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Component-Based Syntheses of Trioxacarcins

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2014-06-06

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Smaltz, Daniel Jonathan. 2014. Component-Based Syntheses of Trioxacarcins. Doctoral dissertation, Harvard University.

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Abstract

The trioxacarcins are structurally complex, highly oxygenated bacterial isolates that potently inhibit the growth of human cancer cells in culture as a consequence of their ability to alkylate guanosine residues of duplex DNA. This dissertation presents a component-based synthetic route to the trioxacarcin structural class, broadly defined, which resulted in fully synthetic routes to trioxacarcin A (1), DC-45-A1 (10), and a diverse collection of analogs.

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Organic chemistry, analog, antiproliferative, DC-45-A1, glycosylation, synthesis, trioxacarcin

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