Keywords
derivatives of podocarpic acid, amide derivatives of podocarpic acid
Abstract
As a class, amides are of great interest in biological studies and pharmaceutical application. In this work, podocarpic acid, a natural tricyclic diterpene, derived from Podocarpus species, has been employed to form a novel family of amide derivatives which will later be studied for their potential as new drug leads. Novel amide derivatives of podocarpic acid were synthesized from podocarpic acid in three steps. The first step involved methylation with dimethylsulfate to form methyl-O-methylpodocarpate. This step was followed by iodination with iodine to give iodomethyl-O-methylpodocarpate. Finally amidation with various aliphatic amides using a copper catalyst yielded four amide derivatives of podocarpic acid. However, iodomethyl-O-methylpodocarpate did not react with aromatic amides. This is perhaps because of the reduction in electrophilicity of an aromatic amide versus an aliphatic amide. Thus this research had led to the discovery of a method that is selective for the synthesis of aliphatic amide derivatives of podocarpic acid. Furthermore, five novel derivatives of podocarpic acid have been synthesized. Therefore a small library of novel compounds has been synthesized by utilizing selective methodology, that are now available for future examination of their anticancer and anti-tuberculosis properties.
Notes
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Graduation Date
2004
Semester
Fall
Advisor
Miles, Howard
Degree
Master of Science (M.S.)
College
College of Arts and Sciences
Department
Chemistry
Degree Program
Industrial Chemistry
Format
application/pdf
Identifier
CFE0000213
URL
http://purl.fcla.edu/fcla/etd/CFE0000213
Language
English
Release Date
January 2014
Length of Campus-only Access
None
Access Status
Masters Thesis (Open Access)
STARS Citation
Nguyen, Dao, "Synthesis Of A Novel Family Of Amide Derivatives Of Podocarpic Acid" (2004). Electronic Theses and Dissertations. 218.
https://stars.library.ucf.edu/etd/218