Physicochemical and Antimicrobial Properties of Lactic Acid-Based Natural Deep Eutectic Solvents as a Function of Water Content

被引:7
作者
Pozharitskaya, Olga N. [1 ]
Obluchinskaya, Ekaterina D. [1 ,2 ]
Shikova, Veronika A. [3 ]
Flisyuk, Elena V. [3 ]
Vishnyakov, Evgeny V. [4 ]
Makarevich, Elena V. [2 ]
Shikov, Alexander N. [1 ,3 ]
机构
[1] Murmansk Marine Biol Inst Russian Acad Sci MMBI RA, Vladimirskaya Str 17, Murmansk 183038, Russia
[2] Murmansk Arctic Univ, Inst Nat Sci & Technol, Dept Microbiol & Biochem, Kapitana Egorova Str 15, Murmansk 183038, Russia
[3] St Petersburg State Chem Pharmaceut Univ, Dept Technol Pharmaceut Formulat, Prof Popov Str 14, St Petersburg 197376, Russia
[4] St Petersburg State Chem Pharmaceut Univ, Dept Pharmaceut Chem, Prof Popov Str 14, St Petersburg 197376, Russia
来源
APPLIED SCIENCES-BASEL | 2024年 / 14卷 / 22期
关键词
antimicrobial activity; density; FTIR; natural deep eutectic solvents; NADES; surface tension; viscosity; water activity; water content; CHOLINE CHLORIDE; IONIC LIQUIDS; AQUEOUS-SOLUTION; TEMPERATURE; EXTRACTION; GREEN; ETHYLENE; GLYCEROL; BEHAVIOR; DENSITY;
D O I
10.3390/app142210409
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The interest in natural deep eutectic solvents (NADESs) in green technology as an alternative to organic solvents has grown over the past decades. In this work, for the first time, the effect of dilution with water on the physicochemical and antimicrobial properties of lactic acid-based NADES with choline chloride (NADES1), sorbitol (NADES2), and glucose (NADES3) was systematically studied. According to FTIR data, after the dilution of NADESs with water, the strong hydrogen bonds weakened, however, were not destroyed after dilution of up to 40% water. The dilution of NADES with water resulted in a linear decrease in density and refractive index and in a linear increase in pH. The equations for the prediction of NADES density, pH, and refractive index as a function of water content were calculated. The viscosity decreased by half after adding approximately 10% water. The initial viscosity of NADES2 and NADES3 was significantly different. However, after adding 20% of the water, the viscosity was almost the same. The most pronounced decrease in surface tension (by 46.7%) was found for NADES1. The water activity was decreased in the following order: NADES3 > NADES1 > NADES2. The dilution of NADES with water caused a gradual increase in water activity. NADES1 showed the lowest minimal inhibitory concentrations (MIC) (7.8, 3.9, and 0.98 mg/mL) and minimum bactericidal concentrations (MBC) (15.6, 7.8, and 1.95 mg/mL) for Escherichia coli, Pseudomonas aeruginosa, and Staphylococcus aureus, respectively. The antimicrobial activity was decreased by 2-8 times after the addition of 40% water. The water activity for all tested NADES together with low pH could explain the antimicrobial effect. The revealed regularity can be useful for the prediction of NADES properties and for the selection of green solvents on a laboratory and industrial scale.
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页数:18
相关论文
共 78 条
[1]   Bronsted acidity in deep eutectic solvents and ionic liquids [J].
Abbott, Andrew P. ;
Alabdullah, Sahar S. M. ;
Al-Murshedi, Azhar Y. M. ;
Ryder, Karl S. .
FARADAY DISCUSSIONS, 2018, 206 :365-377
[2]   Deep eutectic solvents formed between choline chloride and carboxylic acids: Versatile alternatives to ionic liquids [J].
Abbott, AP ;
Boothby, D ;
Capper, G ;
Davies, DL ;
Rasheed, RK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (29) :9142-9147
[3]   Deep eutectic-water binary solvent associations investigated by vibrational spectroscopy and chemometrics [J].
Ahmadi, R. ;
Hemmateenejad, B. ;
Safavi, A. ;
Shojaeifard, Z. ;
Shahsavar, A. ;
Mohajeri, A. ;
Dokoohaki, M. Heydari ;
Zolghadr, A. R. .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2018, 20 (27) :18463-18473
[4]   An experimental and theoretical investigation of the physicochemical properties on choline chloride - Lactic acid based natural deep eutectic solvent (NADES) [J].
Alcalde, Rafael ;
Gutierrez, Alberto ;
Atilhan, Mert ;
Aparicio, Santiago .
JOURNAL OF MOLECULAR LIQUIDS, 2019, 290
[5]   Glycerol-based deep eutectic solvents: Physical properties [J].
AlOmar, Mohamed Khalid ;
Hayyan, Maan ;
Alsaadi, Mohammed Abdulhakim ;
Akib, Shatirah ;
Hayyan, Adeeb ;
Hashim, Mohd Ali .
JOURNAL OF MOLECULAR LIQUIDS, 2016, 215 :98-103
[6]  
[Anonymous], 2004, 42189004 MUK
[7]   Natural deep eutectic solvents from choline chloride and betaine - Physicochemical properties [J].
Aroso, Ivo M. ;
Paiva, Alexandre ;
Reis, Rui L. ;
Duarte, Ana Rita C. .
JOURNAL OF MOLECULAR LIQUIDS, 2017, 241 :654-661
[8]   Effect of Ethylene, Diethylene, and Triethylene Glycols and Glycerol on the Physicochemical Properties and Phase Behavior of Benzyltrimethyl and Benzyltributylammonium Chloride Based Deep Eutectic Solvents at 283.15-343.15 K [J].
Basaiahgari, Anusha ;
Panda, Somenath ;
Gardas, Ramesh L. .
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2018, 63 (07) :2613-2627
[9]   Which is the best food emerging solvent: IL, DES or NADES? [J].
Benvenutti, Lais ;
Ferreira Zielinski, Acacio Antonio ;
Salvador Ferreira, Sandra Regina .
TRENDS IN FOOD SCIENCE & TECHNOLOGY, 2019, 90 :133-146
[10]   Synthesis, conformational studies, vibrational spectra and thermal properties, of new 1,4-(phenylenebis(methylene) bis(methyl-imidazolium) ionic liquids [J].
Boumediene, Mostefa ;
Haddad, Boumediene ;
Paolone, Annalisa ;
Assenine, Mohammed Amin ;
Villemin, Didier ;
Rahmouni, Mustapha ;
Bresson, Serge .
JOURNAL OF MOLECULAR STRUCTURE, 2020, 1220