Development of a synthetic route to aminofluorohexenones as precursors for novel caspase inhibitors

Apoptosis is a normal biological process in which cells commit suicide. In cancer cells, a family of proteases called caspases, is involved in one or more of the signaling pathways leading to apoptosis. To better understand this cellular mechanism at the molecular level, selective inhibition of each caspase would allow scientists to determine the exact function of that caspase in the overall pathway. The long term goal of this research project is the synthesis of new, highly specific caspase inhibitors that will be used to study the mechanism of apoptosis in certain cancer cells. The first step, and the primary focus of this thesis, is successful development of a synthetic route to a group of aminofluorohexenone precursor molecules. The strategy for synthesizing these subtargets first involves investigation of a method for carbon-carbon bond formation adjacent to nitrogen, that focuses on an electrophilic substitution reaction based on charge affinity inversion of customary amine reactivity. The second part of the synthetic strategy involves generation of pentenoic acid analogs to be used as electrophiles in the overall construction of the caspase inhibitor aminofluorohexenone precursors.

Name thesis:degree_name

Master of Science (MS)

Level thesis:degree_level

Thesis

Discipline thesis:degree_discipline

Chemistry

Grantor dc:publisher

University of Nevada, Las Vegas

Year

2003

Author dc:creator

• Xi, Ping

Contributors dc:contributor

• Lydia McKinstry

Statement dc:rights

• IN COPYRIGHT. For more information about this rights statement, please visit http://rightsstatements.org/vocab/InC/1.0/

Language dc:language

English

Identifier

https://oasis.library.unlv.edu/rtds/1571

OAI identifier oai:identifier

oai:oasis.library.unlv.edu:rtds-2570