Departamento de Química Inorgánica y Nuclear, Facultad de Química, Universidad Nacional Autónoma de México, Circuito Escolar, Ciudad Universitaria, Mexico City C.P. 04510, Mexico.
Centro de Investigaciones Químicas-IICBA, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, Col. Chamilpa, Cuernavaca C.P. 62209, Mexico.
Int J Mol Sci. 2023 Sep 22;24(19):14422. doi: 10.3390/ijms241914422.
The synthesis of a new family of ethylenediaminetetraacetic acid (EDTA) core dimers and G0 dendrimers end-capped with two and four β-cyclodextrin (βCD) moieties was performed by click-chemistry conjugation, varying the spacers attached to the core. The structure analyses were achieved in DMSO- and the self-inclusion process was studied in DO by H-NMR spectroscopy for all platforms. It was demonstrated that the interaction with adamantane carboxylic acid (AdCOOH) results in a guest-induced shift of the self-inclusion effect, demonstrating the full host ability of the βCD units in these new platforms without any influence of the spacer. The results of the quantitative size and water solubility measurements demonstrated the equivalence between the novel EDTA-βCD platforms and the classical PAMAM-βCD dendrimer. Finally, we determined the toxicity for all EDTA-βCD platforms in four different cell lines: two human breast cancer cells (MCF-7 and MDA-MB-231), human cervical adenocarcinoma cancer cells (HeLa), and human lung adenocarcinoma cells (SK-LU-1). The new EDTA-βCD carriers did not present any cytotoxicity in the tested cell lines, which showed that these new classes of platforms are promising candidates for drug delivery.
通过点击化学偶联，合成了一系列新型乙二胺四乙酸（EDTA）核二聚体和 G0 树枝状大分子，其末端带有两个和四个 β-环糊精（βCD）部分，连接基团的长度不同。在 DMSO 中进行结构分析，并通过 H-NMR 光谱研究了在 DO 中的自包含过程。结果表明，与金刚烷羧酸（AdCOOH）的相互作用导致自包含效应的客体诱导位移，证明了这些新平台中βCD 单元的完全主体能力，而不受连接基团的影响。定量尺寸和水溶性测量的结果表明，新型 EDTA-βCD 平台与经典的 PAMAM-βCD 树枝状大分子具有等效性。最后，我们在四种不同的细胞系中测定了所有 EDTA-βCD 平台的毒性：两种人乳腺癌细胞（MCF-7 和 MDA-MB-231）、人宫颈腺癌癌细胞（HeLa）和人肺腺癌细胞（SK-LU-1）。新型 EDTA-βCD 载体在测试的细胞系中没有表现出任何细胞毒性，这表明这些新类别的平台是药物输送的有前途的候选物。
