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Water soluble analogs and prodrugs of taxol

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dc.contributor.assigneeVirginia Tech Intellectual Properties, Inc.en
dc.contributor.inventorKingston, David G. I.en
dc.contributor.inventorLiang, Jingyuen
dc.date.accessed2016-08-19en
dc.date.accessioned2016-08-24T17:55:42Zen
dc.date.available2016-08-24T17:55:42Zen
dc.date.filed1992-10-16en
dc.date.issued1995-05-02en
dc.description.abstractSubstituted 2'-benzoyl and 2', 7-dibenzoyl taxol derivatives are synthesized which have improved water solubility and stability while maintaining bioactivity. In a preferred embodiment, taxol 2',7-di(sodium 1,2-benzenedicarboxylate) is synthesized by reacting taxol with phthalic anhydride, and subsequently neutralizing the resulting acid by an ion exchange resin. Taxol 2'-(sodium 1,4-benzenedicarboxylate) is prepared by reacting the monobenzyl ester of 1,4-benzene dicarboxylic acid with taxol in the presence of dicyclohexyl carbodiimide and dimethylaminopyridine, hydrogenolysing the resulting ester to remove the benzyl group, and neutralizing with ion exchange resin. Other taxol prodrugs are prepared by modifications of these routes. In a preferred embodiment, the compounds prepared have improved water-solubility as compared with taxol and demonstrate activity in the M109 mouse bioassay system.en
dc.format.mimetypeapplication/pdfen
dc.identifier.applicationnumber7963337en
dc.identifier.patentnumber5411984en
dc.identifier.urihttp://hdl.handle.net/10919/72833en
dc.identifier.urlhttp://pimg-fpiw.uspto.gov/fdd/84/119/054/0.pdfen
dc.language.isoen_USen
dc.publisherUnited States Patent and Trademark Officeen
dc.subject.cpcC07D305/14en
dc.subject.uspc514/449en
dc.subject.uspcother549/510en
dc.subject.uspcother549/511en
dc.titleWater soluble analogs and prodrugs of taxolen
dc.typePatenten
dc.type.dcmitypeTexten
dc.type.patenttypeutilityen

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