Potent Inhibitors of the Qi Site of the Mitochondrial Respiration Complex III
A series of azole-fused salicylamides were prepared as analogues of antimycin and assayed for activity at complex III of the mitochondrial respiratory chain. The activity of these compounds approached that of antimycin in inhibitory potency and some showed growth reduction of Septoria nodorum in vit...
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| Veröffentlicht in: | Journal of medicinal chemistry 2006-07, Vol.49 (15), p.4762-4766 |
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| container_end_page | 4766 |
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| container_issue | 15 |
| container_start_page | 4762 |
| container_title | Journal of medicinal chemistry |
| container_volume | 49 |
| creator | Bolgunas, Stephen Clark, David A Hanna, Wayne S Mauvais, Patricia A Pember, Steve O |
| description | A series of azole-fused salicylamides were prepared as analogues of antimycin and assayed for activity at complex III of the mitochondrial respiratory chain. The activity of these compounds approached that of antimycin in inhibitory potency and some showed growth reduction of Septoria nodorum in vitro. Compound 8a was shown to bind at the Qi site of complex III by red-shift titration of the bc 1 complex. |
| doi_str_mv | 10.1021/jm060408s |
| format | Article |
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The activity of these compounds approached that of antimycin in inhibitory potency and some showed growth reduction of Septoria nodorum in vitro. Compound 8a was shown to bind at the Qi site of complex III by red-shift titration of the bc 1 complex.</description><identifier>ISSN: 0022-2623</identifier><identifier>EISSN: 1520-4804</identifier><identifier>DOI: 10.1021/jm060408s</identifier><identifier>PMID: 16854082</identifier><identifier>CODEN: JMCMAR</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Antimycin A - analogs & derivatives ; Antimycin A - chemical synthesis ; Antimycin A - pharmacology ; Ascomycota - drug effects ; Azoles - chemical synthesis ; Azoles - chemistry ; Azoles - pharmacology ; Biological and medical sciences ; Cell structures and functions ; Electron Transport Complex III - antagonists & inhibitors ; Fundamental and applied biological sciences. 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Med. Chem</addtitle><description>A series of azole-fused salicylamides were prepared as analogues of antimycin and assayed for activity at complex III of the mitochondrial respiratory chain. The activity of these compounds approached that of antimycin in inhibitory potency and some showed growth reduction of Septoria nodorum in vitro. Compound 8a was shown to bind at the Qi site of complex III by red-shift titration of the bc 1 complex.</description><subject>Antimycin A - analogs & derivatives</subject><subject>Antimycin A - chemical synthesis</subject><subject>Antimycin A - pharmacology</subject><subject>Ascomycota - drug effects</subject><subject>Azoles - chemical synthesis</subject><subject>Azoles - chemistry</subject><subject>Azoles - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Cell structures and functions</subject><subject>Electron Transport Complex III - antagonists & inhibitors</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Fungicides, Industrial - chemical synthesis</subject><subject>Fungicides, Industrial - pharmacology</subject><subject>Mitochondria and cell respiration</subject><subject>Molecular and cellular biology</subject><subject>Salicylamides - chemical synthesis</subject><subject>Salicylamides - pharmacology</subject><subject>Structure-Activity Relationship</subject><issn>0022-2623</issn><issn>1520-4804</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0E1Lw0AQBuBFFFurB_-A5OLBQ3R2s9mkRy1-BFqsbQXxskySXbo1X-ymUP-9kdb24mkY3odheAm5pHBLgdG7VQkCOMTuiPRpyMDnMfBj0gdgzGeCBT1y5twKAALKglPSoyIOO8_6ZDKtW1W1XlItTWra2jqv1l67VN6b8eamVX_rpAuzZV3l1mDhzZRrjMXW1JU3qsumUBsvSZJzcqKxcOpiNwfk_elxMXrxx6_Pyeh-7GMQ09bXYpiCFkEUIkfe_Z7rOA-5EFkecYoqYxgoDgxQUx1lEYKgsULgaapCoVUwIDfbu5mtnbNKy8aaEu23pCB_K5H7Sjp7tbXNOi1VfpC7DjpwvQPoMiy0xSoz7uBiABqKqHP-1hnXqs0-R_sluzQK5WI6lw-zh49o-DmUweEuZk6u6rWtukr-efAHGTaDcg</recordid><startdate>20060727</startdate><enddate>20060727</enddate><creator>Bolgunas, Stephen</creator><creator>Clark, David