Synthesis of compounds capable of producing cytotoxic N3-methyladenine DNA adducts in estrogen receptor positive cells
- UNCW Author/Contributor (non-UNCW co-authors, if there are any, appear on document)
- Heather N. Perry (Creator)
- Institution
- The University of North Carolina Wilmington (UNCW )
- Web Site: http://library.uncw.edu/
- Advisor
- Sridhar Varadarajan
Abstract: This project describes the design and synthesis of new compounds that are capable of
targeting cells that express the estrogen receptor and producing cytotoxic N3-methyladenine
DNA adducts in those cells. These compounds contain a reactive methylsulfonate group
connected to a unit that binds to DNA in the minor groove at adenine-thymine rich regions, and
therefore, selectively methylates adenines in these regions at the N3 position. This component is
connected by a linking unit to estradiol, which binds to the estrogen receptor, and therefore, is
expected to selectively target these compounds to cells that express the estrogen receptor. The
linking unit is the only variable component in the design, and can be altered in order to optimize
the DNA and estrogen receptor binding properties of the compound, and to modulate the water
solubility of the compounds. The synthesis of three compounds varying in linker length by one,
two, and three methylene units is described.
Synthesis of compounds capable of producing cytotoxic N3-methyladenine DNA adducts in estrogen receptor positive cells
PDF (Portable Document Format)
1456 KB
Created on 1/1/2009
Views: 2600
Additional Information
- Publication
- Thesis
- A Thesis Submitted to the University of North Carolina at Wilmington in Partial Fulfillment of the Requirement for the Degree of Masters of Science
- Language: English
- Date: 2009
- Keywords
- Cell receptors, DNA adducts--Synthesis, Estrogen--Receptors, Selective estrogen receptor modulators
- Subjects
- Cell receptors
- DNA adducts -- Synthesis
- Estrogen -- Receptors
- Selective estrogen receptor modulators