Date of Award
Master of Science (MS)
The first section of this work describes the synthesis of a library of novel rhein analogues that are potential anticancer agents. The design of these compounds takes advantage of the ability for rhein to intercalate into DNA and as the incorporation of an alkylating agent, which serves to covalently modify DNA. In three cell lines, these compounds showed potent cytotoxicity with IC50 in the low to mid-μM range. The second project was focused on the development of an efficient synthesis of 6H-Isoindolo[2,1-α]indol-6-one (24), a core structure for a number of biologically active compounds. The approach is metal-free and uses a Beckmann rearrangement followed by an intramolecular cyclization.
Draganov, Alexander B., "Novel Rhein Analogues as Potential Anicancer Agents and a Novel Metal Free Synthesis of 6H-ISOINDOLO[2,1-A]INDOL-6-ONE" (2011). Chemistry Theses. Paper 40.