NOVEL CEPHALOTAXANE DERIVATIVES AND PROCESS FOR THEIR PREPARATION
The present invention concerns a new general process for asymmetric hemisynthesis of harringtonines and their analogs, that are alkaloids used in chemotherapy. This process comprises direct esterification of a natural cephalotaxine with an acylating compound constituted of a side chain precursor whi...
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| creator | ROUAUD SYLVIE MEVELEC LAURENCE GILET CHRYSTELLE CAVOLEAU SYLVIE POUTOT SANDRINE CHARBONNEL SANDRA ROBIN JEAN-PIERRE DHAL ROBERT FOURNIER FLORENCE DUJARDIN GILLES ROBIN JULIE CHAUVIAT LUDOVIC GIRODIER LAURENT |
| description | The present invention concerns a new general process for asymmetric hemisynthesis of harringtonines and their analogs, that are alkaloids used in chemotherapy. This process comprises direct esterification of a natural cephalotaxine with an acylating compound constituted of a side chain precursor which backbone and functionalization are entirely preformed. The invention also concerns a natural, synthetic or semi-synthetic harringtonines including their tautomeric forms and their salts of the following formula: wherein n=2 (i.e. harringtonine) or n=3 (i.e. homoharringtonine), in which the total content of impurities, possibly including enantiomeric forms, is lower than 1%, and/or the content of the major impurity is lower than 0.9%, and/or the chromatographic assay exhibits a harringtonines content higher than 97.5%. |
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This process comprises direct esterification of a natural cephalotaxine with an acylating compound constituted of a side chain precursor which backbone and functionalization are entirely preformed. The invention also concerns a natural, synthetic or semi-synthetic harringtonines including their tautomeric forms and their salts of the following formula: wherein n=2 (i.e. harringtonine) or n=3 (i.e. homoharringtonine), in which the total content of impurities, possibly including enantiomeric forms, is lower than 1%, and/or the content of the major impurity is lower than 0.9%, and/or the chromatographic assay exhibits a harringtonines content higher than 97.5%.</description><edition>7</edition><language>eng</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; HUMAN NECESSITIES ; HYGIENE ; MEDICAL OR VETERINARY SCIENCE ; METALLURGY ; ORGANIC CHEMISTRY ; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES ; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</subject><creationdate>2001</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=20010730&DB=EPODOC&CC=PL&NR=343032A1$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25542,76516</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=20010730&DB=EPODOC&CC=PL&NR=343032A1$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>ROUAUD SYLVIE</creatorcontrib><creatorcontrib>MEVELEC LAURENCE</creatorcontrib><creatorcontrib>GILET CHRYSTELLE</creatorcontrib><creatorcontrib>CAVOLEAU SYLVIE</creatorcontrib><creatorcontrib>POUTOT SANDRINE</creatorcontrib><creatorcontrib>CHARBONNEL SANDRA</creatorcontrib><creatorcontrib>ROBIN JEAN-PIERRE</creatorcontrib><creatorcontrib>DHAL ROBERT</creatorcontrib><creatorcontrib>FOURNIER FLORENCE</creatorcontrib><creatorcontrib>DUJARDIN GILLES</creatorcontrib><creatorcontrib>ROBIN JULIE</creatorcontrib><creatorcontrib>CHAUVIAT LUDOVIC</creatorcontrib><creatorcontrib>GIRODIER LAURENT</creatorcontrib><title>NOVEL CEPHALOTAXANE DERIVATIVES AND PROCESS FOR THEIR PREPARATION</title><description>The present invention concerns a new general process for asymmetric hemisynthesis of harringtonines and their analogs, that are alkaloids used in chemotherapy. This process comprises direct esterification of a natural cephalotaxine with an acylating compound constituted of a side chain precursor which backbone and functionalization are entirely preformed. The invention also concerns a natural, synthetic or semi-synthetic harringtonines including their tautomeric forms and their salts of the following formula: wherein n=2 (i.e. harringtonine) or n=3 (i.e. homoharringtonine), in which the total content of impurities, possibly including enantiomeric forms, is lower than 1%, and/or the content of the major impurity is lower than 0.9%, and/or the chromatographic assay exhibits a harringtonines content higher than 97.5%.