Synthesis, surface properties and antimicrobial performance of novel gemini pyridinium surfactants

Hao, Junsheng; Qin, Tao; Zhang, Yongbin; Li, Yifei; Zhang, Yue

doi:10.1016/j.colsurfb.2019.06.028

Cited by 49 publications

(24 citation statements)

References 21 publications

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“…It was proved that N-substituted pyridinium salts possess a broad range of activities such as antiviral, antibacterial, and antifungal activities (Hao, Qin, Zhang, Li, & Zhang, 2019;Sowmiah, Esperança, Rebelo, & Afonso, 2018). In addition, it can be easily dissolved in water.…”

Section: Introducing Quaternary Ammonium-like Salt Groupsmentioning

confidence: 99%

Cationic chitosan derivatives as potential antifungals: A review of structural optimization and applications

Qin

Guo

2020

Carbohydrate Polymers

123

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The increasing resistance of pathogen fungi poses a global public concern. There are several limitations in current antifungals, including few available fungicides, severe toxicity of some fungicides, and drug resistance. Therefore, there is an urgent need to develop new antifungals with novel targets. Chitosan has been recognized as a potential antifungal substance due to its good biocompatibility, biodegradability, non-toxicity, and availability in abundance, but its applications are hampered by the low charge density results in low solubility at physiological pH. It is believed that enhancing the positive charge density of chitosan may be the most effective approach to improve both its solubility and antifungal activity. Hence, this review mainly focuses on the structural optimization strategy of cationic chitosan and the potential antifungal applications. This review also assesses and comments on the challenges, shortcomings, and prospect of cationic chitosan derivatives as antifungal therapy.

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Section: Introducing Quaternary Ammonium-like Salt Groupsmentioning

confidence: 99%

Cationic chitosan derivatives as potential antifungals: A review of structural optimization and applications

Qin

Guo

2020

Carbohydrate Polymers

123

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“…However, this value is higher for C 14 ‐E2O2‐C 14 . From the literature (Hao et al, 2019; Kaczerewska et al, 2018; Wang et al, 2019a; Yaseen et al, 2015; Zhang et al, 2020), it can be observed that these values are of the order 10 −6 mol m −2 and for the title geminis, it is also of the order 10 −6 mol m −2 , indicative of high surface excess concentration. The values for A min in all cases (Hao et al, 2019; Kaczerewska et al, 2018; Wang et al, 2019a; Yaseen et al, 2015; Zhang et al, 2020) are comparable to the C m ‐E2O2‐C m geminis.…”

Section: Resultsmentioning

confidence: 97%

“…The CMC values for C m ‐E2O2‐C m gemini surfactants range from 0.0164 to 0.008 mM, which is significantly lesser than the cationic geminis, m‐C2‐m (ethylene in spacer) (Yaseen et al, 2015), C12‐16DBH (gemini surfactants with biphenyl and four amides functional groups as spacer) (Zhang et al, 2020), pyridinium‐based (5c and 5d) (Hao et al, 2019), 12‐MOH‐O‐MOH‐12 (comprising oxygen atom in spacer and a hydroxyethyl group attached to the head group) (Kaczerewska et al, 2018), ADQ‐12, and ADQ‐16 (with amide in alkyl chain and hydroxyl in spacer) (Wang et al, 2019a). Nonionic glucose‐based gemini surfactants with multiple hydroxyls have higher CMC values than our synthesized geminis (Gan et al, 2019).…”

Section: Resultsmentioning

confidence: 99%

An Insight View on Synthetic Protocol, Surface Activity, and Biological Aspects of Novel Biocompatible Quaternary Ammonium Cationic Gemini Surfactants

Akram

Lal

Osama

et al. 2020

J Surfact & Detergents

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In this study, we prepared a novel series of diester-functionalized cationic gemini surfactants (C m-E2O2-C m) containing ethylene oxide as a spacer with varying alkyl chain lengths and characterized by 1 H NMR, FT-IR, elemental analysis, and ESI-MS. The physicochemical properties of the geminis were explored by tensiometry, fluorescence, dye solubilization, and Krafft point. These geminis acquire superior surface activity than the conventional surfactants. Fluorescence spectroscopy analysis affirmed that the micropolarity and aggregation number of micelles diminished with increase in the alkyl chain length. These geminis represent a new group of amphiphiles of considerably high biodegradability, better cleavability, and low toxicity as assessed by BOD test, FT-IR analysis, and HC 50 analysis, respectively. They also showed significant level of antimicrobial activity toward some specified bacterial strains of Gram-positive and Gram-negative by using agar well diffusion method. Furthermore, the thermogravimetric analysis provided information regarding thermal stabilities of the newly synthesized gemini surfactants. Keywords C m-E2O2-C m gemini surfactants Á Physicochemical properties Á Antimicrobial activities Á TGA

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“…Pyridinium salts are quaternary ammonium compounds that often made up of the hydrophilic part of a class of cationic surfactants that are mostly used as antibacterial, antimicrobial and biocidal agents [28][29][30][31]. However, it has been reported to be an important reagent for the development of novel organic compounds in catalysis [32][33][34], dialysis [35], thermoelectrical [36], drug delivery [37] and coatings applications [38].…”

Section: Introductionmentioning

confidence: 99%

Impact of Degree of Hydrophilicity of Pyridinium Bromide Derivatives on HCl Pickling of X-60 Mild Steel: Experimental and Theoretical Evaluations

et al. 2020

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Dodecyl pyridinium bromide (DDPB), tetradecyl pyridinium bromide (TDPB) and dodecyl 1,1′-bispyridinium dibromide (DDBPB) were successfully synthesized, characterized and evaluated for HCl pickling of X-60 low carbon steel. Order of corrosion inhibitions efficiencies, as revealed by both electrochemical and gravimetric studies, is TDPB > DDPB > DDBPB. The degree of hydrophilicity of inhibitors as predicted by a partition coefficient (Log P) and supported by a contact angle measurement was found to be responsible for their order of corrosion inhibition efficiencies. Adsorption of DDPB, TDPB, and DDBPB through the pyridinium nitrogen on mild steel surface was confirmed by ATR-FTIR and SEM-EDX analyses. The pyridinium nitrogen was found not to be the only factor responsible for their efficiency, but hydrophobes and the orientation of the hydrophilic ring were responsible, which incline to the deviation of experimental results and the order of Monte Carlo simulation adsorption energies. DDPB, TDPB, and DDBPB obey the Langmuir isotherm model despite major contributions of the film formed on the surface of X-60 mild steel on their overall inhibition corrosion resistance.

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Synthesis, surface properties and antimicrobial performance of novel gemini pyridinium surfactants

Cited by 49 publications

References 21 publications

Cationic chitosan derivatives as potential antifungals: A review of structural optimization and applications

Cationic chitosan derivatives as potential antifungals: A review of structural optimization and applications

An Insight View on Synthetic Protocol, Surface Activity, and Biological Aspects of Novel Biocompatible Quaternary Ammonium Cationic Gemini Surfactants

Impact of Degree of Hydrophilicity of Pyridinium Bromide Derivatives on HCl Pickling of X-60 Mild Steel: Experimental and Theoretical Evaluations

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