Design and synthesis of dihydronaphthalene vascular disrupting agents and indolequinone-based bioreductives.

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dc.contributor.advisorPinney, Kevin G.
dc.contributor.authorDogra, Abhishek.
dc.contributor.departmentChemistry and Biochemistry.en
dc.contributor.otherBaylor University. Dept. of Chemistry and Biochemistry.en
dc.date.accessioned2007-03-08T15:41:24Z
dc.date.available2007-03-08T15:41:24Z
dc.date.copyright2006-12
dc.date.issued2007-03-08T15:41:24Z
dc.descriptionIncludes bibliographical references (p. 105-109).en
dc.description.abstractCancer remains a deadly affliction for millions across the United States, and the number of new cases is only expected to rise in the years to come. In the field of anticancer research, vascular disrupting agents (VDAs) that preferentially target the tumor vasculature show great promise. The naturally occurring combretastatins, especially combretastatin A-4 (CA4) and combretastatin A-1 (CA1), in suitable prodrug form, have proven to be highly effective VDAs. In this study, efforts were directed towards the synthesis of two combretastatin analogs bearing key features of CA4 on a dihydronaphthalene framework: Oxi 6196 and a beta-dihydronaphthalene analog. In addition to VDAs, another class of exciting anticancer drugs is bioreductive agents that are selectively targeted towards the hypoxic region of tumors. These compounds are chemically reduced selectively and intracellularly to form active cytotoxic compounds. This study also presents the design and synthesis of two analogs of indolequinone-based prodrugs, which can be triggered to release an attached VDA upon bioreductive activation from the 3- or the 2-position, as well as the attempted synthesis of a CA4-tirapazamine bioconjugate drug.en
dc.description.degreeM.S.en
dc.description.statementofresponsibilityby Abhishek Dogra.en
dc.format.extentxii, 109 p. : ill.en
dc.format.extent44661 bytes
dc.format.extent2252139 bytes
dc.format.mimetypeapplication/pdf
dc.format.mimetypeapplication/pdf
dc.identifier.urihttp://hdl.handle.net/2104/5018
dc.language.isoen_USen
dc.rightsBaylor University theses are protected by copyright. They may be viewed from this source for any purpose, but reproduction or distribution in any format is prohibited without written permission. Contact librarywebmaster@baylor.edu for inquiries about permission.en
dc.rights.accessrightsWorldwide access.en
dc.rights.accessrightsAccess changed 5/25/11.
dc.subjectAntineoplastic agents -- Synthesis.en
dc.subjectTubulins.en
dc.subjectOrganic compounds -- Synthesis.en
dc.titleDesign and synthesis of dihydronaphthalene vascular disrupting agents and indolequinone-based bioreductives.en
dc.typeThesisen

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