A</creator><creator>Hanna, Wayne S</creator><creator>Mauvais, Patricia A</creator><creator>Pember, Steve O</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></search><sort><creationdate>20060727</creationdate><title>Potent Inhibitors of the Qi Site of the Mitochondrial Respiration Complex III</title><author>Bolgunas, Stephen ; Clark, David A ; Hanna, Wayne S ; Mauvais, Patricia A ; Pember, Steve O</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a381t-f69b0f6375a4a4060df8d5466cd741aec2a3e4020af1f7c7a0618ea04bbe56fe3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Antimycin A - analogs & derivatives</topic><topic>Antimycin A - chemical synthesis</topic><topic>Antimycin A - pharmacology</topic><topic>Ascomycota - drug effects</topic><topic>Azoles - chemical synthesis</topic><topic>Azoles - chemistry</topic><topic>Azoles - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Cell structures and functions</topic><topic>Electron Transport Complex III - antagonists & inhibitors</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Fungicides, Industrial - chemical synthesis</topic><topic>Fungicides, Industrial - pharmacology</topic><topic>Mitochondria and cell respiration</topic><topic>Molecular and cellular biology</topic><topic>Salicylamides - chemical synthesis</topic><topic>Salicylamides - pharmacology</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bolgunas, Stephen</creatorcontrib><creatorcontrib>Clark, David A</creatorcontrib><creatorcontrib>Hanna, Wayne S</creatorcontrib><creatorcontrib>Mauvais, Patricia A</creatorcontrib><creatorcontrib>Pember, Steve O</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><jtitle>Journal of medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bolgunas, Stephen</au><au>Clark, David A</au><au>Hanna, Wayne S</au><au>Mauvais, Patricia A</au><au>Pember, Steve O</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Potent Inhibitors of the Qi Site of the Mitochondrial Respiration Complex III</atitle><jtitle>Journal of medicinal chemistry</jtitle><addtitle>J. Med. Chem</addtitle><date>2006-07-27</date><risdate>2006</risdate><volume>49</volume><issue>15</issue><spage>4762</spage><epage>4766</epage><pages>4762-4766</pages><issn>0022-2623</issn><eissn>1520-4804</eissn><coden>JMCMAR</coden><abstract>A series of azole-fused salicylamides were prepared as analogues of antimycin and assayed for activity at complex III of the mitochondrial respiratory chain. The activity of these compounds approached that of antimycin in inhibitory potency and some showed growth reduction of Septoria nodorum in vitro. Compound 8a was shown to bind at the Qi site of complex III by red-shift titration of the bc 1 complex.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>16854082</pmid><doi>10.1021/jm060408s</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0022-2623 |
| ispartof | Journal of medicinal chemistry, 2006-07, Vol.49 (15), p.4762-4766 |
| issn | 0022-2623 1520-4804 |
| language | eng |
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| source | MEDLINE; American Chemical Society Journals |
| subjects | Antimycin A - analogs & derivatives Antimycin A - chemical synthesis Antimycin A - pharmacology Ascomycota - drug effects Azoles - chemical synthesis Azoles - chemistry Azoles - pharmacology Biological and medical sciences Cell structures and functions Electron Transport Complex III - antagonists & inhibitors Fundamental and applied biological sciences. Psychology Fungicides, Industrial - chemical synthesis Fungicides, Industrial - pharmacology Mitochondria and cell respiration Molecular and cellular biology Salicylamides - chemical synthesis Salicylamides - pharmacology Structure-Activity Relationship |
| title | Potent Inhibitors of the Qi Site of the Mitochondrial Respiration Complex III |
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