Complete assignment of the 1H and 13C NMR spectra of antimicrobial 4-arylamino- 3-nitrocoumarin derivatives
Herein, we describe the synthesis and complete assignment of the 1H and 13C NMR chemical shifts of a series of antimicrobial 4‐arylamino‐3‐nitrocoumarin derivatives based on a combination of 1H and 13C NMR, 1H‐1H‐COSY, NOESY, HSQC and HMBC experiments. Conformational effects upon the chemical shifts...
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Veröffentlicht in: | Magnetic resonance in chemistry 2010-11, Vol.48 (11), p.896-902 |
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creator | Dekić, Vidoslav Radulović, Niko Vukićević, Rastko Dekić, Biljana Skropeta, Danielle Palić, Radosav |
description | Herein, we describe the synthesis and complete assignment of the 1H and 13C NMR chemical shifts of a series of antimicrobial 4‐arylamino‐3‐nitrocoumarin derivatives based on a combination of 1H and 13C NMR, 1H‐1H‐COSY, NOESY, HSQC and HMBC experiments. Conformational effects upon the chemical shifts of the coumarin moiety arising from the anisotropy of the aryl side group are briefly discussed. This study provides the first complete and fully assigned NMR data for this important group of antimicrobial compounds and bridges the gap existing in the literature with regard to NMR structural data for 4‐arylamino‐3‐nitrocoumarins. Copyright © 2010 John Wiley & Sons, Ltd.
This study provides the first complete and fully assigned NMR data for a series of antimicrobial 4‐arylamino‐3‐nitrocoumarin derivatives based on a combination of 1H and 13C NMR, 1H‐1H‐COSY, NOESY, HSQC and HMBC experiments, and bridges the gap existing in the literature in regards to NMR structural data for 4‐arylamino‐3‐nitrocoumarins. |
doi_str_mv | 10.1002/mrc.2681 |
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This study provides the first complete and fully assigned NMR data for a series of antimicrobial 4‐arylamino‐3‐nitrocoumarin derivatives based on a combination of 1H and 13C NMR, 1H‐1H‐COSY, NOESY, HSQC and HMBC experiments, and bridges the gap existing in the literature in regards to NMR structural data for 4‐arylamino‐3‐nitrocoumarins.</description><identifier>ISSN: 0749-1581</identifier><identifier>ISSN: 1097-458X</identifier><identifier>EISSN: 1097-458X</identifier><identifier>DOI: 10.1002/mrc.2681</identifier><identifier>PMID: 20821411</identifier><language>eng</language><publisher>Chichester, UK: John Wiley & Sons, Ltd</publisher><subject>13C NMR ; 1H NMR ; 2D NMR ; 4-arylamino-3-nitrocoumarins ; Anti-Infective Agents - chemical synthesis ; Anti-Infective Agents - chemistry ; Carbon Isotopes ; Coumarins - chemical synthesis ; Coumarins - chemistry ; Magnetic Resonance Spectroscopy - standards ; molecular conformation ; Molecular Structure ; Nitro Compounds - chemical synthesis ; Nitro Compounds - chemistry ; Protons ; Reference Standards ; Stereoisomerism ; structure elucidation ; synthesis</subject><ispartof>Magnetic resonance in chemistry, 2010-11, Vol.48 (11), p.896-902</ispartof><rights>Copyright © 2010 John Wiley & Sons, Ltd.</rights><rights>2010 John Wiley & Sons, Ltd.</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.2681$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmrc.2681$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20821411$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Dekić, Vidoslav</creatorcontrib><creatorcontrib>Radulović, Niko</creatorcontrib><creatorcontrib>Vukićević, Rastko</creatorcontrib><creatorcontrib>Dekić, Biljana</creatorcontrib><creatorcontrib>Skropeta, Danielle</creatorcontrib><creatorcontrib>Palić, Radosav</creatorcontrib><title>Complete assignment of the 1H and 13C NMR spectra of antimicrobial 4-arylamino- 3-nitrocoumarin derivatives</title><title>Magnetic resonance in chemistry</title><addtitle>Magn. Reson. Chem</addtitle><description>Herein, we describe the synthesis and complete assignment of the 1H and 13C NMR chemical shifts of a series of antimicrobial 4‐arylamino‐3‐nitrocoumarin derivatives based on a combination of 1H and 13C NMR, 1H‐1H‐COSY, NOESY, HSQC and HMBC experiments. Conformational effects upon the chemical shifts of the coumarin moiety arising from the anisotropy of the aryl side group are briefly discussed. This study provides the first complete and fully assigned NMR data for this important group of antimicrobial compounds and bridges the gap existing in the literature with regard to NMR structural data for 4‐arylamino‐3‐nitrocoumarins. Copyright © 2010 John Wiley & Sons, Ltd.
