Novel anionic surfactant-modified chlorhexidine and its potent antimicrobial properties

Chlorhexidine dodecyl sulfate (CHX-DS) was synthesized and characterized via single-crystal X-ray diffraction (SC-XRD), 1H nuclear magnetic resonance (NMR) spectroscopy, 1H nuclear Overhauser effect spectroscopy (NOESY), and attenuated total reflectance Fourier-transform infrared spectroscopy (ATR-FTIR). The solid-state structure, comprising a 1 : 2 stoichiometric ratio of chlorhexidine cations [C22H30Cl2N10]2+ to dodecyl sulfate anions [C12H25SO4]-, is the first report of chlorhexidine isolated with a surfactant. CHX-DS exhibits broad-spectrum antibacterial activity and demonstrates superior efficacy for reducing bacteria-generated volatile sulfur compounds (VSCs) as compared to chlorhexidine gluconate (CHG). The minimum inhibitory concentrations (MICs) of CHX-DS were 7.5, 2.5, 2.5, and 10 μM for S. enterica, E. coli, S. aureus, and S. mutans, respectively. Furthermore, MIC assays for E. coli and S. mutans demonstrate that CHX-DS and CHX exhibit a statistically significant efficacy enhancement in 2.5 μM treatment as compared to CHG. CHX-DS was incorporated into SBA-15, a mesoporous silica nanoparticle (MSN) framework, and its release was qualitatively measured via UV-vis in aqueous media, which suggests its potential as an advanced functional material for drug delivery applications.

Medienart:

E-Artikel

Erscheinungsjahr:

2024

Erschienen:

2024

Enthalten in:

Zur Gesamtaufnahme - volume:53

Enthalten in:

Dalton transactions (Cambridge, England : 2003) - 53(2024), 6 vom: 06. Feb., Seite 2670-2677

Sprache:

Englisch

Beteiligte Personen:

Muneeswaran, Zilma Pereira [VerfasserIn]
Teoman, Baran [VerfasserIn]
Wang, Yu [VerfasserIn]
Chaudhry, Haroon [VerfasserIn]
Brinzari, Tatiana V [VerfasserIn]
Verma, Gaurav [VerfasserIn]
Ranasinghe, Lomaani [VerfasserIn]
Kaler, Kylie Ryan [VerfasserIn]
Huang, Xiaoyi [VerfasserIn]
He, Xing [VerfasserIn]
Thomas, Belvin [VerfasserIn]
Xu, Shiyou [VerfasserIn]
Cheng, Chi-Yuan [VerfasserIn]
Boyd, Jeffrey M [VerfasserIn]
Chen, Dailin [VerfasserIn]
Hao, Zhigang [VerfasserIn]
Ma, Shengqian [VerfasserIn]
Asefa, Tewodros [VerfasserIn]
Pan, Long [VerfasserIn]
Dubovoy, Viktor [VerfasserIn]

Links:

Volltext

Themen:

368GB5141J
Anti-Bacterial Agents
Chlorhexidine
Chlorhexidine gluconate
DIQ16UC154
Dodecyl sulfate
Journal Article
MOR84MUD8E
R4KO0DY52L
Sodium Dodecyl Sulfate
Surface-Active Agents

Anmerkungen:

Date Completed 07.02.2024

Date Revised 07.02.2024

published: Electronic

Citation Status MEDLINE

doi:

10.1039/d3dt02559d

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM367148390