of 1.56 and 0.78 μg/mL respectively against the Mtb H37Rv strain. N9-Substitution apparently enhances the antimycobacterial activity in the purine series described herein.</description><subject>Antibacterial agents</subject><subject>Antibiotics. Antiinfectious agents. 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Drug treatments</subject><subject>Purines - chemical synthesis</subject><subject>Purines - chemistry</subject><subject>Purines - pharmacology</subject><subject>Pyridines - chemical synthesis</subject><subject>Pyridines - chemistry</subject><subject>Pyridines - pharmacology</subject><subject>Pyrimidines - chemical synthesis</subject><subject>Pyrimidines - chemistry</subject><subject>Pyrimidines - pharmacology</subject><subject>Sulfides - chemical synthesis</subject><subject>Sulfides - chemistry</subject><subject>Sulfides - pharmacology</subject><issn>0022-2623</issn><issn>1520-4804</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><recordid>eNpt0M1Kw0AUBeBBFFurC19AslFwkTqTO5NJlqVYFSsWWkHcDJPJTU3NT51JwL69kZZ24-ou7sfhcAi5ZHTIaMDuViUFClGcHJE-EwH1eUT5MelTGgR-EAbQI2fOrSilwAI4JT3Gw1hEnPWJGFVNXm5MnWjToM114Y2WWDVu6LGht_jMa29U6aJetui8OvNmrc0rPCcnmS4cXuzugLxN7hfjR3_6-vA0Hk19DTJufJ4kyEMThpmOuUBMQYA0IgIAmQLDNGIauJSILBHUxCkYDFOBEc8Y1zqFAbnZ5q5t_d01aFSZO4NFoSusW6ciSiXEIe_g7RYaWztnMVNrm5fabhSj6m8jtd-os1e70DYpMT3I3SgduN4B7YwuMqsrk7uDE5zFkZCd87cudw3-7P_afqlQghRqMZur5_lEvHzM3hUccrVxalW3thvW_VPwF0EZiA0</recordid><startdate>20040101</startdate><enddate>20040101</enddate><creator>Pathak, Ashish K</creator><creator>Pathak, Vibha</creator><creator>Seitz, Lainne E</creator><creator>Suling, William J</creator><creator>Reynolds, Robert C</creator><general>American Chemical Society</general><scope>BSCLL</scope><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>7X8</scope></search><sort><creationdate>20040101</creationdate><title>Antimycobacterial Agents. 1. 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Drug treatments</topic><topic>Purines - chemical synthesis</topic><topic>Purines - chemistry</topic><topic>Purines - pharmacology</topic><topic>Pyridines - chemical synthesis</topic><topic>Pyridines - chemistry</topic><topic>Pyridines - pharmacology</topic><topic>Pyrimidines - chemical synthesis</topic><topic>Pyrimidines - chemistry</topic><topic>Pyrimidines - pharmacology</topic><topic>Sulfides - chemical synthesis</topic><topic>Sulfides - chemistry</topic><topic>Sulfides - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Pathak, Ashish K</creatorcontrib><creatorcontrib>Pathak, Vibha</creatorcontrib><creatorcontrib>Seitz, Lainne E</creatorcontrib><creatorcontrib>Suling, William J</creatorcontrib><creatorcontrib>Reynolds, Robert C</creatorcontrib><collection>Istex</collection><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>MEDLINE - Academic</collection><jtitle>Journal of medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Pathak, Ashish K</au><au>Pathak, Vibha</au><au>Seitz, Lainne E</au><au>Suling, William J</au><au>Reynolds, Robert C</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Antimycobacterial Agents. 1. Thio Analogues of Purine</atitle><jtitle>Journal of medicinal chemistry</jtitle><addtitle>J. Med. Chem</addtitle><date>2004-01-01</date><risdate>2004</risdate><volume>47</volume><issue>1</issue><spage>273</spage><epage>276</epage><pages>273-276</pages><issn>0022-2623</issn><eissn>1520-4804</eissn><coden>JMCMAR</coden><abstract>Thio analogues of purine, pyridine, and pyrimidine were prepared based on the initial activity screening of several analogues of these heterocycles against Mycobacterium tuberculosis (Mtb). Certain 6-thio-substituted purine analogues described herein showed moderate to good inhibitory activity. In particular, two purine analogues 9-(ethylcarboxymethyl)-6-(decylthio)-9H-purine (20) and 9-(ethylcarboxymethyl)-6-(dodecylthio)-9H-purine (21) exhibited MIC values of 1.56 and 0.78 μg/mL respectively against the Mtb H37Rv strain. N9-Substitution apparently enhances the antimycobacterial activity in the purine series described herein.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>14695841</pmid><doi>10.1021/jm030389b</doi><tpages>4</tpages></addata></record> |
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| ispartof | Journal of medicinal chemistry, 2004-01, Vol.47 (1), p.273-276 |
| issn | 0022-2623 1520-4804 |
| language | eng |
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| source | American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list) |
| subjects | Antibacterial agents Antibiotics. Antiinfectious agents. Antiparasitic agents Antitubercular Agents - chemical synthesis Antitubercular Agents - chemistry Antitubercular Agents - pharmacology Biological and medical sciences Medical sciences Microbial Sensitivity Tests Mycobacterium tuberculosis - drug effects Pharmacology. Drug treatments Purines - chemical synthesis Purines - chemistry Purines - pharmacology Pyridines - chemical synthesis Pyridines - chemistry Pyridines - pharmacology Pyrimidines - chemical synthesis Pyrimidines - chemistry Pyrimidines - pharmacology Sulfides - chemical synthesis Sulfides - chemistry Sulfides - pharmacology |
| title | Antimycobacterial Agents. 1. Thio Analogues of Purine |
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