Synthesis of methoxybenzoflavones and assignments of their NMR data
A phytotoxic root exudate from Acroptilon repens was identified as 7,8‐benzoflavone, an inhibitor of cytochrome P450 1A2 and activator of cytochrome P450 3A4. The synthetic 5,6‐benzoflavone also is a potent phytotoxin. Six 7,8‐benzoflavones and eight 5,6‐benzoflavones were synthesized in this study....
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| Veröffentlicht in: | Magnetic resonance in chemistry 2012-01, Vol.50 (1), p.62-67 |
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| creator | Hwang, Doseok Jo, Geunhyeong Hyun, Jiye Lee, Sung Dae Koh, Dongsoo Lim, Yoongho |
| description | A phytotoxic root exudate from Acroptilon repens was identified as 7,8‐benzoflavone, an inhibitor of cytochrome P450 1A2 and activator of cytochrome P450 3A4. The synthetic 5,6‐benzoflavone also is a potent phytotoxin. Six 7,8‐benzoflavones and eight 5,6‐benzoflavones were synthesized in this study. The NMR data for a few of these compounds have been previously reported; however, the NMR data for most of them have not been reported. For reference purposes, the complete NMR data for the 14 benzoflavones are described. Copyright © 2012 John Wiley & Sons, Ltd.
A phytotoxic root exudate from Acroptilon repens was identified as 7,8‐benzoflavone, an inhibitor of cytochrome P450 1A2 and activator of cytochrome P450 3A4. The synthetic 5,6‐benzoflavone also is a potent phytotoxin. Six 7,8‐benzoflavones and eight 5,6‐benzoflavones were synthesized in this study. The NMR data for a few of these compounds have been previously reported; however, the NMR data for most of them have not been reported. For reference purposes, the complete NMR data for the 14 benzoflavones are described. |
| doi_str_mv | 10.1002/mrc.3790 |
| format | Article |
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A phytotoxic root exudate from Acroptilon repens was identified as 7,8‐benzoflavone, an inhibitor of cytochrome P450 1A2 and activator of cytochrome P450 3A4. The synthetic 5,6‐benzoflavone also is a potent phytotoxin. Six 7,8‐benzoflavones and eight 5,6‐benzoflavones were synthesized in this study. The NMR data for a few of these compounds have been previously reported; however, the NMR data for most of them have not been reported. For reference purposes, the complete NMR data for the 14 benzoflavones are described.</description><identifier>ISSN: 0749-1581</identifier><identifier>EISSN: 1097-458X</identifier><identifier>DOI: 10.1002/mrc.3790</identifier><identifier>PMID: 22314503</identifier><language>eng</language><publisher>Chichester, UK: John Wiley & Sons, Ltd</publisher><subject>13C NMR ; 1H NMR ; 2D NMR ; 5,6‐benzoflavones ; 6-benzoflavones ; 7,8‐benzoflavones ; 8-benzoflavones ; Benzoflavones - chemical synthesis ; Benzoflavones - chemistry ; Magnetic Resonance Spectroscopy - standards ; Molecular Structure ; NMR ; Reference Standards</subject><ispartof>Magnetic resonance in chemistry, 2012-01, Vol.50 (1), p.62-67</ispartof><rights>Copyright © 2012 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3580-639de2f6013eb649986702db91a0d92375cd2e3c9447a13babda38749801477a3</citedby><cites>FETCH-LOGICAL-c3580-639de2f6013eb649986702db91a0d92375cd2e3c9447a13babda38749801477a3</cites></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.3790$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmrc.3790$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22314503$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Hwang, Doseok</creatorcontrib><creatorcontrib>Jo, Geunhyeong</creatorcontrib><creatorcontrib>Hyun, Jiye</creatorcontrib><creatorcontrib>Lee, Sung Dae</creatorcontrib><creatorcontrib>Koh, Dongsoo</creatorcontrib><creatorcontrib>Lim, Yoongho</creatorcontrib><title>Synthesis of methoxybenzoflavones and assignments of their NMR data</title><title>Magnetic resonance in chemistry</title><addtitle>Magn. Reson. Chem</addtitle><description>A phytotoxic root exudate from Acroptilon repens was identified as 7,8‐benzoflavone, an inhibitor of cytochrome P450 1A2 and activator of cytochrome P450 3A4. The synthetic 5,6‐benzoflavone also is a potent phytotoxin. Six 7,8‐benzoflavones and eight 5,6‐benzoflavones were synthesized in this study. The NMR data for a few of these compounds have been previously reported; however, the NMR data for most of them have not been reported. For reference purposes, the complete NMR data for the 14 benzoflavones are described. Copyright © 2012 John Wiley & Sons, Ltd.
