CHED 1313 |
| In this relatively new project, we are planning to synthesize a series of propargyl ether substituted pyridines with varying chain lengths and positions on the ring. These compounds with their analogous structural features to nicotine are expected to be metabolized by the same P450 enzymes involved in the bioactivation of nicotine in vivo. We have previously established that a number of aromatic acetylenes and certain propargyl ethers are selective inhibitors of cytochrome P450-catalyzed monooxygenation reactions. The location of the propargyl group, and the length of the side chain are the structural variations to be studied leading to some differences in the interaction with various P450 enzymes' active sites, and increased selectivity. Our target P450 enzymes are P450s 2A6, and 2A13 both extremely important in the metabolism of pharmaceutical and environmental chemicals including procarcinogens such as cigarette smoke components. Due to the special properties of suicide inhibitors, these compounds are useful tools in the studies of cancer development and treatment. Here, we are reporting the synthesis and purification of two target compounds from this series, pyridine-2-methylpropargyl ether and 2-pyridylpropargyl ether. |
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Undergraduate Research Poster Session: Medicinal Chemistry
2:00 PM-4:00 PM, Monday, April 7, 2008 Morial Convention Center -- Hall A, Poster
Division of Chemical Education |