This study provides the first complete and fully assigned NMR data for a series of antimicrobial 4‐arylamino‐3‐nitrocoumarin derivatives based on a combination of 1H and 13C NMR, 1H‐1H‐COSY, NOESY, HSQC and HMBC experiments, and bridges the gap existing in the literature in regards to NMR structural data for 4‐arylamino‐3‐nitrocoumarins.</description><subject>13C NMR</subject><subject>1H NMR</subject><subject>2D NMR</subject><subject>4-arylamino-3-nitrocoumarins</subject><subject>Anti-Infective Agents - chemical synthesis</subject><subject>Anti-Infective Agents - chemistry</subject><subject>Carbon Isotopes</subject><subject>Coumarins - chemical synthesis</subject><subject>Coumarins - chemistry</subject><subject>Magnetic Resonance Spectroscopy - standards</subject><subject>molecular conformation</subject><subject>Molecular Structure</subject><subject>Nitro Compounds - chemical synthesis</subject><subject>Nitro Compounds - chemistry</subject><subject>Protons</subject><subject>Reference Standards</subject><subject>Stereoisomerism</subject><subject>structure elucidation</subject><subject>synthesis</subject><issn>0749-1581</issn><issn>1097-458X</issn><issn>1097-458X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp90U1v1DAQBmALgei2IPELkG9wcZmxkzg5oqjsVmoXaVVUbpaTjME0H4vtbbv_vln1gxun9zCPRpp5GfuAcIoA8ssQ2lNZlPiKLRAqLbK8_PmaLUBnlcC8xCN2HOMfAKgqrd6yIwmlxAxxwW7qadj2lIjbGP2vcaAx8cnx9Js4rrgdO46q5uvLDY9balOwh6kdkx98G6bG255nwoZ9bwc_ToIrMfoUpnbaDTb4kXcU_K1N_pbiO_bG2T7S-6c8YT--nV3VK3HxfXlef70QXipAQY7yrEPndOZaWdoOCtvIkpxzDXUZOHBSa0SlFRWN7VxTVFCgaiw10BKpE_bpce82TH93FJMZfGyp7-1I0y4anWss52fgLD__VyJImReyqtRMPz7RXTNQZ7bBzwfuzfMrZyAewZ3vaf8yRzCHisxckTlUZC439SH_eR8T3b94G25MoZXOzfV6aTbL9eoKrzdmpR4AvXCS5w</recordid><startdate>201011</startdate><enddate>201011</enddate><creator>Dekić, Vidoslav</creator><creator>Radulović, Niko</creator><creator>Vukićević, Rastko</creator><creator>Dekić, Biljana</creator><creator>Skropeta, Danielle</creator><creator>Palić, Radosav</creator><general>John Wiley & Sons, Ltd</general><scope>BSCLL</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7T7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>201011</creationdate><title>Complete assignment of the 1H and 13C NMR spectra of antimicrobial 4-arylamino- 3-nitrocoumarin derivatives</title><author>Dekić, Vidoslav ; Radulović, Niko ; Vukićević, Rastko ; Dekić, Biljana ; Skropeta, Danielle ; Palić, Radosav</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-i2301-efe54d1ff74fc28ad06ab28efffbed40f0f27711373e6badfb690613baeb0cee3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>13C NMR</topic><topic>1H NMR</topic><topic>2D NMR</topic><topic>4-arylamino-3-nitrocoumarins</topic><topic>Anti-Infective Agents - chemical synthesis</topic><topic>Anti-Infective Agents - chemistry</topic><topic>Carbon Isotopes</topic><topic>Coumarins - chemical synthesis</topic><topic>Coumarins - chemistry</topic><topic>Magnetic Resonance Spectroscopy - standards</topic><topic>molecular conformation</topic><topic>Molecular Structure</topic><topic>Nitro Compounds - chemical