Inhibition of Candida albicans isocitrate lyase activity by cadiolides and synoilides from the ascidian Synoicum sp
Tris-aromatic furanones (1−4) and related bis-aromatic diesters (5 and 6) isolated from the dark red ascidian Synoicum sp., were evaluated for their inhibitory activities toward Candida albicans isocitrate lyase (ICL). These studies led to the identification of compounds 1, 3, and 4 as potent ICL in...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2013-07, Vol.23 (14), p.4099-4101 |
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| creator | Ahn, Chan-Hong Won, Tae Hyung Kim, Heegyu Shin, Jongheon Oh, Ki-Bong |
| description | Tris-aromatic furanones (1−4) and related bis-aromatic diesters (5 and 6) isolated from the dark red ascidian Synoicum sp., were evaluated for their inhibitory activities toward Candida albicans isocitrate lyase (ICL). These studies led to the identification of compounds 1, 3, and 4 as potent ICL inhibitors, with IC50 values of 7.62, 17.16, and 10.36μM, respectively. Growth phenotype of ICL deletion mutants and Northern blot analysis data indicated that compound 1 inhibits the ICL expression in C. albicans under C2 carbon utilizing condition. |
| doi_str_mv | 10.1016/j.bmcl.2013.05.051 |
| format | Article |
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These studies led to the identification of compounds 1, 3, and 4 as potent ICL inhibitors, with IC50 values of 7.62, 17.16, and 10.36μM, respectively. Growth phenotype of ICL deletion mutants and Northern blot analysis data indicated that compound 1 inhibits the ICL expression in C. albicans under C2 carbon utilizing condition.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2013.05.051</identifier><identifier>PMID: 23747224</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject><![CDATA[4-Butyrolactone - analogs & derivatives ; 4-Butyrolactone - chemistry ; 4-Butyrolactone - isolation & purification ; 4-Butyrolactone - pharmacology ; Animals ; Antifungal Agents - chemistry ; Antifungal Agents - isolation & purification ; Antifungal Agents - pharmacology ; Benzylidene Compounds - chemistry ; Benzylidene Compounds - isolation & purification ; Benzylidene Compounds - pharmacology ; Cadiolides ; Candida albicans ; Candida albicans - drug effects ; Candida albicans - enzymology ; carbon ; chemistry ; Fungal Proteins - antagonists & inhibitors ; Fungal Proteins - genetics ; Fungal Proteins - metabolism ; inhibitory concentration 50 ; Isocitrate lyase ; Isocitrate Lyase - antagonists & inhibitors ; Isocitrate Lyase - genetics ; Isocitrate Lyase - metabolism ; mutants ; Mutation ; Northern blotting ; Phenols - chemistry ; Phenols - isolation & purification ; Phenols - pharmacology ; phenotype ; RNA, Messenger - metabolism ; Synoicum ; Synoicum sp ; Synoilides ; Urochordata - chemistry]]></subject><ispartof>Bioorganic & medicinal chemistry letters, 2013-07, Vol.23 (14), p.4099-4101</ispartof><rights>2013 Elsevier Ltd</rights><rights>Copyright © 2013 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c413t-8272cda046efbc4e5f90f32fddd58572ac6324a6a7d67249ef3e1a68b75ff2b23</citedby><cites>FETCH-LOGICAL-c413t-8272cda046efbc4e5f90f32fddd58572ac6324a6a7d67249ef3e1a68b75ff2b23</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.2013.05.051$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>315,781,785,3551,27929,27930,46000</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23747224$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ahn, Chan-Hong</creatorcontrib><creatorcontrib>Won, Tae Hyung</creatorcontrib><creatorcontrib>Kim, Heegyu</creatorcontrib><creatorcontrib>Shin, Jongheon</creatorcontrib><creatorcontrib>Oh, Ki-Bong</creatorcontrib><title>Inhibition of Candida albicans isocitrate lyase activity by cadiolides and synoilides from the ascidian Synoicum sp</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>Tris-aromatic furanones (1−4) and related bis-aromatic diesters (5 and 6) isolated from the dark red ascidian Synoicum sp., were evaluated for their inhibitory activities toward Candida albicans isocitrate lyase (ICL). These studies led to the identification of compounds 1, 3, and 4 as potent ICL inhibitors, with IC50 values of 7.62, 17.16, and 10.36μM, respectively. Growth phenotype of ICL deletion mutants and Northern blot analysis data indicated that compound 1 inhibits the ICL expression in C. albicans under C2 carbon utilizing condition.