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通过创新香芹酚衍生物的共价固定化进行表面功能化以避免真菌生物膜形成。

Surface functionalization by covalent immobilization of an innovative carvacrol derivative to avoid fungal biofilm formation.

作者信息

Gharbi Aïcha, Legigan Thibaut, Humblot Vincent, Papot Sébastien, Berjeaud Jean-Marc

机构信息

Ecologie & Biologie des Interactions - UMR CNRS 7267, Microbiologie de l'eau, Université de Poitiers, 1 Rue Georges Bonnet, TSA 51106, 86073 Poitiers Cedex 9, France.

UMR-CNRS 7285, Groupe Systèmes Moléculaires Programmés, Université de Poitiers, Poitiers, France.

出版信息

AMB Express. 2015 Feb 5;5:9. doi: 10.1186/s13568-014-0091-2. eCollection 2015.

DOI:10.1186/s13568-014-0091-2
PMID:25852986
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4384722/
Abstract

Carvacrol, an aromatic terpenic compound, known to be antimicrobial was grafted onto gold surfaces via two strategies based on newly-synthesized cross-linkers involving either an ester bond which can be cleaved by microbial esterases, or a covalent ether link. Surface functionalizations were characterized at each step by reflection absorption infrared spectroscopy (RAIRS). The two functionalized gold samples both led to a loss of culturability of the yeast Candida albicans, higher than 65%, indicating that the activity of the freshly-designed surfaces was probably due to still covalently immobilized carvacrol. On the contrary, when a phenyl group replaced the terpenic moiety, the yeast culturability increased by about 30%, highlighting the specific activity of carvacrol grafted on the surfaces. Confocal microscopy analyses showed that the mode of action of the functionalized surfaces with the ester or the ether of carvacrol was, in both cases, fungicidal and not anti-adhesive. Finally, this study shows that covalently immobilization of terpenic compounds can be used to design promising antimicrobial surfaces.

摘要

香芹酚是一种已知具有抗菌作用的芳香萜类化合物,通过两种基于新合成交联剂的策略将其接枝到金表面,这些交联剂涉及可被微生物酯酶裂解的酯键或共价醚键。每一步的表面功能化都通过反射吸收红外光谱(RAIRS)进行表征。两种功能化的金样品都导致白色念珠菌的可培养性损失超过65%,这表明新设计表面的活性可能归因于仍共价固定的香芹酚。相反,当苯基取代萜类部分时,酵母的可培养性增加了约30%,突出了接枝在表面的香芹酚的特定活性。共聚焦显微镜分析表明,含有香芹酚酯或醚的功能化表面的作用方式在两种情况下都是杀真菌的,而不是抗粘附的。最后,这项研究表明,萜类化合物的共价固定可用于设计有前景的抗菌表面。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/e599fccc7e0f/13568_2014_91_Fig9_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/cb68dd914b75/13568_2014_91_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/f8c86b2c1326/13568_2014_91_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/440f5a6dfd80/13568_2014_91_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/255d6f8546a7/13568_2014_91_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/ecaf02a93bb9/13568_2014_91_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/cd5dba579b6d/13568_2014_91_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/167c9fbeafe4/13568_2014_91_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/19a7d53178e8/13568_2014_91_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/e599fccc7e0f/13568_2014_91_Fig9_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/cb68dd914b75/13568_2014_91_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/f8c86b2c1326/13568_2014_91_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/440f5a6dfd80/13568_2014_91_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/255d6f8546a7/13568_2014_91_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/ecaf02a93bb9/13568_2014_91_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/cd5dba579b6d/13568_2014_91_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/167c9fbeafe4/13568_2014_91_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/19a7d53178e8/13568_2014_91_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ad9/4384722/e599fccc7e0f/13568_2014_91_Fig9_HTML.jpg

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