Dissertation/Thesis Abstract

Tin (II) compounds as novel catalysts for the Kabachnik-Fields reaction: Studies in the synthesis of alpha-aminophosphonates under solvent free conditions and Synthesis of phosphonates and phosphates as reversible and irreversible inhibitors of butyrylcholinesterase
by Gallardo-Macias, Ricardo, M.S., California State University, Long Beach, 2009, 110; 1472277
Abstract (Summary)

Part A. Aminophosphonates have been studied and characterized due to their biological activity such as enzyme inhibitors, antibiotics, peptide mimics, herbicides, and pharmacological agents. In our efforts to prepare organophosphorus compounds to be employed as novel inhibitors for butyrylcholinesterase, we became interested in exploring other Lewis acids as potential catalysts for the Kabachnik-Fields reaction. Here in we report that SnCl2, among other Sn(II) compounds, is an efficient catalyst for the synthesis of α-aminophosphonates in a one-pot reaction under solvent free conditions.

Part B. Alzheimer disease is associated with a significant decrease of acetylcholine that correlates directly with loss of cognitive functions. Current clinical protocols increase the levels of acetylcholine by inhibiting acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). Previous in vitro studies have shown that dialkyl phenyl phosphates (DAPPs) are very selective inhibitors towards BChE. In this work, several "second generation" organophosphorus compounds were synthesized to study inhibitor structural effects on BChE inhibition.

Indexing (document details)
Advisor: Nakayama, Kensaku
School: California State University, Long Beach
School Location: United States -- California
Source: MAI 48/02M, Masters Abstracts International
Subjects: Organic chemistry
Publication Number: 1472277
ISBN: 978-1-109-47214-1
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