From the Auckland Cancer Society Research Centre, Faculty of Medical and Health Sciences, University of Auckland, Private Bag 92019, Auckland, New Zealand.
J Biol Chem. 2013 Dec 27;288(52):37138-53. doi: 10.1074/jbc.M113.505222. Epub 2013 Nov 6.
Hypoxia, a ubiquitous feature of tumors, can be exploited by hypoxia-activated prodrugs (HAP) that are substrates for one-electron reduction in the absence of oxygen. NADPH:cytochrome P450 oxidoreductase (POR) is considered one of the major enzymes responsible, based on studies using purified enzyme or forced overexpression in cell lines. To examine the role of POR in HAP activation at endogenous levels of expression, POR knock-outs were generated in HCT116 and SiHa cells by targeted mutation of exon 8 using zinc finger nucleases. Absolute quantitation by proteotypic peptide mass spectrometry of DNA sequence-confirmed multiallelic mutants demonstrated expression of proteins with residual one-electron reductase activity in some clones and identified two (Hko2 from HCT116 and S2ko1 from SiHa) that were functionally null by multiple criteria. Sensitivities of the clones to 11 HAP (six nitroaromatics, three benzotriazine N-oxides, and two quinones) were compared with wild-type and POR-overexpressing cells. All except the quinones were potentiated by POR overexpression. Knocking out POR had a marked effect on antiproliferative activity of the 5-nitroquinoline SN24349 in both genetic backgrounds after anoxic exposure but little or no effect on activity of most other HAP, including the clinical stage 2-nitroimidazole mustard TH-302, dinitrobenzamide mustard PR-104A, and benzotriazine N-oxide SN30000. Clonogenic cell killing and reductive metabolism of PR-104A and SN30000 under anoxia also showed little change in the POR knock-outs. Thus, although POR expression is a potential biomarker of sensitivity to some HAP, identification of other one-electron reductases responsible for HAP activation is needed for their rational clinical development.
缺氧是肿瘤的普遍特征,可以被缺氧激活的前药(HAP)利用,这些前药是在没有氧气的情况下通过单电子还原的底物。基于使用纯化酶或在细胞系中强制过表达的研究,NADPH:细胞色素 P450 氧化还原酶(POR)被认为是主要负责的酶之一。为了在表达的内源性水平检查 POR 在 HAP 激活中的作用,使用锌指核酸酶靶向突变外显子 8 在 HCT116 和 SiHa 细胞中生成 POR 敲除体。通过 DNA 序列确证的多等位基因突变体的蛋白质特征肽质量谱绝对定量证明了一些克隆中具有残留单电子还原酶活性的蛋白质的表达,并通过多种标准鉴定了两个(来自 HCT116 的 Hko2 和来自 SiHa 的 S2ko1)功能缺失。用 11 种 HAP(6 种硝基芳烃、3 种苯并三嗪 N-氧化物和 2 种醌)比较了克隆的敏感性与野生型和 POR 过表达细胞。除了醌之外,所有这些都通过 POR 过表达增强。在缺氧暴露后,在两种遗传背景下,敲除 POR 对 5-硝基喹啉 SN24349 的抗增殖活性有明显影响,但对大多数其他 HAP 的活性几乎没有影响,包括临床阶段的 2-硝基咪唑烷 TH-302、二硝基苯甲酰胺 PR-104A 和苯并三嗪 N-氧化物 SN30000。在缺氧条件下,PR-104A 和 SN30000 的克隆形成细胞杀伤和还原代谢也显示 POR 敲除体的变化很小。因此,尽管 POR 表达是对一些 HAP 敏感的潜在生物标志物,但需要鉴定其他单电子还原剂来负责 HAP 的激活,以实现其合理的临床开发。