Two-dimensional NMR spectroscopy of LL-28249-α, a potent macrolide anthelmintic: 13C, 1H chemical shift assignments and solution conformation

LL‐F28249‐α is a potent antiparasitic antibiotic produced by Streptomyces cyaneogriseus ssp. noncyanogenus. Its complete 13C NMR spectral assignment based on two‐dimensional double‐quantum experiments in a sample at natural isotopic abundance is described. The proton NMR assignments were made from a...

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Veröffentlicht in:	Magnetic resonance in chemistry 1989-05, Vol.27 (5), p.437-444
Hauptverfasser:	Rajan, S., Stockton, G. W.
Format:	Artikel
Sprache:	eng
Schlagworte:	1H NMR 2D13C NMR Antibiotics. Antiinfectious agents. Antiparasitic agents Antiparasitic agents Antiparasitic antibiotic Biological and medical sciences Double-quantum NMR Medical sciences Pharmacology. Drug treatments
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creator	Rajan, S. Stockton, G. W.
description	LL‐F28249‐α is a potent antiparasitic antibiotic produced by Streptomyces cyaneogriseus ssp. noncyanogenus. Its complete 13C NMR spectral assignment based on two‐dimensional double‐quantum experiments in a sample at natural isotopic abundance is described. The proton NMR assignments were made from a combination of homonuclear and heteronuclear two‐dimensional correlation experiments. Proton‐proton scalar couplings, nuclear Over‐hauser enhancements and molecular mechanics energy minimization calculations are also reported, permitting a comparison of solution conformation with the known x‐ray structure adapted from a closely related analogue.
doi_str_mv	10.1002/mrc.1260270504
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W.</creator><creatorcontrib>Rajan, S. ; Stockton, G. W.</creatorcontrib><description>LL‐F28249‐α is a potent antiparasitic antibiotic produced by Streptomyces cyaneogriseus ssp. noncyanogenus. Its complete 13C NMR spectral assignment based on two‐dimensional double‐quantum experiments in a sample at natural isotopic abundance is described. The proton NMR assignments were made from a combination of homonuclear and heteronuclear two‐dimensional correlation experiments. Proton‐proton scalar couplings, nuclear Over‐hauser enhancements and molecular mechanics energy minimization calculations are also reported, permitting a comparison of solution conformation with the known x‐ray structure adapted from a closely related analogue.</description><identifier>ISSN: 0749-1581</identifier><identifier>EISSN: 1097-458X</identifier><identifier>DOI: 10.1002/mrc.1260270504</identifier><identifier>CODEN: MRCHEG</identifier><language>eng</language><publisher>Chichester, UK: John Wiley & Sons, Ltd</publisher><subject>1H NMR ; 2D13C NMR ; Antibiotics. Antiinfectious agents. Antiparasitic agents ; Antiparasitic agents ; Antiparasitic antibiotic ; Biological and medical sciences ; Double-quantum NMR ; Medical sciences ; Pharmacology. Drug treatments</subject><ispartof>Magnetic resonance in chemistry, 1989-05, Vol.27 (5), p.437-444</ispartof><rights>Copyright © 1989 John Wiley & Sons, Ltd.</rights><rights>1991 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fmrc.1260270504$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmrc.1260270504$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1416,27922,27923,45572,45573</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=19446178$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Rajan, S.</creatorcontrib><creatorcontrib>Stockton, G. W.</creatorcontrib><title>Two-dimensional NMR spectroscopy of LL-28249-α, a potent macrolide anthelmintic: 13C, 1H chemical shift assignments and solution conformation</title><title>Magnetic resonance in chemistry</title><addtitle>Magn. Reson. Chem</addtitle><description>LL‐F28249‐α is a potent antiparasitic antibiotic produced by Streptomyces cyaneogriseus ssp. noncyanogenus. Its complete 13C NMR spectral assignment based on two‐dimensional double‐quantum experiments in a sample at natural isotopic abundance is described. The proton NMR assignments were made from a combination of homonuclear and heteronuclear two‐dimensional correlation experiments. Proton‐proton scalar couplings, nuclear Over‐hauser enhancements and molecular mechanics energy minimization calculations are also reported, permitting a comparison of solution conformation with the known x‐ray structure adapted from a closely related analogue.</description><subject>1H NMR</subject><subject>2D13C NMR</subject><subject>Antibiotics. Antiinfectious agents. Antiparasitic agents</subject><subject>Antiparasitic agents</subject><subject>Antiparasitic antibiotic</subject><subject>Biological and medical sciences</subject><subject>Double-quantum NMR</subject><subject>Medical sciences</subject><subject>Pharmacology. 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W.</creator><general>John Wiley & Sons, Ltd</general><general>Wiley</general><scope>BSCLL</scope><scope>IQODW</scope></search><sort><creationdate>198905</creationdate><title>Two-dimensional NMR spectroscopy of LL-28249-α, a potent macrolide anthelmintic: 13C, 1H chemical shift assignments and solution conformation</title><author>Rajan, S. ; Stockton, G. W.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-i1184-5da85030b8aca6399a799699bd99eb6bf26be72a21a212f70ff96cf622cb2e9c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1989</creationdate><topic>1H NMR</topic><topic>2D13C NMR</topic><topic>Antibiotics. Antiinfectious agents. Antiparasitic agents</topic><topic>Antiparasitic agents</topic><topic>Antiparasitic antibiotic</topic><topic>Biological and medical sciences</topic><topic>Double-quantum NMR</topic><topic>Medical sciences</topic><topic>Pharmacology. Drug treatments</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Rajan, S.</creatorcontrib><creatorcontrib>Stockton, G. W.</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><jtitle>Magnetic resonance in chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Rajan, S.</au><au>Stockton, G. W.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Two-dimensional NMR spectroscopy of LL-28249-α, a potent macrolide anthelmintic: 13C, 1H chemical shift assignments and solution conformation</atitle><jtitle>Magnetic resonance in chemistry</jtitle><addtitle>Magn. Reson. Chem</addtitle><date>1989-05</date><risdate>1989</risdate><volume>27</volume><issue>5</issue><spage>437</spage><epage>444</epage><pages>437-444</pages><issn>0749-1581</issn><eissn>1097-458X</eissn><coden>MRCHEG</coden><abstract>LL‐F28249‐α is a potent antiparasitic antibiotic produced by Streptomyces cyaneogriseus ssp. noncyanogenus. Its complete 13C NMR spectral assignment based on two‐dimensional double‐quantum experiments in a sample at natural isotopic abundance is described. The proton NMR assignments were made from a combination of homonuclear and heteronuclear two‐dimensional correlation experiments. Proton‐proton scalar couplings, nuclear Over‐hauser enhancements and molecular mechanics energy minimization calculations are also reported, permitting a comparison of solution conformation with the known x‐ray structure adapted from a closely related analogue.</abstract><cop>Chichester, UK</cop><pub>John Wiley & Sons, Ltd</pub><doi>10.1002/mrc.1260270504</doi><tpages>8</tpages></addata></record>
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subjects	1H NMR 2D13C NMR Antibiotics. Antiinfectious agents. Antiparasitic agents Antiparasitic agents Antiparasitic antibiotic Biological and medical sciences Double-quantum NMR Medical sciences Pharmacology. Drug treatments
title	Two-dimensional NMR spectroscopy of LL-28249-α, a potent macrolide anthelmintic: 13C, 1H chemical shift assignments and solution conformation
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