</description><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS</subject><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>HUMAN NECESSITIES</subject><subject>HYGIENE</subject><subject>MEDICAL OR VETERINARY SCIENCE</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><subject>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</subject><subject>SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>2001</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZHD08w9z9VFwdg3wcPTxD3GMcPRzVXBxDfIMcwzxDHMNVnD0c1EICPJ3dg0OVnDzD1II8XD1DAKKuAY4BgGV-PvxMLCmJeYUp_JCaW4GeTfXEGcP3dSC_PjU4oLE5NS81JL4AB9jE2MDYyNHQ2PCKgBNmipb</recordid><startdate>20010730</startdate><enddate>20010730</enddate><creator>ROUAUD SYLVIE</creator><creator>MEVELEC LAURENCE</creator><creator>GILET CHRYSTELLE</creator><creator>CAVOLEAU SYLVIE</creator><creator>POUTOT SANDRINE</creator><creator>CHARBONNEL SANDRA</creator><creator>ROBIN JEAN-PIERRE</creator><creator>DHAL ROBERT</creator><creator>FOURNIER FLORENCE</creator><creator>DUJARDIN GILLES</creator><creator>ROBIN JULIE</creator><creator>CHAUVIAT LUDOVIC</creator><creator>GIRODIER LAURENT</creator><scope>EVB</scope></search><sort><creationdate>20010730</creationdate><title>NOVEL CEPHALOTAXANE DERIVATIVES AND PROCESS FOR THEIR PREPARATION</title><author>ROUAUD SYLVIE ; MEVELEC LAURENCE ; GILET CHRYSTELLE ; CAVOLEAU SYLVIE ; POUTOT SANDRINE ; CHARBONNEL SANDRA ; ROBIN JEAN-PIERRE ; DHAL ROBERT ; FOURNIER FLORENCE ; DUJARDIN GILLES ; ROBIN JULIE ; CHAUVIAT LUDOVIC ; GIRODIER LAURENT</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_PL343032A13</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>2001</creationdate><topic>ACYCLIC OR CARBOCYCLIC COMPOUNDS</topic><topic>CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>HUMAN NECESSITIES</topic><topic>HYGIENE</topic><topic>MEDICAL OR VETERINARY SCIENCE</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><topic>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</topic><topic>SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</topic><toplevel>online_resources</toplevel><creatorcontrib>ROUAUD SYLVIE</creatorcontrib><creatorcontrib>MEVELEC LAURENCE</creatorcontrib><creatorcontrib>GILET CHRYSTELLE</creatorcontrib><creatorcontrib>CAVOLEAU SYLVIE</creatorcontrib><creatorcontrib>POUTOT SANDRINE</creatorcontrib><creatorcontrib>CHARBONNEL SANDRA</creatorcontrib><creatorcontrib>ROBIN JEAN-PIERRE</creatorcontrib><creatorcontrib>DHAL ROBERT</creatorcontrib><creatorcontrib>FOURNIER FLORENCE</creatorcontrib><creatorcontrib>DUJARDIN GILLES</creatorcontrib><creatorcontrib>ROBIN JULIE</creatorcontrib><creatorcontrib>CHAUVIAT LUDOVIC</creatorcontrib><creatorcontrib>GIRODIER LAURENT</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>ROUAUD SYLVIE</au><au>MEVELEC LAURENCE</au><au>GILET CHRYSTELLE</au><au>CAVOLEAU SYLVIE</au><au>POUTOT SANDRINE</au><au>CHARBONNEL SANDRA</au><au>ROBIN JEAN-PIERRE</au><au>DHAL ROBERT</au><au>FOURNIER FLORENCE</au><au>DUJARDIN GILLES</au><au>ROBIN JULIE</au><au>CHAUVIAT LUDOVIC</au><au>GIRODIER LAURENT</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>NOVEL CEPHALOTAXANE DERIVATIVES AND PROCESS FOR THEIR PREPARATION</title><date>2001-07-30</date><risdate>2001</risdate><abstract>The present invention concerns a new general process for asymmetric hemisynthesis of harringtonines and their analogs, that are alkaloids used in chemotherapy. This process comprises direct esterification of a natural cephalotaxine with an acylating compound constituted of a side chain precursor which backbone and functionalization are entirely preformed. The invention also concerns a natural, synthetic or semi-synthetic harringtonines including their tautomeric forms and their salts of the following formula: wherein n=2 (i.e. harringtonine) or n=3 (i.e. homoharringtonine), in which the total content of impurities, possibly including enantiomeric forms, is lower than 1%, and/or the content of the major impurity is lower than 0.9%, and/or the chromatographic assay exhibits a harringtonines content higher than 97.5%.</abstract><edition>7</edition><oa>free_for_read</oa></addata></record> |
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| subjects | ACYCLIC OR CARBOCYCLIC COMPOUNDS CHEMISTRY HETEROCYCLIC COMPOUNDS HUMAN NECESSITIES HYGIENE MEDICAL OR VETERINARY SCIENCE METALLURGY ORGANIC CHEMISTRY PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS |
| title | NOVEL CEPHALOTAXANE DERIVATIVES AND PROCESS FOR THEIR PREPARATION |
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