Synthesis and antibacterial activity of oxazolidinones containing pyridine substituted with heteroaromatic ring
Oxazolidinone derivatives containing pyridine substituted with heteroaromatic ring were synthesized and exhibited potent in vitro and in vivo antibacterial activities against many antibiotic-resistant microbial strains. A series of oxazolidinone derivatives, which morpholino group of linezolid was r...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry 2004-11, Vol.12 (22), p.5909-5915 |
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| container_end_page | 5915 |
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| container_issue | 22 |
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| container_title | Bioorganic & medicinal chemistry |
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| creator | Jo, Yeong Woo Im, Weon Bin Rhee, Jae Keol Shim, Mi Ja Kim, Won Bae Choi, Eung Chil |
| description | Oxazolidinone derivatives containing pyridine substituted with heteroaromatic ring were synthesized and exhibited potent in vitro and in vivo antibacterial activities against many antibiotic-resistant microbial strains.
A series of oxazolidinone derivatives, which morpholino group of linezolid was replaced with heteroaromatic ring substituted pyridine moiety, were newly synthesized, and their substituted effects on in vitro and in vivo antibacterial activities were evaluated against four problematic gram-positive strains including drug resistant strains and two gram-negative strains. Most compounds exhibited the enhanced in vitro activities with 4–16-fold and three compounds exerted more than 2-fold increased in vivo efficacies than linezolid. |
| doi_str_mv | 10.1016/j.bmc.2004.08.025 |
| format | Article |
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A series of oxazolidinone derivatives, which morpholino group of linezolid was replaced with heteroaromatic ring substituted pyridine moiety, were newly synthesized, and their substituted effects on in vitro and in vivo antibacterial activities were evaluated against four problematic gram-positive strains including drug resistant strains and two gram-negative strains. Most compounds exhibited the enhanced in vitro activities with 4–16-fold and three compounds exerted more than 2-fold increased in vivo efficacies than linezolid.</description><identifier>ISSN: 0968-0896</identifier><identifier>EISSN: 1464-3391</identifier><identifier>DOI: 10.1016/j.bmc.2004.08.025</identifier><identifier>PMID: 15498667</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Animals ; Anti-Bacterial Agents - chemical synthesis ; Anti-Bacterial Agents - pharmacology ; Antibacterial activity ; Antibacterial agents ; Antibiotics. Antiinfectious agents. Antiparasitic agents ; Biological and medical sciences ; Heteroaromatic ring substitution ; In vivo efficacy ; Male ; Medical sciences ; Mice ; Mice, Inbred ICR ; Microbial Sensitivity Tests - statistics & numerical data ; Oxazolidinone ; Oxazolidinones - chemical synthesis ; Oxazolidinones - pharmacology ; Pharmacology. Drug treatments ; Pyridine ; Pyridines - chemical synthesis ; Pyridines - pharmacology</subject><ispartof>Bioorganic & medicinal chemistry, 2004-11, Vol.12 (22), p.5909-5915</ispartof><rights>2004 Elsevier Ltd</rights><rights>2005 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c379t-372acb51066eb3fb3cce8bf01e5d24a1f4c85c80dfbe2ba3c0d73e7a5fc1263f3</citedby><cites>FETCH-LOGICAL-c379t-372acb51066eb3fb3cce8bf01e5d24a1f4c85c80dfbe2ba3c0d73e7a5fc1263f3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0968089604006285$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27903,27904,65309</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=16214525$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15498667$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Jo, Yeong Woo</creatorcontrib><creatorcontrib>Im, Weon Bin</creatorcontrib><creatorcontrib>Rhee, Jae Keol</creatorcontrib><creatorcontrib>Shim, Mi Ja</creatorcontrib><creatorcontrib>Kim, Won Bae</creatorcontrib><creatorcontrib>Choi, Eung Chil</creatorcontrib><title>Synthesis and antibacterial activity of oxazolidinones containing pyridine substituted with heteroaromatic ring</title><title>Bioorganic & medicinal chemistry</title><addtitle>Bioorg Med Chem</addtitle><description>Oxazolidinone derivatives containing pyridine substituted with heteroaromatic ring were synthesized and exhibited potent in vitro and in vivo antibacterial activities against many antibiotic-resistant microbial strains.
