Type of Document	Dissertation
Author	Hubieki, Marina Patricia
URN	etd-11102005-141121
Title	Toward the design, synthesis and evaluation of Protein Kinase C inhibitors
Degree	PhD
Department	Chemistry
Advisory Committee	Advisor Name Title Gandour, Richard D. Committee Chair Brewer, Karen J. Committee Member Castagnoli, Neal Jr. Committee Member Hudlicky, Tomas Committee Member Tanko, James M. Committee Member
Keywords	regulatory elements
Date of Defense	1996-04-14
Availability	restricted
Abstract Protein Kinase C (PKC) represents an important regulatory element in the signal transduction pathways of mammalian cells. Research interest has increased enormously since the discovery that PKC plays critical roles in cell differentiation, tumor promotion, oncogenesis and cell regulatory processes. The primary driving force of this project was the study and development of enantioselective PKC inhibitors. To accomplish this objective the four stereoisomers, (2S/4S)-, (2RI4S)-, (2R14R)-, and (2S/4R)-6-N,N-dimethyl-2-methyl-2-oxo-l,3-dioxa- 4-pentadecyl-6-aza-2-phosphacyclooctane bromides (la-d) were synthesized and evaluated. Long-alkyl chain optically pure epoxides, the key intermediates for the synthesis, were prepared from relatively inexpensive glyceraldehyde surrogates. Several other intermediates exhibited other biological responses including spermicidal, anti-HIV, mycobactericidal, and anti-cancer activities.
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