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dc.contributor.advisorKerwin, Sean
dc.creatorEstep, Dylan
dc.date.accessioned2012-08-20T14:56:41Z
dc.date.available2012-08-20T14:56:41Z
dc.date.created2012
dc.date.issued2012-08-20
dc.identifier.urihttp://hdl.handle.net/2152/17530
dc.description.abstractEnediynes are organic molecules that readily undergo a thermal rearrangement, now commonly known as the Bergman cyclization, to a cyclic para diradical form. Interest in this rearrangement was renewed when it was found to be crucial to the mechanism of cytotoxicity in a variety of natural products containing the enediyne structural moiety. Cyclization of these molecules leads to DNA strand scission and ultimately cell death. Recent efforts by medicinal chemists to discover therapeutically relevant enediyne derivatives have been complemented by computational approaches, which seek to compute energies and energetic barriers to cyclization that can accurately predict the behavior of these molecules in vivo. Here we demonstrate this approach for cis-hex-3-ene-1,5-diyne and two of its analogs using density functional theory, discuss the validity of its predictions, and investigate the effect of basis set on the description of these molecules’ reactivity.en_US
dc.language.isoengen_US
dc.subjectdensity functional theoryen_US
dc.subjectcomputational chemistryen_US
dc.subjectrational drug designen_US
dc.subjectenediyneen_US
dc.subjectnatural productsen_US
dc.subjectcanceren_US
dc.titleInvestigating the cyclization of enediyne analogs using density functional theoryen_US
dc.typeThesisen_US
dc.description.departmentPharmacyen_US


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