Polydopamine –aminoglycoside nanoconjugates: Synthesis, characterization, antimicrobial evaluation and cytocompatibility

Singh, I. S.; Priyam, Ayushi; Jha, Diksha; Dhawan, Gagan; Gautam, Hemant K.; Kumar, Pradeep

doi:10.1016/j.msec.2019.110284

Cited by 21 publications

(30 citation statements)

References 60 publications

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“…Similarly, aminoglycosides can also be employed to incorporate with polydopamine (PDA) nanoparticles, a kind of melanin‐inspired nanomaterials with fascinating physical property and biological functions. [ 176–181 ] The abundant positively charged amine groups on PDA surface greatly accelerated the attachment of nanoparticles onto the cell wall of bacteria, generating ROS to damage cell membranes and facilitate the intracellular delivery of aminoglycosides to inhibit protein synthesis. The PDA nanoparticle could also hinder the entry of nutrients and extrusion of metabolic waste from the bacteria.…”

Section: Aminoglycoside‐based Biomaterialsmentioning

confidence: 99%

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Aminoglycoside‐Based Biomaterials: From Material Design to Antibacterial and Gene Delivery Applications

Yang

Cheng

et al. 2021

Adv Funct Materials

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Aminoglycosides are a family of naturally isolated or chemically semi‐synthesized antibiotics consisting of aminocyclitols with several amino and saccharide units. The unique molecule structures render aminoglycosides promising building blocks with high reactivity to perform various non‐covalent and covalent reactions, and they are further employed to rationally fabricate versatile materials, such as hydrogels, amphiphiles, hyperbranched polymers, biointerfaces, and nanoparticles. Despite aminoglycosides are widely used in clinics to treat bacterial infections, almost all the efforts are focused on molecular modifications to reduce their toxicities and overcome antibiotic resistance, while their actions as building blocks to construct biomaterials are scarcely discussed. In this feature article, the current progress on the rational design, emergent properties, and promising biological applications of aminoglycoside‐based biomaterials are summarized. It is believed that this paper may provide guidance to develop new biomaterials using natural functional molecules as building blocks, and start a new life of aminoglycosides from the view of materials science.

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Section: Aminoglycoside‐based Biomaterialsmentioning

confidence: 99%

“…[ 182,183 ] Moreover, the sustained release of aminoglycosides from the PDA nanoconjugates can enhance the retention of antibiotics in the bacteria, and decrease the non‐specific toxicity of native aminoglycosides. [ 180 ]…”

Section: Aminoglycoside‐based Biomaterialsmentioning

confidence: 99%

Aminoglycoside‐Based Biomaterials: From Material Design to Antibacterial and Gene Delivery Applications

Yang

Cheng

et al. 2021

Adv Funct Materials

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“…However, the generation of a higher amount of H 2 O 2 as well as longer exposure time was found to be enough to destroy Gram-positive bacteria. Aminoglycoside conjugates of PDA have been evaluated for antimicrobial potency against different bacterial strains (clinical as well as resistant ones) e.g., PDA–kanamycin, PDA–gentamicin, and PDA–neomycin nanoconjugates ( Singh et al, 2020 ). PDA deposited onto the polydimethylsiloxane (PDMS) surface has been used to tether synthetic antimicrobial cysteinylated tryptophane–arginine-rich peptide (CWFWKWWRRRRR-NH 2 ) (CWR11) that displayed antimicrobial functionality over 21 days on catheter-relevant surfaces to combat catheter-associated urinary tract infections ( Lim et al, 2015 ).…”

