DIOL EPOXIDE AND OTHER DERIVATIVES OF PAH AND AZA-PAH

多环芳烃(PAH)是环境中普遍存在的 有机物质燃烧产生的环境。PAH展品 致癌性差异很大，并阐明了致癌的基础 五十多年来，变异一直是一个研究目标。 在过去的十年里，越来越多的证据表明新陈代谢 二醇环氧化物是多环芳烃最终活化的关键事件 致癌和致突变的形式。 在最强的致癌物质中，湾区二醇 环氧化物将在环氧化物部分被空间位阻，或者由一个 苯并环(峡区)或甲基。在这项研究中，Diol 致癌物质苯并[g]黄原烯的环氧化物和其他衍生物将被 合成的。这种碳氢化合物，包括海湾和峡湾地区，提供了一种 对表观结构-活性关系的良好检验-为更少的船舶 结构复杂的未取代的多环芳烃二醇环氧化物 从以前的工作中获得的。多环芳烃上的甲基取代也很常见， 和甲基化的多环芳烃是最具致癌性的。通过 二氢和四氢环氧化物衍生物的制备 角环的各种甲基化的苯并[a]菲，这将是可能的 探索甲基远离电子时的电子效应 环氧化物，以及当它接近环氧化物时的空间效应。 在这项工作中合成的化合物将进行诱变性和 通过合作安排的致瘤性。

Polycyclic aromatic hydrocarbons (PAH) are ubiquitous components of the environment, produced by the combustion of organic matter. PAH exhibit widely varying carcinogenicities, and elucidation of the basis for that variation has been a research goal for over fifty years. Within the past ten years, evidence has been accumulating that metabolism to diol epoxides is the key event in activation of the PAH to ultimate carcinogenic, and mutagenic, forms. Among the most potent carcinogens are those in which a bay region diol epoxide would be sterically hindered at the epoxide moiety, either by a benzo ring (fjord region) or by a methyl group. In this research, diol epoxide and other derivatives of the carcinogen benzo[g]chrysene will be synthesized. This hydrocarbon, with both bay and fjord regions, provides a good test of the apparent structure-activity relation-ships for less structurally complex unsubstituted PAH diol epoxides that have been obtained from previous work. Methyl substitution on PAH is also common, and methylated PAH are among the most carcinogenic. Through the preparation of dihydro derivatives and tetrahydroepoxide derivatives on the angular ring of various methylated benz[a]anthracenes, it will be possible to probe the electronic effect of the methyl group when it is remote from the epoxide, and the steric effect when it is proximate to the epoxide. Compounds synthesized in this work will be tested for mutagenicity and tumorigenicity through collaborative arrangements.