Prednisone and ibuprofen conjugate Janus dendrimers and their anticancer activity

IF 2.1 4区医学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Steroids Pub Date : 2024-03-09 DOI:10.1016/j.steroids.2024.109395

Israel Barajas-Mendoza , Irving Osiel Castillo-Rodríguez , Isabel Hernández-Rioja , Teresa Ramirez-Apan , Marcos Martínez-García

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Abstract

Drug release from hyperbranched Janus dendrimer-drug conjugates and their subsequent activity are influenced by the different drugs in each dendron and the linker. To understand these effects, we synthetized new Janus-type dendrimers of first and second generation. One dendron with 2,2-Bis(hydroxymethyl)propionic acid functionalized with ibuprofen and the second dendron was obtained with 3-aminopropanol-amidoamine and prednisone. The dendrimers were obtained by copper(I)-catalyzed Click azide-alkyne cycloaddition for the formation of a triazole as a dendrimeric nucleus of Janus dendrimer conjugates are reported.

The influence of ibuprofen, prednisone, and spacer on cancer activity of Janus dendrimers conjugates is reported. The IC₅₀ values of the anticancer activity on cancer cell lines the Janus dendrimer of second generation was higher in comparison to the first generation dendrimer. Similarly, the anticancer activity was higher compared to the dendron conjugates. Also, no cytotoxic effects of dendrons and dendrimers on non-cancerous kidney COS-7 cell line was observed. The interesting anticancer activity of the prepared prednisone-ibuprofen Janus dendrimer conjugates suggest that the dendrimers could be of potential use as new anticancer drug.

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泼尼松和布洛芬共轭 Janus 树枝状聚合物及其抗癌活性

超支化 Janus 树枝状分子-药物共轭物的药物释放及其后续活性受到每个树枝状分子和连接体中不同药物的影响。为了了解这些影响，我们合成了第一代和第二代新型 Janus 树枝状分子。其中一种树枝状化合物是用布洛芬功能化的 2,2-双（羟甲基）丙酸，第二种树枝状化合物是用 3-氨基丙醇-氨基胺和泼尼松。报告了通过铜（I）催化的叠氮-炔烃环加成形成三唑作为 Janus 树枝形分子共轭物的树枝形核而获得的树枝形分子。报告了布洛芬、泼尼松和间隔物对 Janus 树枝形分子共轭物抗癌活性的影响。与第一代树枝状聚合物相比，第二代 Janus 树枝状聚合物对癌细胞株的抗癌活性 IC50 值更高。同样，第二代 Janus 树枝状聚合物的抗癌活性也高于第一代树枝状聚合物。此外，还观察到树枝状化合物和树枝状聚合物对非癌症肾脏 COS-7 细胞系没有细胞毒性作用。所制备的泼尼松-布洛芬 Janus 树枝状聚合物共轭物的抗癌活性表明，这种树枝状聚合物有可能用作新的抗癌药物。

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来源期刊

Steroids 医学-内分泌学与代谢

CiteScore

5.10

自引率

3.70%

发文量

120

审稿时长

73 days

期刊介绍： STEROIDS is an international research journal devoted to studies on all chemical and biological aspects of steroidal moieties. The journal focuses on both experimental and theoretical studies on the biology, chemistry, biosynthesis, metabolism, molecular biology, physiology and pharmacology of steroids and other molecules that target or regulate steroid receptors. Manuscripts presenting clinical research related to steroids, steroid drug development, comparative endocrinology of steroid hormones, investigations on the mechanism of steroid action and steroid chemistry are all appropriate for submission for peer review. STEROIDS publishes both original research and timely reviews. For details concerning the preparation of manuscripts see Instructions to Authors, which is published in each issue of the journal.