Fu Shiwei, Puche Vanessa, Zhao Bowen, Zhang Xiao, McKenzie Victoria A A, Garcia Sophia, Zhang Fuwu
Department of Chemistry, University of Miami, 1301 Memorial Drive, Coral Gables, Florida, 33146, United States.
Sylvester Comprehensive Cancer Centre, University of Miami Miller School of Medicine, Miami, Florida 33136, United States.
Nano TransMed. 2025 May 11;4. doi: 10.1016/j.ntm.2025.100088.
Small molecular drugs play a critical role in cancer therapy but face challenges like poor solubility, severe side effects, and inefficient delivery. Polymeric micellar-based drug delivery systems show promise but struggle with low drug loading, instability, and premature drug release partly due to the incompatible physicochemical properties. Here, we report a simple and efficient method to develop redox-sensitive camptothecin (CPT) prodrug by conjugating alkyl chains to CPT via a disulfide linker. By conjugating alkyl chains of varying lengths to CPT via a disulfide linker, we achieved high drug-loading efficiency and loading capacity, controlled responsive drug release, due to enhanced hydrophobic interaction and miscibility with the carrier. The prodrug loaded NPs exhibited slower drug release for more hydrophobic ones with longer alkyl chains. In vitro cytotoxicity assays against cancer cells confirmed the prodrugs' potency and the critical role of the disulfide bond in maintaining anticancer activity. These findings highlight the importance of tuning prodrug hydrophobicity and GSH sensitivity in drug delivery. This prodrug engineering strategy, which involves conjugating a hydrophobic alkyl chain to modulate the drug's physicochemical properties, offers a straightforward approach for designing and optimizing drug delivery systems for a wide range of therapeutic agents, whether hydrophilic or hydrophobic.
小分子药物在癌症治疗中发挥着关键作用,但面临着诸如溶解性差、严重副作用和递送效率低下等挑战。基于聚合物胶束的药物递送系统显示出前景,但部分由于不相容的物理化学性质,存在药物负载量低、稳定性差和药物过早释放等问题。在此,我们报告了一种简单有效的方法,通过二硫键连接烷基链与喜树碱(CPT)来开发氧化还原敏感的CPT前药。通过二硫键连接不同长度的烷基链与CPT,我们实现了高药物负载效率和负载量,由于增强的疏水相互作用以及与载体的混溶性,实现了可控的响应性药物释放。负载前药的纳米颗粒对具有更长烷基链的更疏水的前药表现出更慢的药物释放。针对癌细胞的体外细胞毒性试验证实了前药的效力以及二硫键在维持抗癌活性中的关键作用。这些发现突出了在前药递送中调节前药疏水性和谷胱甘肽敏感性的重要性。这种前药工程策略,即通过连接疏水烷基链来调节药物的物理化学性质,为设计和优化适用于各种治疗剂(无论是亲水性还是疏水性)的药物递送系统提供了一种直接的方法。