Synthesis, characterization, antimicrobial and biofilm inhibitory studies of new esterquats

Yasa, Sathyam Reddy; Kaki, Shiva Shanker; Poornachandra, Y.; Kumar, C. Ganesh; Penumarthy, Vijayalakshmi

doi:10.1016/j.bmcl.2016.03.002

Cited by 13 publications

(14 citation statements)

References 30 publications

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“…Penumarthy and colleagues have developed new types of QACs, so-called esterquats, possessing two long alkyl chains with ester groups at the end. 118 Compound 5 had the best ability to inhibit the growth of Gram-positive bacterial biofilms among all batches (Figure 3). Shtyrlin's research group developed a library of broad-spectrum antibacterial QACs on the basis of pyridoxine, some of which also exhibited antibiofilm activity.…”

Section: Qacsmentioning

confidence: 98%

From Antibacterial to Antibiofilm Targeting: An Emerging Paradigm Shift in the Development of Quaternary Ammonium Compounds (QACs)

et al. 2023

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In a previous development stage, mostly individual antibacterial activity was a target in the optimization of biologically active compounds and antiseptic agents. Although this targeting is still valuable, a new trend has appeared since the discovery of superhigh resistance of bacterial cells upon their aggregation into groups. Indeed, it is now well established that the great majority of pathogenic germs are found in the environment as surface-associated microbial communities called biofilms. The protective properties of biofilms and microbial resistance, even to high concentrations of biocides, cause many chronic infections in medical settings and lead to serious economic losses in various areas. A paradigm shift from individual bacterial targeting to also affecting more complex cellular frameworks is taking place and involves multiple strategies for combating biofilms with compounds that are effective at different stages of microbiome formation. Quaternary ammonium compounds (QACs) play a key role in many of these treatments and prophylactic techniques on the basis of both the use of individual antibacterial agents and combination technologies. In this review, we summarize the literature data on the effectiveness of using commercially available and newly synthesized QACs, as well as synergistic treatment techniques based on them. As an important focus, techniques for developing and applying antimicrobial coatings that prevent the formation of biofilms on various surfaces over time are discussed. The information analyzed in this review will be useful to researchers and engineers working in many fields, including the development of a new generation of applied materials; understanding biofilm surface growth; and conducting research in medical, pharmaceutical, and materials sciences. Although regular studies of antibacterial activity are still widely conducted, a promising new trend is also to evaluate antibiofilm activity in a comprehensive study in order to meet the current requirements for the development of highly needed practical applications.

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Section: Qacsmentioning

confidence: 98%

From Antibacterial to Antibiofilm Targeting: An Emerging Paradigm Shift in the Development of Quaternary Ammonium Compounds (QACs)

et al. 2023

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“…Organic antimicrobial with some application are quaternary ammonium salts, polyphenols, pyridine, etc. They kill bacteria by electrostatic adsorption, have a powerful antibacterial effect, and are inexpensive [ 117 ]. However, organic antimicrobial agents have not received much attention because of their high toxicity and the tendency to produce drug-resistant bacteria in excessive use.…”

Section: Starch-based Active Filmsmentioning

confidence: 99%

Recent Advances and Applications in Starch for Intelligent Active Food Packaging: A Review

Liu

Zhao

Chen

et al. 2022

Foods

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At present, the research and innovation of packaging materials are in a period of rapid development. Starch, a sustainable, low-cost, and abundant polymer, can develop environmentally friendly packaging alternatives, and it possesses outstanding degradability and reproducibility in terms of improving environmental issues and reducing oil resources. However, performance limitations, such as less mechanical strength and lower barrier properties, limit the application of starch in the packaging industry. The properties of starch-based films can be improved by modifying starch, adding reinforcing groups, or blending with other polymers. It is of significance to study starch as an active and intelligent packaging option for prolonging shelf life and monitoring the extent of food deterioration. This paper reviews the development of starch-based films, the current methods to enhance the mechanical and barrier properties of starch-based films, and the latest progress in starch-based activity, intelligent packaging, and food applications. The potential challenges and future development directions of starch-based films in the food industry are also discussed.

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“…Recently, much attention has been received by the so-called cleavable surfactants bearing ester, amide, disulfide or other degradable fragments [ 9 ]. While researchers initially focused on ester quats bearing quaternized nitrogens in the polar group [ 10 ], more diverse amphiphilic structures have been designed, including those containing a carbamate moiety [ 11 ], gemini analogs [ 12 ], or amphiphilic matrices bearing two cleavable groups [ 13 ]. The structural characteristics of ester quats are of importance in their surface activity, with synergetic hydrolysis-driven effects being observed for derivatives in which the carbonyl groups are bridged by an oxygen atom with a quarternized nitrogen atom [ 10 ].…”

Section: Self-assembly Of Amphiphilic Compoundsmentioning

confidence: 99%

“…While researchers initially focused on ester quats bearing quaternized nitrogens in the polar group [10], more diverse amphiphilic structures have been designed, including those containing a carbamate moiety [11], gemini analogs [12], or amphiphilic matrices bearing two cleavable groups [13]. The structural characteristics of ester quats are of importance in their surface activity, with synergetic hydrolysis-driven effects being observed for derivatives in which the carbonyl groups are bridged by an oxygen atom with a quarternized nitrogen atom [10]. Series of gemini surfactants bearing ester and amide groups were synthesized and systematically studied in [14], with exploration of their degradability, surface activity, foaming and antimicrobial properties.…”

Section: Cationic Surfactants Bearing Cleavable Fragmentsmentioning

confidence: 99%

Self-Assembly of Amphiphilic Compounds as a Versatile Tool for Construction of Nanoscale Drug Carriers

Kashapov

Gaynanova

Gabdrakhmanov

et al. 2020

IJMS

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This review focuses on synthetic and natural amphiphilic systems prepared from straight-chain and macrocyclic compounds capable of self-assembly with the formation of nanoscale aggregates of different morphology and their application as drug carriers. Since numerous biological species (lipid membrane, bacterial cell wall, mucous membrane, corneal epithelium, biopolymers, e.g., proteins, nucleic acids) bear negatively charged fragments, much attention is paid to cationic carriers providing high affinity for encapsulated drugs to targeted cells. First part of the review is devoted to self-assembling and functional properties of surfactant systems, with special attention focusing on cationic amphiphiles, including those bearing natural or cleavable fragments. Further, lipid formulations, especially liposomes, are discussed in terms of their fabrication and application for intracellular drug delivery. This section highlights several features of these carriers, including noncovalent modification of lipid formulations by cationic surfactants, pH-responsive properties, endosomal escape, etc. Third part of the review deals with nanocarriers based on macrocyclic compounds, with such important characteristics as mucoadhesive properties emphasized. In this section, different combinations of cyclodextrin platform conjugated with polymers is considered as drug delivery systems with synergetic effect that improves solubility, targeting and biocompatibility of formulations.

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Synthesis, characterization, antimicrobial and biofilm inhibitory studies of new esterquats

Cited by 13 publications

References 30 publications

From Antibacterial to Antibiofilm Targeting: An Emerging Paradigm Shift in the Development of Quaternary Ammonium Compounds (QACs)

From Antibacterial to Antibiofilm Targeting: An Emerging Paradigm Shift in the Development of Quaternary Ammonium Compounds (QACs)

Recent Advances and Applications in Starch for Intelligent Active Food Packaging: A Review

Self-Assembly of Amphiphilic Compounds as a Versatile Tool for Construction of Nanoscale Drug Carriers

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