Open Access. Powered by Scholars. Published by Universities.®
Physical Sciences and Mathematics Commons™
Open Access. Powered by Scholars. Published by Universities.®
Articles 1 - 2 of 2
Full-Text Articles in Physical Sciences and Mathematics
Computational Studies Of Stereochemical Effects In The Synthesis Of Sugar Mimics, Louis Anthony Lello
Computational Studies Of Stereochemical Effects In The Synthesis Of Sugar Mimics, Louis Anthony Lello
Senior Honors Theses and Projects
Density Functional methods are used to model the tandem aza-Cope rearrangement – Mannich cyclization reaction leading to substituted acylpyrrolidines. The ultimate goal is to determine optimum reaction conditions that maximize stereoselectivity, as only one set of stereoisomers is pharmacologically active. Three aspects of the reaction are investigated. First, we determine the relative size of three rotational barriers in the interconversion of two iminium cation stereoisomers that are precursors to the aza-Cope rearrangement. The lowest energy pathway for the interconversion is identified, as well as the relative stability of the two stereoisomers for two different substituents: diphenyl and methyl. Activation barriers …
A Comparative Analysis Of The Electronic And Structural Characteristics Of Polyphenolic Inhibitors Of Pai-1, Patrick Spoutz
A Comparative Analysis Of The Electronic And Structural Characteristics Of Polyphenolic Inhibitors Of Pai-1, Patrick Spoutz
Senior Honors Theses and Projects
Polyphenolic compounds containing two gallate groups have been shown to be effective inhibitors of Plasminogen Activator Inhibitor-1 (PAI-1). In this work we use Density Functional calculations to examine energetically-accessible configurations of two digallate compounds exhibiting disparate inhibitory activity toward PAI-1. In addition, we examine the partial charges of potentially acidic protons and the relative stability of the respective conjugate bases of a select group of PAI-1 inhibitors. This analysis was carried out to determine whether such characteristics can be used to distinguish between effective and less effective inhibitors. An examination of the stable configurations of CDE-008 and CDE-056 indicates that …