Section: Cationic Charge Enriched Pda-fabricated Surfaces: Effect On mentioning

confidence: 99%

Recent Advances in a Polydopamine-Mediated Antimicrobial Adhesion System

et al. 2021

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The drug resistance developed by bacteria during antibiotic treatment has been a call to action for researchers and scientists across the globe, as bacteria and fungi develop ever increasing resistance to current drugs. Innovative antimicrobial/antibacterial materials and coatings to combat such infections have become a priority, as many infections are caused by indwelling implants (e.g., catheters) as well as improving postsurgical function and outcomes. Pathogenic microorganisms that can exist either in planktonic form or as biofilms in water-carrying pipelines are one of the sources responsible for causing water-borne infections. To combat this, researchers have developed nanotextured surfaces with bactericidal properties mirroring the topographical features of some natural antibacterial materials. Protein-based adhesives, secreted by marine mussels, contain a catecholic amino acid, 3,4-dihydroxyphenylalanine (DOPA), which, in the presence of lysine amino acid, empowers with the ability to anchor them to various surfaces in both wet and saline habitats. Inspired by these features, a novel coating material derived from a catechol derivative, dopamine, known as polydopamine (PDA), has been designed and developed with the ability to adhere to almost all kinds of substrates. Looking at the immense potential of PDA, this review article offers an overview of the recent growth in the field of PDA and its derivatives, especially focusing the promising applications as antibacterial nanocoatings and discussing various antimicrobial mechanisms including reactive oxygen species-mediated antimicrobial properties.

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“…The brain neurotransmitter dopamine has been polymerized under aerobic conditions to produce polydopamine (PDA). Recently, self-polymerized PDA nanoparticles were tethered to AGs (gentamicin, KANA and NEO) [ 117 ]. These nanoconjugates were evaluated for their antimicrobial potency against various bacterial strains, including resistant ones, and their cytocompatibility.…”

Section: Antibacterial Amphiphilic Aminoglycosides (Antibacterial mentioning

confidence: 99%

Amphiphilic Aminoglycosides as Medicinal Agents

Dezanet

Kempf

Mingeot‐Leclercq

et al. 2020

IJMS

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The conjugation of hydrophobic group(s) to the polycationic hydrophilic core of the antibiotic drugs aminoglycosides (AGs), targeting ribosomal RNA, has led to the development of amphiphilic aminoglycosides (AAGs). These drugs exhibit numerous biological effects, including good antibacterial effects against susceptible and multidrug-resistant bacteria due to the targeting of bacterial membranes. In the first part of this review, we summarize our work in identifying and developing broad-spectrum antibacterial AAGs that constitute a new class of antibiotic agents acting on bacterial membranes. The target-shift strongly improves antibiotic activity against bacterial strains that are resistant to the parent AG drugs and to antibiotic drugs of other classes, and renders the emergence of resistant Pseudomonas aeruginosa strains highly difficult. Structure–activity and structure–eukaryotic cytotoxicity relationships, specificity and barriers that need to be crossed in their development as antibacterial agents are delineated, with a focus on their targets in membranes, lipopolysaccharides (LPS) and cardiolipin (CL), and the corresponding mode of action against Gram-negative bacteria. At the end of the first part, we summarize the other recent advances in the field of antibacterial AAGs, mainly published since 2016, with an emphasis on the emerging AAGs which are made of an AG core conjugated to an adjuvant or an antibiotic drug of another class (antibiotic hybrids). In the second part, we briefly illustrate other biological and biochemical effects of AAGs, i.e., their antifungal activity, their use as delivery vehicles of nucleic acids, of short peptide (polyamide) nucleic acids (PNAs) and of drugs, as well as their ability to cleave DNA at abasic sites and to inhibit the functioning of connexin hemichannels. Finally, we discuss some aspects of structure–activity relationships in order to explain and improve the target selectivity of AAGs.

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Polydopamine –aminoglycoside nanoconjugates: Synthesis, characterization, antimicrobial evaluation and cytocompatibility

Cited by 21 publications

References 60 publications

Aminoglycoside‐Based Biomaterials: From Material Design to Antibacterial and Gene Delivery Applications

Aminoglycoside‐Based Biomaterials: From Material Design to Antibacterial and Gene Delivery Applications

Recent Advances in a Polydopamine-Mediated Antimicrobial Adhesion System

Amphiphilic Aminoglycosides as Medicinal Agents

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