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作为朗缪尔单分子层纳入微生物生物膜模型的环孢菌素B的表面化学

Surface Chemistry of Cytosporone-B Incorporated in Models for Microbial Biomembranes as Langmuir Monolayers.

作者信息

Jaroque Guilherme Nuñez, Dos Santos Augusto Leonardo, Sartorelli Patricia, Caseli Luciano

机构信息

Department of Chemistry, Institute of Environmental, Chemical and Pharmaceutical Sciences, Federal University of São Paulo (Unifesp), São Paulo, Diadema 04021-001, Brazil.

出版信息

Langmuir. 2024 Jul 15;40(30):15749-57. doi: 10.1021/acs.langmuir.4c01575.

Abstract

Cytosporone-B, a polyketide renowned for its antimicrobial properties, was integrated into Langmuir monolayers composed of dipalmitoylphosphoethanolamine (DPPE) and dioleoylphosphoethanolamine (DOPE) lipids, effectively emulating microbial cytoplasmic membranes. This compound exhibited an expansive influence on DPPE monolayers while inducing condensation in DOPE monolayers. This led to a notable reduction in the compressibility modulus for both lipids, with a more pronounced effect observed for DPPE. The heightened destabilization observed in DOPE monolayers subjected to biologically relevant pressures was particularly noteworthy, as evidenced by surface pressure-time curves at constant area. In-depth analysis using infrared spectroscopy at the air-water interface unveiled alterations in the alkyl chains of the lipids induced by cytosporone-B. This was further corroborated by surface potential measurements, indicating a heightened tilt in the acyl chains upon drug incorporation. Notably, these observed effects did not indicate an aggregating process induced by the drug. Overall, the distinctive impact of cytosporone-B on each lipid underscores the importance of understanding the nuanced effects of microbial drugs on membranes, whether in condensed or fluid states.

摘要

环孢菌素 - B是一种以其抗菌特性而闻名的聚酮化合物,它被整合到由二棕榈酰磷脂酰乙醇胺(DPPE)和二油酰磷脂酰乙醇胺(DOPE)脂质组成的朗缪尔单层膜中,有效地模拟了微生物细胞质膜。该化合物对DPPE单层膜有广泛影响,同时导致DOPE单层膜凝聚。这使得两种脂质的压缩模量显著降低,其中对DPPE的影响更为明显。在恒定面积下的表面压力 - 时间曲线表明,在受到生物学相关压力的DOPE单层膜中观察到的增强的去稳定化尤其值得注意。在气 - 水界面使用红外光谱进行的深入分析揭示了环孢菌素 - B诱导的脂质烷基链的变化。表面电位测量进一步证实了这一点,表明药物掺入后酰基链的倾斜增加。值得注意的是,观察到的这些效应并不表明药物诱导了聚集过程。总体而言,环孢菌素 - B对每种脂质的独特影响突出了理解微生物药物对膜的细微影响的重要性,无论膜处于凝聚态还是流体态。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/930b/11295194/c91b2850ef6f/la4c01575_0001.jpg

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