A series of oxazolidinone derivatives, which morpholino group of linezolid was replaced with heteroaromatic ring substituted pyridine moiety, were newly synthesized, and their substituted effects on in vitro and in vivo antibacterial activities were evaluated against four problematic gram-positive strains including drug resistant strains and two gram-negative strains. Most compounds exhibited the enhanced in vitro activities with 4–16-fold and three compounds exerted more than 2-fold increased in vivo efficacies than linezolid.</description><subject>Animals</subject><subject>Anti-Bacterial Agents - chemical synthesis</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Antibacterial activity</subject><subject>Antibacterial agents</subject><subject>Antibiotics. Antiinfectious agents. Antiparasitic agents</subject><subject>Biological and medical sciences</subject><subject>Heteroaromatic ring substitution</subject><subject>In vivo efficacy</subject><subject>Male</subject><subject>Medical sciences</subject><subject>Mice</subject><subject>Mice, Inbred ICR</subject><subject>Microbial Sensitivity Tests - statistics & numerical data</subject><subject>Oxazolidinone</subject><subject>Oxazolidinones - chemical synthesis</subject><subject>Oxazolidinones - pharmacology</subject><subject>Pharmacology. 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Antiinfectious agents. Antiparasitic agents</topic><topic>Biological and medical sciences</topic><topic>Heteroaromatic ring substitution</topic><topic>In vivo efficacy</topic><topic>Male</topic><topic>Medical sciences</topic><topic>Mice</topic><topic>Mice, Inbred ICR</topic><topic>Microbial Sensitivity Tests - statistics & numerical data</topic><topic>Oxazolidinone</topic><topic>Oxazolidinones - chemical synthesis</topic><topic>Oxazolidinones - pharmacology</topic><topic>Pharmacology. Drug treatments</topic><topic>Pyridine</topic><topic>Pyridines - chemical synthesis</topic><topic>Pyridines - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Jo, Yeong Woo</creatorcontrib><creatorcontrib>Im, Weon Bin</creatorcontrib><creatorcontrib>Rhee, Jae Keol</creatorcontrib><creatorcontrib>Shim, Mi Ja</creatorcontrib><creatorcontrib>Kim, Won Bae</creatorcontrib><creatorcontrib>Choi, Eung Chil</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>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Jo, Yeong Woo</au><au>Im, Weon Bin</au><au>Rhee, Jae Keol</au><au>Shim, Mi Ja</au><au>Kim, Won Bae</au><au>Choi, Eung Chil</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and antibacterial activity of oxazolidinones containing pyridine substituted with heteroaromatic ring</atitle><jtitle>Bioorganic & medicinal chemistry</jtitle><addtitle>Bioorg Med Chem</addtitle><date>2004-11-15</date><risdate>2004</risdate><volume>12</volume><issue>22</issue><spage>5909</spage><epage>5915</epage><pages>5909-5915</pages><issn>0968-0896</issn><eissn>1464-3391</eissn><abstract>Oxazolidinone derivatives containing pyridine substituted with heteroaromatic ring were synthesized and exhibited potent in vitro and in vivo antibacterial activities against many antibiotic-resistant microbial strains.
A series of oxazolidinone derivatives, which morpholino group of linezolid was replaced with heteroaromatic ring substituted pyridine moiety, were newly synthesized, and their substituted effects on in vitro and in vivo antibacterial activities were evaluated against four problematic gram-positive strains including drug resistant strains and two gram-negative strains. Most compounds exhibited the enhanced in vitro activities with 4–16-fold and three compounds exerted more than 2-fold increased in vivo efficacies than linezolid.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>15498667</pmid><doi>10.1016/j.bmc.2004.08.025</doi><tpages>7</tpages></addata></record> |
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| ispartof | Bioorganic & medicinal chemistry, 2004-11, Vol.12 (22), p.5909-5915 |
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| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Animals Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - pharmacology Antibacterial activity Antibacterial agents Antibiotics. Antiinfectious agents. Antiparasitic agents Biological and medical sciences Heteroaromatic ring substitution In vivo efficacy Male Medical sciences Mice Mice, Inbred ICR Microbial Sensitivity Tests - statistics & numerical data Oxazolidinone Oxazolidinones - chemical synthesis Oxazolidinones - pharmacology Pharmacology. Drug treatments Pyridine Pyridines - chemical synthesis Pyridines - pharmacology |
| title | Synthesis and antibacterial activity of oxazolidinones containing pyridine substituted with heteroaromatic ring |
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