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首页> 外文期刊>Bioorganic and Medicinal Chemistry Letters >Effect of the orthoquinone moiety in 9,10-phenanthrenequinone on its ability to induce apoptosis in HCT-116 and HL-60 cells
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Effect of the orthoquinone moiety in 9,10-phenanthrenequinone on its ability to induce apoptosis in HCT-116 and HL-60 cells

机译：9,10-菲醌中的邻醌部分对其诱导HCT-116和HL-60细胞凋亡的作用

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摘要

9,10-Phenanthrenequinone (9,10-PQ) is one of the most abundant quinones among diesel exhaust particulates. Recent data have suggested that quinones induce apoptosis in immune, epithelial and tumor cells, leading to respirator illness; however, the mechanisms by which quinones induce apoptosis and the structure required for this remain unknown. We studied the antitumor activity of 9,10-PQ analogs against two human tumor cell lines, HCT-116 colon tumor cells and HL-60 promyelocytic leukemia cells. The loss of the cis-orthoquinone unit in 9,10-PQ abrogated its ability to induce apoptosis in the two tumor cell lines, and the LC50 values of these analogs were indicated over 10 μM. An analog of 9,10-PQ in which the biaryl unit had been deleted displayed a reduced ability to induce tumor cell apoptosis, while the analogs 1,10-phenanthroline- 5,6-dione (9) and pyrene-4,5-dione (10), which also had modified biaryl units, exhibited increased tumor cell apoptotic activity. The cis-orthoquinone unit in 9,10-PQ was identified as essential for its ability to induce apoptosis in tumor cells, and its biaryl unit is also considered to influence orthoquinone- mediated apoptotic activity.
机译：9,10-菲醌（9,10-PQ）是柴油机废气颗粒中含量最丰富的醌之一。最近的数据表明，醌可诱导免疫细胞，上皮细胞和肿瘤细胞凋亡，从而导致呼吸道疾病。然而，醌诱导细胞凋亡的机制及其所需的结构仍然未知。我们研究了9,10-PQ类似物对两种人类肿瘤细胞系HCT-116结肠肿瘤细胞和HL-60早幼粒细胞白血病细胞的抗肿瘤活性。 9,10-PQ中顺式邻醌单元的丧失消除了其在两种肿瘤细胞系中诱导凋亡的能力，这些类似物的LC50值均超过10μM。 9,10-PQ的类似物（其中联芳基单元已被删除）显示出降低的诱导肿瘤细胞凋亡的能力，而类似物1,10-菲咯啉-5,6-二酮（9）和pyr-4,5-还具有修饰的联芳基单元的二酮（10）显示出增加的肿瘤细胞凋亡活性。 9，10-PQ中的顺-邻醌单元被认为是其诱导肿瘤细胞凋亡的能力所必需的，其联芳基单元也被认为会影响邻醌介导的细胞凋亡活性。

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