Department of Pharmacology, School of Medicine, University of Crete, 70013 Heraklion, Greece.
Department of Chemistry, University of Patras, 26504 Rion, Greece.
Molecules. 2024 Aug 30;29(17):4127. doi: 10.3390/molecules29174127.
The gonadotropin-releasing hormone (GnRH) receptor (GnRH-R) is highly expressed in ovarian cancer cells (OCC), and it is an important molecular target for cancer therapeutics. To develop a new class of drugs targeting OCC, we designed and synthesized Con-3 and Con-7 which are novel high-affinity GnRH-R agonists, covalently coupled through a disulfide bond to the DNA synthesis inhibitor mitoxantrone. We hypothesized that Con-3 and Con-7 binding to the GnRH-R of OCC would expose the conjugated mitoxantrone to the cellular thioredoxin, which reduces the disulfide bond of Con-3 and Con-7. The subsequent release of mitoxantrone leads to its intracellular accumulation, thus exerting its cytotoxic effects. To test this hypothesis, we determined the cytotoxic effects of Con-3 and Con-7 using the SKOV-3 human OCC. Treatment with Con-3 and Con-7, but not with their unconjugated GnRH counterparts, resulted in the accumulation of mitoxantrone within the SKOV-3 cells, increased their apoptosis, and reduced their proliferation, in a dose- and time-dependent manner, with half-maximal inhibitory concentrations of 0.6-0.9 µM. It is concluded that Con-3 and Con-7 act as cytotoxic "prodrugs" in which mitoxantrone is delivered in a GnRH-R-specific manner and constitute a new class of lead compounds for use as anticancer drugs targeting ovarian tumors.
促性腺激素释放激素(GnRH)受体(GnRH-R)在卵巢癌细胞(OCC)中高度表达,是癌症治疗的重要分子靶标。为了开发针对 OCC 的新型药物,我们设计并合成了 Con-3 和 Con-7,它们是新型高亲和力 GnRH-R 激动剂,通过二硫键共价连接到 DNA 合成抑制剂米托蒽醌上。我们假设 Con-3 和 Con-7 与 OCC 的 GnRH-R 结合会将共轭的米托蒽醌暴露于细胞硫氧还蛋白,从而还原 Con-3 和 Con-7 的二硫键。随后释放的米托蒽醌导致其细胞内积累,从而发挥其细胞毒性作用。为了验证这一假设,我们使用 SKOV-3 人 OCC 确定了 Con-3 和 Con-7 的细胞毒性作用。Con-3 和 Con-7 的处理,但不是它们未共轭的 GnRH 对应物,导致米托蒽醌在 SKOV-3 细胞内积累,增加其凋亡,并减少其增殖,呈剂量和时间依赖性,半最大抑制浓度为 0.6-0.9 µM。结论是 Con-3 和 Con-7 作为细胞毒性“前药”起作用,其中米托蒽醌以 GnRH-R 特异性方式递送,并构成用于靶向卵巢肿瘤的新型抗癌药物的先导化合物。