synthesis</topic><topic>Nitro Compounds - chemistry</topic><topic>Protons</topic><topic>Reference Standards</topic><topic>Stereoisomerism</topic><topic>structure elucidation</topic><topic>synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dekić, Vidoslav</creatorcontrib><creatorcontrib>Radulović, Niko</creatorcontrib><creatorcontrib>Vukićević, Rastko</creatorcontrib><creatorcontrib>Dekić, Biljana</creatorcontrib><creatorcontrib>Skropeta, Danielle</creatorcontrib><creatorcontrib>Palić, Radosav</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Magnetic resonance in chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dekić, Vidoslav</au><au>Radulović, Niko</au><au>Vukićević, Rastko</au><au>Dekić, Biljana</au><au>Skropeta, Danielle</au><au>Palić, Radosav</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Complete assignment of the 1H and 13C NMR spectra of antimicrobial 4-arylamino- 3-nitrocoumarin derivatives</atitle><jtitle>Magnetic resonance in chemistry</jtitle><addtitle>Magn. Reson. Chem</addtitle><date>2010-11</date><risdate>2010</risdate><volume>48</volume><issue>11</issue><spage>896</spage><epage>902</epage><pages>896-902</pages><issn>0749-1581</issn><issn>1097-458X</issn><eissn>1097-458X</eissn><abstract>Herein, we describe the synthesis and complete assignment of the 1H and 13C NMR chemical shifts of a series of antimicrobial 4‐arylamino‐3‐nitrocoumarin derivatives based on a combination of 1H and 13C NMR, 1H‐1H‐COSY, NOESY, HSQC and HMBC experiments. Conformational effects upon the chemical shifts of the coumarin moiety arising from the anisotropy of the aryl side group are briefly discussed. This study provides the first complete and fully assigned NMR data for this important group of antimicrobial compounds and bridges the gap existing in the literature with regard to NMR structural data for 4‐arylamino‐3‐nitrocoumarins. Copyright © 2010 John Wiley & Sons, Ltd.
This study provides the first complete and fully assigned NMR data for a series of antimicrobial 4‐arylamino‐3‐nitrocoumarin derivatives based on a combination of 1H and 13C NMR, 1H‐1H‐COSY, NOESY, HSQC and HMBC experiments, and bridges the gap existing in the literature in regards to NMR structural data for 4‐arylamino‐3‐nitrocoumarins.</abstract><cop>Chichester, UK</cop><pub>John Wiley & Sons, Ltd</pub><pmid>20821411</pmid><doi>10.1002/mrc.2681</doi><tpages>7</tpages></addata></record> |
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subjects | 13C NMR 1H NMR 2D NMR 4-arylamino-3-nitrocoumarins Anti-Infective Agents - chemical synthesis Anti-Infective Agents - chemistry Carbon Isotopes Coumarins - chemical synthesis Coumarins - chemistry Magnetic Resonance Spectroscopy - standards molecular conformation Molecular Structure Nitro Compounds - chemical synthesis Nitro Compounds - chemistry Protons Reference Standards Stereoisomerism structure elucidation synthesis |
title | Complete assignment of the 1H and 13C NMR spectra of antimicrobial 4-arylamino- 3-nitrocoumarin derivatives |
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