Publication Date

5-2013

Advisor(s) - Committee Chair

Kevin M. Williams (Director), Hemali Rathnayake, Bangbo Yan

Degree Program

Department of Chemistry

Degree Type

Master of Science

Abstract

Cancer is the second leading cause of death in the United States. Cisplatin is one of the well-known anti-cancer agents used to treat testicular and ovarian cancers. It mainly binds to the DNA bases, which leads to cell death. The cytotoxic activity of the cisplatin analogs is due to the interaction of platinum with nucleotides like adenine at N7 or N1 position and guanine at N7 position. Guanine is the primary target for cisplatin analogs whereas adenine is the secondary target. Cisplatin analogs, [Pt(Me5dien)(D2O)]2+[Me5dien = N,N,N’,N’,N’’-pentamethyl diethylene triamine] and [Pt(dien)(D2O)]2+[dien=diethylene triamine] were synthesized and their effects on AMP and GMP were studied using NMR spectroscopy. The experiments were conducted to examine the effects of bulk on 5’-GMP and 5’-AMP. The results suggest that bulk slows down the reaction with AMP more than with that of GMP. The order of reactivity is Pt(dien)(GMP)> Pt(dien)(AMP) > Pt(Me5dien)(GMP) > Pt(Me5dien)(AMP). The reaction of the [Pt(Me5dien)(D2O)]2+ complex with AMP leads to multiple products, some of which appear to be due to coordination at N1 instead of N7.

Disciplines

Chemistry | Medicinal-Pharmaceutical Chemistry | Organic Chemistry

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