?url_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Adc&rft.relation=http%3A%2F%2Fd-scholarship-dev.library.pitt.edu%2F6260%2F&rft.title=Synthetic+Studies+on+Haouamine+A+and+Other+Biologically+Active+Heterocycles&rft.creator=Wang%2C+Chenbo&rft.description=The+first+section+of+this+dissertation+describes+the+synthesis+of+a+tethered+macrocyclic+ring+system+based+on+the+natural+product+westiellamide.+As+expected%2C+this+system+was+shown+to+increase+the+affinity+and+ease+of+complexation+to+Ag(I)+ions+as+confirmed+by+NMR+and+fluorescence+Ag(I)+titration+studies.The+second+section+describes+the+synthesis+of+a+new+series+of+heterocyclic+inhibitors+of+the+BoNT+serotype+A+metalloprotease+based+on+the+therapeutic+lead+NSC+240898.+Preliminary+structure-activity+relationship+studies+afford+detailed+insights+into+the+steric+and+lectrostaticproperties+of+the+pharmacophore+of+this+molecular+scaffold.+Four+of+the+newly+synthesized+inhibitors+exhibited+elevated+inhibition+against+BoNT%2FA+LC+when+compared+to+the+lead+agent.The+third+section+describes+an+approach+towards+the+total+synthesis+of+haouamine+A.+A+promising+route+to+the+marine+alkaloid+was+established%2C+including+a+highly+efficient+Suzuki+crosscouplingreaction%2C+aldol+condensation+and+aromatization+reaction.+Several+late-stage+intermediates+were+analyzed+by+X-ray+diffraction+to+provide+valuable+information+about+the+relationships+between+conformation+and+reactivity.&rft.date=2010-06-28&rft.type=University+of+Pittsburgh+ETD&rft.type=PeerReviewed&rft.format=application%2Fpdf&rft.language=en&rft.identifier=http%3A%2F%2Fd-scholarship-dev.library.pitt.edu%2F6260%2F1%2FChenboWang2010v3.pdf&rft.identifier=++Wang%2C+Chenbo++(2010)+Synthetic+Studies+on+Haouamine+A+and+Other+Biologically+Active+Heterocycles.++Doctoral+Dissertation%2C+University+of+Pittsburgh.++++(Unpublished)++