The activity of dispiro peroxides against Fasciola hepatica
Dispiro 1,2,4-trioxanes and 1,2,4,5-tetraoxanes had superior efficacy against Fasciola hepatica than the corresponding ozonides (1,2,4-trioxolanes). For highest efficacy, spiroadamantane and carboxymethyl substructures were required. Three compounds completely cured F. hepatica-infected mice at sing...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2011-09, Vol.21 (18), p.5320-5323 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Wang, Xiaofang Zhao, Qingjie Vargas, Mireille Dong, Yuxiang Sriraghavan, Kamaraj Keiser, Jennifer Vennerstrom, Jonathan L. |
| description | Dispiro 1,2,4-trioxanes and 1,2,4,5-tetraoxanes had superior efficacy against Fasciola hepatica than the corresponding ozonides (1,2,4-trioxolanes). For highest efficacy, spiroadamantane and carboxymethyl substructures were required. Three compounds completely cured F. hepatica-infected mice at single oral doses of 50mg/kg and two were partially curative at single doses of 25mg/kg. |
| doi_str_mv | 10.1016/j.bmcl.2011.07.024 |
| format | Article |
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For highest efficacy, spiroadamantane and carboxymethyl substructures were required. Three compounds completely cured F. hepatica-infected mice at single oral doses of 50mg/kg and two were partially curative at single doses of 25mg/kg.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2011.07.024</identifier><identifier>PMID: 21802291</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Animals ; Antibiotics. Antiinfectious agents. Antiparasitic agents ; Antiparasitic agents ; Artemisinin ; Biological and medical sciences ; chemistry ; Dose-Response Relationship, Drug ; Fasciola hepatica ; Fasciola hepatica - drug effects ; Heterocyclic Compounds - chemical synthesis ; Heterocyclic Compounds - chemistry ; Heterocyclic Compounds - pharmacology ; Medical sciences ; Mice ; Molecular Structure ; Peroxide ; peroxides ; Pharmacology. Drug treatments ; Spiro Compounds - chemical synthesis ; Spiro Compounds - chemistry ; Spiro Compounds - pharmacology ; Stereoisomerism ; Tetraoxanes - chemical synthesis ; Tetraoxanes - chemistry ; Tetraoxanes - pharmacology</subject><ispartof>Bioorganic & medicinal chemistry letters, 2011-09, Vol.21 (18), p.5320-5323</ispartof><rights>2011 Elsevier Ltd</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2011 Elsevier Ltd. All rights reserved.</rights><rights>2011 Elsevier Ltd. All rights reserved. 2011</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c606t-8299dbf9191416609ae5b07eed0c171c8351f2afd491c744b314ec18cec1be293</citedby><cites>FETCH-LOGICAL-c606t-8299dbf9191416609ae5b07eed0c171c8351f2afd491c744b314ec18cec1be293</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.2011.07.024$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>230,314,780,784,885,3548,27923,27924,45994</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=24505833$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21802291$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wang, Xiaofang</creatorcontrib><creatorcontrib>Zhao, Qingjie</creatorcontrib><creatorcontrib>Vargas, Mireille</creatorcontrib><creatorcontrib>Dong, Yuxiang</creatorcontrib><creatorcontrib>Sriraghavan, Kamaraj</creatorcontrib><creatorcontrib>Keiser, Jennifer</creatorcontrib><creatorcontrib>Vennerstrom, Jonathan L.</creatorcontrib><title>The activity of dispiro peroxides against Fasciola hepatica</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>Dispiro 1,2,4-trioxanes and 1,2,4,5-tetraoxanes had superior efficacy against Fasciola hepatica than the corresponding ozonides (1,2,4-trioxolanes). For highest efficacy, spiroadamantane and carboxymethyl substructures were required. Three compounds completely cured F. hepatica-infected mice at single oral doses of 50mg/kg and two were partially curative at single doses of 25mg/kg.</description><subject>Animals</subject><subject>Antibiotics. Antiinfectious agents. Antiparasitic agents</subject><subject>Antiparasitic agents</subject><subject>Artemisinin</subject><subject>Biological and medical sciences</subject><subject>chemistry</subject><subject>Dose-Response Relationship, Drug</subject><subject>Fasciola hepatica</subject><subject>Fasciola hepatica - drug effects</subject><subject>Heterocyclic Compounds - chemical synthesis</subject><subject>Heterocyclic Compounds - chemistry</subject><subject>Heterocyclic Compounds - pharmacology</subject><subject>Medical sciences</subject><subject>Mice</subject><subject>Molecular Structure</subject><subject>Peroxide</subject><subject>peroxides</subject><subject>Pharmacology. Drug treatments</subject><subject>Spiro Compounds - chemical synthesis</subject><subject>Spiro Compounds - chemistry</subject><subject>Spiro Compounds - pharmacology</subject><subject>Stereoisomerism</subject><subject>Tetraoxanes - chemical synthesis</subject><subject>Tetraoxanes - chemistry</subject><subject>Tetraoxanes - pharmacology</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kcFu1DAQhi0EotvCC3CAXFBPCTOOHccCIaGKAlIlDrQSN8txJrteZePFzq7o2-PVLgUuXDwHf_PP6BvGXiBUCNi8WVfdxo0VB8QKVAVcPGILFI0oawHyMVuAbqBstfh-xs5TWgOgACGesjOOLXCuccHe3q6osG72ez_fF2Eoep-2PoZiSzH89D2lwi6tn9JcXNvkfBhtsaKtnb2zz9iTwY6Jnp_qBbu7_nh79bm8-frpy9WHm9I10Mxly7Xuu0GjRoFNA9qS7EAR9eBQoWtriQO3Qy80OiVEV6Mgh63LT0dc1xfs_TF3u-s21Dua5mhHs41-Y-O9Cdabf38mvzLLsDc1St1KkQMuTwEx_NhRms3GJ0fjaCcKu2Q0KFSglMokP5IuhpQiDQ9TEMxBulmbg3RzkG5AmSw9N738e7-Hlt-WM_D6BGSFdhyinZxPfzghQbZ1nblXR26wwdhlzMzdtzxJ5svVkssmE--OBGXfe0_R5JvQ5Kj3kdxs-uD_t-kvNsGpuA</recordid><startdate>20110915</startdate><enddate>20110915</enddate><creator>Wang, Xiaofang</creator><creator>Zhao, Qingjie</creator><creator>Vargas, Mireille</creator><creator>Dong, Yuxiang</creator><creator>Sriraghavan, Kamaraj</creator><creator>Keiser, Jennifer</creator><creator>Vennerstrom, Jonathan L.</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>FBQ</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>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>5PM</scope></search><sort><creationdate>20110915</creationdate><title>The activity of dispiro peroxides against Fasciola hepatica</title><author>Wang, Xiaofang ; Zhao, Qingjie ; Vargas, Mireille ; Dong, Yuxiang ; Sriraghavan, Kamaraj ; Keiser, Jennifer ; Vennerstrom, Jonathan L.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c606t-8299dbf9191416609ae5b07eed0c171c8351f2afd491c744b314ec18cec1be293</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Animals</topic><topic>Antibiotics. Antiinfectious agents. Antiparasitic agents</topic><topic>Antiparasitic agents</topic><topic>Artemisinin</topic><topic>Biological and medical sciences</topic><topic>chemistry</topic><topic>Dose-Response Relationship, Drug</topic><topic>Fasciola hepatica</topic><topic>Fasciola hepatica - drug effects</topic><topic>Heterocyclic Compounds - chemical synthesis</topic><topic>Heterocyclic Compounds - chemistry</topic><topic>Heterocyclic Compounds - pharmacology</topic><topic>Medical sciences</topic><topic>Mice</topic><topic>Molecular Structure</topic><topic>Peroxide</topic><topic>peroxides</topic><topic>Pharmacology. Drug treatments</topic><topic>Spiro Compounds - chemical synthesis</topic><topic>Spiro Compounds - chemistry</topic><topic>Spiro Compounds - pharmacology</topic><topic>Stereoisomerism</topic><topic>Tetraoxanes - chemical synthesis</topic><topic>Tetraoxanes - chemistry</topic><topic>Tetraoxanes - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wang, Xiaofang</creatorcontrib><creatorcontrib>Zhao, Qingjie</creatorcontrib><creatorcontrib>Vargas, Mireille</creatorcontrib><creatorcontrib>Dong, Yuxiang</creatorcontrib><creatorcontrib>Sriraghavan, Kamaraj</creatorcontrib><creatorcontrib>Keiser, Jennifer</creatorcontrib><creatorcontrib>Vennerstrom, Jonathan L.</creatorcontrib><collection>AGRIS</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>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wang, Xiaofang</au><au>Zhao, Qingjie</au><au>Vargas, Mireille</au><au>Dong, Yuxiang</au><au>Sriraghavan, Kamaraj</au><au>Keiser, Jennifer</au><au>Vennerstrom, Jonathan L.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The activity of dispiro peroxides against Fasciola hepatica</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2011-09-15</date><risdate>2011</risdate><volume>21</volume><issue>18</issue><spage>5320</spage><epage>5323</epage><pages>5320-5323</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>Dispiro 1,2,4-trioxanes and 1,2,4,5-tetraoxanes had superior efficacy against Fasciola hepatica than the corresponding ozonides (1,2,4-trioxolanes). 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| source | MEDLINE; Elsevier ScienceDirect Journals Complete |
| subjects | Animals Antibiotics. Antiinfectious agents. Antiparasitic agents Antiparasitic agents Artemisinin Biological and medical sciences chemistry Dose-Response Relationship, Drug Fasciola hepatica Fasciola hepatica - drug effects Heterocyclic Compounds - chemical synthesis Heterocyclic Compounds - chemistry Heterocyclic Compounds - pharmacology Medical sciences Mice Molecular Structure Peroxide peroxides Pharmacology. Drug treatments Spiro Compounds - chemical synthesis Spiro Compounds - chemistry Spiro Compounds - pharmacology Stereoisomerism Tetraoxanes - chemical synthesis Tetraoxanes - chemistry Tetraoxanes - pharmacology |
| title | The activity of dispiro peroxides against Fasciola hepatica |
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