</description><subject>4-Butyrolactone - analogs & derivatives</subject><subject>4-Butyrolactone - chemistry</subject><subject>4-Butyrolactone - isolation & purification</subject><subject>4-Butyrolactone - pharmacology</subject><subject>Animals</subject><subject>Antifungal Agents - chemistry</subject><subject>Antifungal Agents - isolation & purification</subject><subject>Antifungal Agents - pharmacology</subject><subject>Benzylidene Compounds - chemistry</subject><subject>Benzylidene Compounds - isolation & purification</subject><subject>Benzylidene Compounds - pharmacology</subject><subject>Cadiolides</subject><subject>Candida albicans</subject><subject>Candida albicans - drug effects</subject><subject>Candida albicans - enzymology</subject><subject>carbon</subject><subject>chemistry</subject><subject>Fungal Proteins - antagonists & inhibitors</subject><subject>Fungal Proteins - genetics</subject><subject>Fungal Proteins - metabolism</subject><subject>inhibitory concentration 50</subject><subject>Isocitrate lyase</subject><subject>Isocitrate Lyase - antagonists & inhibitors</subject><subject>Isocitrate Lyase - genetics</subject><subject>Isocitrate Lyase - metabolism</subject><subject>mutants</subject><subject>Mutation</subject><subject>Northern blotting</subject><subject>Phenols - chemistry</subject><subject>Phenols - isolation & purification</subject><subject>Phenols - pharmacology</subject><subject>phenotype</subject><subject>RNA, Messenger - metabolism</subject><subject>Synoicum</subject><subject>Synoicum sp</subject><subject>Synoilides</subject><subject>Urochordata - chemistry</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkU1rFEEQhhtRzCb6BzxoH73s2l_TPQNeZFETCHiIAW9NTX-YWmam1-7ZwPx7e5noUaGgKOp5X4p6CXnD2Y4zrj8cdv3ohp1gXO5YU4s_IxuutNpKxZrnZMM6zbZtp35ckMtSDoxxxZR6SS6ENMoIoTak3EwP2OOMaaIp0j1MHj1QGHp0MBWKJTmcM8yBDguUQMHN-IjzQvuFOvCYBvSh0KqjZZkSrmPMaaTzQ8WLQ48w0bvz0p1GWo6vyIsIQwmvn_oVuf_y-fv-env77evN_tPt1iku520rjHAemNIh9k6FJnYsShG9903bGAFOS6FAg_HaCNWFKAMH3famiVH0Ql6R96vvMadfp1BmO2JxYRhgCulULG8YM402pvs_Kg0XupO6rahYUZdTKTlEe8w4Ql4sZ_aciz3Ycy72nItlTS1eRW-f_E_9GPxfyZ8gKvBuBSIkCz8zFnt_Vx3qiVwKIUwlPq5EqC97xJBtfW2YXPCYg5utT_ivC34DJJ2pUw</recordid><startdate>20130715</startdate><enddate>20130715</enddate><creator>Ahn, Chan-Hong</creator><creator>Won, Tae Hyung</creator><creator>Kim, Heegyu</creator><creator>Shin, Jongheon</creator><creator>Oh, Ki-Bong</creator><general>Elsevier Ltd</general><scope>FBQ</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><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>M7N</scope><scope>P64</scope></search><sort><creationdate>20130715</creationdate><title>Inhibition of Candida albicans isocitrate lyase activity by cadiolides and synoilides from the ascidian Synoicum sp</title><author>Ahn, Chan-Hong ; Won, Tae Hyung ; Kim, Heegyu ; Shin, Jongheon ; Oh, Ki-Bong</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c413t-8272cda046efbc4e5f90f32fddd58572ac6324a6a7d67249ef3e1a68b75ff2b23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>4-Butyrolactone - analogs & derivatives</topic><topic>4-Butyrolactone - chemistry</topic><topic>4-Butyrolactone - isolation & purification</topic><topic>4-Butyrolactone - pharmacology</topic><topic>Animals</topic><topic>Antifungal Agents - chemistry</topic><topic>Antifungal Agents - isolation & purification</topic><topic>Antifungal Agents - pharmacology</topic><topic>Benzylidene Compounds - chemistry</topic><topic>Benzylidene Compounds - isolation & purification</topic><topic>Benzylidene Compounds - pharmacology</topic><topic>Cadiolides</topic><topic>Candida albicans</topic><topic>Candida albicans - drug effects</topic><topic>Candida albicans - enzymology</topic><topic>carbon</topic><topic>chemistry</topic><topic>Fungal Proteins - antagonists & inhibitors</topic><topic>Fungal Proteins - genetics</topic><topic>Fungal Proteins - metabolism</topic><topic>inhibitory concentration 50</topic><topic>Isocitrate lyase</topic><topic>Isocitrate Lyase - antagonists & inhibitors</topic><topic>Isocitrate Lyase - genetics</topic><topic>Isocitrate Lyase - metabolism</topic><topic>mutants</topic><topic>Mutation</topic><topic>Northern blotting</topic><topic>Phenols - chemistry</topic><topic>Phenols - isolation & purification</topic><topic>Phenols - pharmacology</topic><topic>phenotype</topic><topic>RNA, Messenger - metabolism</topic><topic>Synoicum</topic><topic>Synoicum sp</topic><topic>Synoilides</topic><topic>Urochordata - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ahn, Chan-Hong</creatorcontrib><creatorcontrib>Won, Tae Hyung</creatorcontrib><creatorcontrib>Kim, Heegyu</creatorcontrib><creatorcontrib>Shin, Jongheon</creatorcontrib><creatorcontrib>Oh, Ki-Bong</creatorcontrib><collection>AGRIS</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><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</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>Ahn, Chan-Hong</au><au>Won, Tae Hyung</au><au>Kim, Heegyu</au><au>Shin, Jongheon</au><au>Oh, Ki-Bong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Inhibition of Candida albicans isocitrate lyase activity by cadiolides and synoilides from the ascidian Synoicum sp</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2013-07-15</date><risdate>2013</risdate><volume>23</volume><issue>14</issue><spage>4099</spage><epage>4101</epage><pages>4099-4101</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>Tris-aromatic furanones (1−4) and related bis-aromatic diesters (5 and 6) isolated from the dark red ascidian Synoicum sp., were evaluated for their inhibitory activities toward Candida albicans isocitrate lyase (ICL). These studies led to the identification of compounds 1, 3, and 4 as potent ICL inhibitors, with IC50 values of 7.62, 17.16, and 10.36μM, respectively. Growth phenotype of ICL deletion mutants and Northern blot analysis data indicated that compound 1 inhibits the ICL expression in C. albicans under C2 carbon utilizing condition.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>23747224</pmid><doi>10.1016/j.bmcl.2013.05.051</doi><tpages>3</tpages></addata></record> |
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| ispartof | Bioorganic & medicinal chemistry letters, 2013-07, Vol.23 (14), p.4099-4101 |
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| subjects | 4-Butyrolactone - analogs & derivatives 4-Butyrolactone - chemistry 4-Butyrolactone - isolation & purification 4-Butyrolactone - pharmacology Animals Antifungal Agents - chemistry Antifungal Agents - isolation & purification Antifungal Agents - pharmacology Benzylidene Compounds - chemistry Benzylidene Compounds - isolation & purification Benzylidene Compounds - pharmacology Cadiolides Candida albicans Candida albicans - drug effects Candida albicans - enzymology carbon chemistry Fungal Proteins - antagonists & inhibitors Fungal Proteins - genetics Fungal Proteins - metabolism inhibitory concentration 50 Isocitrate lyase Isocitrate Lyase - antagonists & inhibitors Isocitrate Lyase - genetics Isocitrate Lyase - metabolism mutants Mutation Northern blotting Phenols - chemistry Phenols - isolation & purification Phenols - pharmacology phenotype RNA, Messenger - metabolism Synoicum Synoicum sp Synoilides Urochordata - chemistry |
| title | Inhibition of Candida albicans isocitrate lyase activity by cadiolides and synoilides from the ascidian Synoicum sp |
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