A phytotoxic root exudate from Acroptilon repens was identified as 7,8‐benzoflavone, an inhibitor of cytochrome P450 1A2 and activator of cytochrome P450 3A4. The synthetic 5,6‐benzoflavone also is a potent phytotoxin. Six 7,8‐benzoflavones and eight 5,6‐benzoflavones were synthesized in this study. The NMR data for a few of these compounds have been previously reported; however, the NMR data for most of them have not been reported. For reference purposes, the complete NMR data for the 14 benzoflavones are described.</description><subject>13C NMR</subject><subject>1H NMR</subject><subject>2D NMR</subject><subject>5,6‐benzoflavones</subject><subject>6-benzoflavones</subject><subject>7,8‐benzoflavones</subject><subject>8-benzoflavones</subject><subject>Benzoflavones - chemical synthesis</subject><subject>Benzoflavones - chemistry</subject><subject>Magnetic Resonance Spectroscopy - standards</subject><subject>Molecular Structure</subject><subject>NMR</subject><subject>Reference Standards</subject><issn>0749-1581</issn><issn>1097-458X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp10L1OwzAUBWALgWgpSDwBygZLyrWdxPaIImhBbZEKqGyWEzs0kJ8Sp9Dw9KQ0sDHd5btHOgehUwxDDEAu8yoeUiZgD_UxCOZ6Pn_eR31gnnCxz3EPHVn7CgBCMHqIeoRQ7PlA-yh8aIp6aWxqnTJxclMvy00TmeKrTDL1URbGOqrQjrI2fSlyU9Q_rv1IK2c2nTta1eoYHSQqs-akuwP0dHP9GI7dyf3oNryauDH1ObgBFdqQJABMTRR4QvCAAdGRwAq0IJT5sSaGxsLzmMI0UpFWlLcVOGCPMUUH6HyXu6rK97WxtcxTG5ssU4Up11YKEnAmfEZbebGTcVVaW5lErqo0V1UjMcjtYrJdTG4Xa-lZF7qOcqP_4O9ELXB34DPNTPNvkJzOwy6w86mtzebPq-pNBqwtKRezkRwvBL6b81By-g11MoLW</recordid><startdate>201201</startdate><enddate>201201</enddate><creator>Hwang, Doseok</creator><creator>Jo, Geunhyeong</creator><creator>Hyun, Jiye</creator><creator>Lee, Sung Dae</creator><creator>Koh, Dongsoo</creator><creator>Lim, Yoongho</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>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>201201</creationdate><title>Synthesis of methoxybenzoflavones and assignments of their NMR data</title><author>Hwang, Doseok ; Jo, Geunhyeong ; Hyun, Jiye ; Lee, Sung Dae ; Koh, Dongsoo ; Lim, Yoongho</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3580-639de2f6013eb649986702db91a0d92375cd2e3c9447a13babda38749801477a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>13C NMR</topic><topic>1H NMR</topic><topic>2D NMR</topic><topic>5,6‐benzoflavones</topic><topic>6-benzoflavones</topic><topic>7,8‐benzoflavones</topic><topic>8-benzoflavones</topic><topic>Benzoflavones - chemical synthesis</topic><topic>Benzoflavones - chemistry</topic><topic>Magnetic Resonance Spectroscopy - standards</topic><topic>Molecular Structure</topic><topic>NMR</topic><topic>Reference Standards</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hwang, Doseok</creatorcontrib><creatorcontrib>Jo, Geunhyeong</creatorcontrib><creatorcontrib>Hyun, Jiye</creatorcontrib><creatorcontrib>Lee, Sung Dae</creatorcontrib><creatorcontrib>Koh, Dongsoo</creatorcontrib><creatorcontrib>Lim, Yoongho</creatorcontrib><collection>Istex</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><jtitle>Magnetic resonance in chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hwang, Doseok</au><au>Jo, Geunhyeong</au><au>Hyun, Jiye</au><au>Lee, Sung Dae</au><au>Koh, Dongsoo</au><au>Lim, Yoongho</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of methoxybenzoflavones and assignments of their NMR data</atitle><jtitle>Magnetic resonance in chemistry</jtitle><addtitle>Magn. Reson. Chem</addtitle><date>2012-01</date><risdate>2012</risdate><volume>50</volume><issue>1</issue><spage>62</spage><epage>67</epage><pages>62-67</pages><issn>0749-1581</issn><eissn>1097-458X</eissn><abstract>A phytotoxic root exudate from Acroptilon repens was identified as 7,8‐benzoflavone, an inhibitor of cytochrome P450 1A2 and activator of cytochrome P450 3A4. The synthetic 5,6‐benzoflavone also is a potent phytotoxin. Six 7,8‐benzoflavones and eight 5,6‐benzoflavones were synthesized in this study. The NMR data for a few of these compounds have been previously reported; however, the NMR data for most of them have not been reported. For reference purposes, the complete NMR data for the 14 benzoflavones are described. Copyright © 2012 John Wiley & Sons, Ltd.
A phytotoxic root exudate from Acroptilon repens was identified as 7,8‐benzoflavone, an inhibitor of cytochrome P450 1A2 and activator of cytochrome P450 3A4. The synthetic 5,6‐benzoflavone also is a potent phytotoxin. Six 7,8‐benzoflavones and eight 5,6‐benzoflavones were synthesized in this study. The NMR data for a few of these compounds have been previously reported; however, the NMR data for most of them have not been reported. For reference purposes, the complete NMR data for the 14 benzoflavones are described.</abstract><cop>Chichester, UK</cop><pub>John Wiley & Sons, Ltd</pub><pmid>22314503</pmid><doi>10.1002/mrc.3790</doi><tpages>6</tpages></addata></record> |
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| subjects | 13C NMR 1H NMR 2D NMR 5,6‐benzoflavones 6-benzoflavones 7,8‐benzoflavones 8-benzoflavones Benzoflavones - chemical synthesis Benzoflavones - chemistry Magnetic Resonance Spectroscopy - standards Molecular Structure NMR Reference Standards |
| title | Synthesis of methoxybenzoflavones and assignments of their NMR data |
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