Discovery of Bicyclic Thymidine Analogues as Selective and High-Affinity Inhibitors of Mycobacterium tuberculosis Thymidine Monophosphate Kinase
Thymidine monophosphate kinase of Mycobacterium tuberculosis (TMPKmt) represents an attractive target for selectively blocking bacterial DNA synthesis. Hereby, we report on the discovery of a novel class of bicyclic nucleosides (10 and 11) and one dinucleoside (12), belonging to the most selective i...
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| Veröffentlicht in: | Journal of medicinal chemistry 2004-12, Vol.47 (25), p.6187-6194 |
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| container_end_page | 6194 |
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| container_issue | 25 |
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| container_title | Journal of medicinal chemistry |
| container_volume | 47 |
| creator | Vanheusden, Veerle Munier-Lehmann, Hélène Froeyen, Matheus Busson, Roger Rozenski, Jef Herdewijn, Piet Van Calenbergh, Serge |
| description | Thymidine monophosphate kinase of Mycobacterium tuberculosis (TMPKmt) represents an attractive target for selectively blocking bacterial DNA synthesis. Hereby, we report on the discovery of a novel class of bicyclic nucleosides (10 and 11) and one dinucleoside (12), belonging to the most selective inhibitors of TMPKmt discovered so far. |
| doi_str_mv | 10.1021/jm040847w |
| format | Article |
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Hereby, we report on the discovery of a novel class of bicyclic nucleosides (10 and 11) and one dinucleoside (12), belonging to the most selective inhibitors of TMPKmt discovered so far.</description><identifier>ISSN: 0022-2623</identifier><identifier>EISSN: 1520-4804</identifier><identifier>DOI: 10.1021/jm040847w</identifier><identifier>PMID: 15566289</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 ; Antitubercular Agents - chemical synthesis ; Antitubercular Agents - pharmacology ; Biological and medical sciences ; Crystallography, X-Ray ; Medical sciences ; Models, Molecular ; Molecular Conformation ; Mycobacterium tuberculosis ; Mycobacterium tuberculosis - drug effects ; Mycobacterium tuberculosis - enzymology ; Nucleoside-Phosphate Kinase ; Nucleoside-Phosphate Kinase - antagonists & inhibitors ; Nucleoside-Phosphate Kinase - chemistry ; Pharmacology. 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Med. Chem</addtitle><description>Thymidine monophosphate kinase of Mycobacterium tuberculosis (TMPKmt) represents an attractive target for selectively blocking bacterial DNA synthesis. Hereby, we report on the discovery of a novel class of bicyclic nucleosides (10 and 11) and one dinucleoside (12), belonging to the most selective inhibitors of TMPKmt discovered so far.</description><subject>Antibacterial agents</subject><subject>Antibiotics. Antiinfectious agents. Antiparasitic agents</subject><subject>Antitubercular Agents</subject><subject>Antitubercular Agents - chemical synthesis</subject><subject>Antitubercular Agents - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Crystallography, X-Ray</subject><subject>Medical sciences</subject><subject>Models, Molecular</subject><subject>Molecular Conformation</subject><subject>Mycobacterium tuberculosis</subject><subject>Mycobacterium tuberculosis - drug effects</subject><subject>Mycobacterium tuberculosis - enzymology</subject><subject>Nucleoside-Phosphate Kinase</subject><subject>Nucleoside-Phosphate Kinase - antagonists & inhibitors</subject><subject>Nucleoside-Phosphate Kinase - chemistry</subject><subject>Pharmacology. Drug treatments</subject><subject>Protein Binding</subject><subject>Structure-Activity Relationship</subject><subject>Thymidine</subject><subject>Thymidine - analogs & derivatives</subject><subject>Thymidine - chemical synthesis</subject><subject>Thymidine - pharmacology</subject><subject>Urea</subject><subject>Urea - analogs & derivatives</subject><subject>Urea - chemical synthesis</subject><subject>Urea - pharmacology</subject><issn>0022-2623</issn><issn>1520-4804</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFks1u1DAUhSMEokNhwQsgb6jEIuCf2EmW05YyFVNB6cDWcpybxkMSBzuZNm_BI-PRjGZYILG6i_vp6J5zbhS9Jvg9wZR8WLc4wVmSPjyJZoRTHCcZTp5GM4wpjamg7CR64f0aY8wIZc-jE8K5EDTLZ9HvS-O13YCbkK3QudGTboxGq3pqTWk6QPNONfZ-BI-UR3fQgB7MBpDqSrQw93U8ryrTmWFC111tCjNY57dKN5O2hdIDODO2aBgLcHpsrDf-L-0b29m-tr6v1QDos-mUh5fRs0o1Hl7t52n0_erj6mIRL798ur6YL2OVZGyIE8YKoCXPoOQFhgoTkgZvGjQuyqLktFSMQgU5KVPCCRVFkmZJRRkVeQgHs9Mo3unWqpG9M61yk7TKyMV8KXvlBxidxJgIkfN8QwJ_tuN7Z3-FOAbZhuSgaVQHdvRSpIQlGU3_C5KcZUKkW_DdDtTOeu-gOpxBsNz2Kg-9BvbNXnQsWiiP5L7IALzdA8pr1VROddr4IycY5oSnR9smOHw87JX7GRywlMvV1zt5--2cXF6lt_LHUVdpL9d2dOEd_D8O_AN1Ecec</recordid><startdate>20041202</startdate><enddate>20041202</enddate><creator>Vanheusden, Veerle</creator><creator>Munier-Lehmann, Hélène</creator><creator>Froeyen, Matheus</creator><creator>Busson, Roger</creator><creator>Rozenski, Jef</creator><creator>Herdewijn, Piet</creator><creator>Van Calenbergh, Serge</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>7QL</scope><scope>C1K</scope><scope>7X8</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0001-7579-8561</orcidid></search><sort><creationdate>20041202</creationdate><title>Discovery of Bicyclic Thymidine Analogues as Selective and High-Affinity Inhibitors of Mycobacterium tuberculosis Thymidine Monophosphate Kinase</title><author>Vanheusden, Veerle ; Munier-Lehmann, Hélène ; Froeyen, Matheus ; Busson, Roger ; Rozenski, Jef ; Herdewijn, Piet ; Van Calenbergh, Serge</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a483t-433be2d58ed5b0ef0117123cec0bdbd52da32efe91d715126b4784f2326980403</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>Antibacterial agents</topic><topic>Antibiotics. 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| ispartof | Journal of medicinal chemistry, 2004-12, Vol.47 (25), p.6187-6194 |
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| source | MEDLINE; American Chemical Society Journals |
| subjects | Antibacterial agents Antibiotics. Antiinfectious agents. Antiparasitic agents Antitubercular Agents Antitubercular Agents - chemical synthesis Antitubercular Agents - pharmacology Biological and medical sciences Crystallography, X-Ray Medical sciences Models, Molecular Molecular Conformation Mycobacterium tuberculosis Mycobacterium tuberculosis - drug effects Mycobacterium tuberculosis - enzymology Nucleoside-Phosphate Kinase Nucleoside-Phosphate Kinase - antagonists & inhibitors Nucleoside-Phosphate Kinase - chemistry Pharmacology. Drug treatments Protein Binding Structure-Activity Relationship Thymidine Thymidine - analogs & derivatives Thymidine - chemical synthesis Thymidine - pharmacology Urea Urea - analogs & derivatives Urea - chemical synthesis Urea - pharmacology |
| title | Discovery of Bicyclic Thymidine Analogues as Selective and High-Affinity Inhibitors of Mycobacterium tuberculosis Thymidine Monophosphate Kinase |
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