Show simple item record

dc.contributor.advisorKerwin, Seanen
dc.creatorEstep, Dylanen
dc.date.accessioned2012-08-20T14:56:41Zen
dc.date.available2012-08-20T14:56:41Zen
dc.date.issued2012en
dc.identifier.urihttp://hdl.handle.net/2152/17530en
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
dc.language.isoengen
dc.subjectdensity functional theoryen
dc.subjectcomputational chemistryen
dc.subjectrational drug designen
dc.subjectenediyneen
dc.subjectnatural productsen
dc.subjectcanceren
dc.titleInvestigating the cyclization of enediyne analogs using density functional theoryen
dc.typeThesisen
dc.description.departmentPharmacyen


Files in this item

Icon

This item appears in the following Collection(s)

Show simple item record