具有可调结构的两性碳硅烷-膦树枝状化合物的自适应合成、超分子行为和生物特性。

IF 5.5 2区 化学 Q1 BIOCHEMISTRY & MOLECULAR BIOLOGY
Biomacromolecules Pub Date : 2024-12-09 Epub Date: 2024-11-11 DOI:10.1021/acs.biomac.4c01092
Antonín Edr, Dominika Wrobel, Alena Krupková, Lucie Červenková Št Astná, Evgeny Apartsin, Michaela Hympánová, Jan Marek, Jan Malý, Marek Malý, Tomáš Strašák
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引用次数: 0

摘要

在这里,我们介绍了一种模块化合成方法,并对外围带有三苯基膦基团的新型两亲树枝状化合物系列进行了物理化学和生物学评估。在该系列中,亲脂域和亲水域的大小和相互平衡被系统地改变,树枝状突起的形状也从圆柱形变为圆锥形。在生理溶液中,树枝状化合物表现出极低的临界胶束浓度(2.6-4.9 μM),并根据树枝状化合物的形状形成直径为 6-12 nm 的稳定而均匀的胶束。这些化合物显示出相对较高的细胞毒性(IC50 1.2-21.0 μM),这与胶束的形成有关,并与组装颗粒的大小成反比。根据树枝状化合物的形状,它们在形成树枝状混合物和抗菌活性方面表现出良好的效果。除了简单的两亲性树枝状化合物外,还制备了一种荧光标记的类似物,并将其用作可视化树枝状化合物细胞吸收的添加剂。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Adaptive Synthesis, Supramolecular Behavior, and Biological Properties of Amphiphilic Carbosilane-Phosphonium Dendrons with Tunable Structure.

Here, we present a modular synthesis as well as physicochemical and biological evaluation of a new series of amphiphilic dendrons carrying triphenylphosphonium groups at their periphery. Within the series, the size and mutual balance of lipophilic and hydrophilic domains are systematically varied, changing the dendron shape from cylindrical to conical. In physiological solution, the dendrons exhibit very low critical micelle concentrations (2.6-4.9 μM) and form stable and uniform micelles 6-12 nm in diameter, depending on dendron shape; the results correlate well with molecular dynamics simulations. The compounds show relatively high cytotoxicity (IC50 1.2-21.0 μM) associated with micelle formation and inversely related to the size of assembled particles. Depending on their shape, the dendrons show promising results in terms of dendriplex formation and antibacterial activity. In addition to simple amphiphilic dendrons, a fluorescently labeled analogue was also prepared and utilized as an additive visualizing the dendron's cellular uptake.

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来源期刊
Biomacromolecules
Biomacromolecules 化学-高分子科学
CiteScore
10.60
自引率
4.80%
发文量
417
审稿时长
1.6 months
期刊介绍: Biomacromolecules is a leading forum for the dissemination of cutting-edge research at the interface of polymer science and biology. Submissions to Biomacromolecules should contain strong elements of innovation in terms of macromolecular design, synthesis and characterization, or in the application of polymer materials to biology and medicine. Topics covered by Biomacromolecules include, but are not exclusively limited to: sustainable polymers, polymers based on natural and renewable resources, degradable polymers, polymer conjugates, polymeric drugs, polymers in biocatalysis, biomacromolecular assembly, biomimetic polymers, polymer-biomineral hybrids, biomimetic-polymer processing, polymer recycling, bioactive polymer surfaces, original polymer design for biomedical applications such as immunotherapy, drug delivery, gene delivery, antimicrobial applications, diagnostic imaging and biosensing, polymers in tissue engineering and regenerative medicine, polymeric scaffolds and hydrogels for cell culture and delivery.
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