Banik Bimal K, Basu Manas K, Becker Fredrick F
Department of Chemistry, The University of Texas-Pan American, 1201 West University Drive, Edinburg, TX 78539.
Oncol Lett. 2010 Nov;1(6):1033-1035. doi: 10.3892/ol.2010.167. Epub 2010 Sep 8.
Research on polycyclic aromatic hydrocarbons and their derivatives has received significant attention from the scientific community. The present study involved the synthesis of several novel 6,12-disubstituted chrysene derivatives. Nitration of chrysene with nitric acid produced 6,12-dinitrochrysene which when reduced yielded 6,12-diaminochrysene. A coupling reaction of 6,12-diaminochrysene with an acid in the presence of isobutylchloroformate produced amide. The reduction of amide produced an amine. The amino was converted to a hydrochloride salt. The new compounds were characterized through different types of analytical data. One of these compounds demonstrated marked activity in vivo against a colon cancer cell line. Inhibition of the growth of this tumor was best noted at day 20 when each treatment regimen inhibited the average tumor volume by 50%. In a number of in vivo tests in various regimens, the hydrochloride salt demonstrated consistent inhibition of the growth of the cancer HT-29 cell line. Despite the research progress in polycyclic aromatic compounds, the use of these types of molecules as anticancer agents has not been reported systematically.
多环芳烃及其衍生物的研究已受到科学界的高度关注。本研究涉及几种新型6,12 - 二取代屈衍生物的合成。用硝酸对屈进行硝化反应生成6,12 - 二硝基屈,将其还原后得到6,12 - 二氨基屈。在异丁基氯甲酸酯存在下,6,12 - 二氨基屈与一种酸发生偶联反应生成酰胺。酰胺还原生成胺。氨基被转化为盐酸盐。通过不同类型的分析数据对新化合物进行了表征。其中一种化合物在体内对结肠癌细胞系表现出显著活性。在第20天时,每种治疗方案对肿瘤平均体积的抑制率达50%,此时对该肿瘤生长的抑制最为明显。在多种方案的一系列体内试验中,盐酸盐对癌症HT - 29细胞系的生长表现出持续的抑制作用。尽管多环芳烃化合物的研究取得了进展,但尚未有系统报道将这类分子用作抗癌剂的情况。