Design and Synthesis of Aspernigrin A-Melatonin Hybrids as Potential Neuroprotectants
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Authors
Vo, Tran BaoNgoc
Issue Date
2019-09-01
Type
Thesis
Language
en_US
Keywords
Alternative Title
Abstract
Neurodegenerative diseases are multifactorial and have different cellular and pathophysiological mechanisms. Glutamate excitotoxicity, however, is an underlying cause across many major neurodegenerative diseases. Due to the multifaceted nature of neurodegenerative diseases, molecular hybridization is one technique employed in the identification of suitable treatments. The main objective of this project was to develop an efficient synthetic route to hybridize melatonin with Aspernigrin A. Two approaches toward the desired hybrids were envisioned. In the first approaches, the readily available Kojic acid was used as the starting material. Transformation to the key intermediate 18 could be achieved over three steps in a 60% yield. In an alternative approach, 4-Hydroxy-6-methyl-2-pyrone was used as the starting material and could be converted to the key intermediate 14 in four steps in a 48% overall yield. Future work will focus on improving the yield of these intermediates and attempting the Suzuki reaction on the key intermediate 14.
Description
vii, 21 p.
Citation
Publisher
Kalamazoo College
License
U.S. copyright laws protect this material. Commercial use or distribution of this material is not permitted without prior written permission of the copyright holder. All rights reserved.