The New Jersey Institute of Technology's
Electronic Theses & Dissertations Project

Title:	Design and synthesis studies of new s-adenosyl-l-methionine analogues
Author:	Wu, Shanshan
View Online:	njit-etd2012-069 (xi, 44 pages ~ 1.2 MB pdf)
Department:	Department of Chemistry and Environmental Science
Degree:	Master of Science
Program:	Pharmaceutical Chemistry
Document Type:	Thesis
Advisory Committee:	Huang, Haidong (Committee chair) Venanzi, Carol A. (Committee member) Gund, Tamara M. (Committee member) Farinas, Edgardo Tabion (Committee member)
Date:	2012-05
Keywords:	S-adenosyl-l-methionine S-adenosyl-l-methionine analogues Cytosine inhibition
Availability:	Unrestricted
Abstract:	S-Adenosyl-L-Methionine (SAM), which is involved in methyl group transfers, is the second most abundant coenzyme in the human body. It is made from adenosinetriphosphate (ATP) and methionine catalyzed by adenosyltransferase. Methyltransferases (MTs) transfer the activated methyl group from the sulfur center to a specific position in a variety of substrates, e.g., DNA, RNA, proteins, and secondary metabolites. Methyltransferases have been linked to various diseases, including cancer. In recent years, more and more SAM analogues have been reported. These analogues show activities in biological target labeling. The purpose of this thesis is to design and synthesize new SAM analogues to inhibit cytosine DNA Methyltransferases in tumor cells. A series of target compounds was designed and synthesized in several steps from the starting material adenosine. The synthesis route has been divided into three parts: introduction of the nitrogen at the 5’ position, synthesis of aromatic aldehyde, and connection of these two compounds. More compounds with the same core structure will be designed and synthesized. The inhibition activities will be tested in future studies.