Antibacterial activity of diacetylcurcumin against Staphylococcus aureus results in decreased biofilm and cellular adhesion

Sardi, Janaína de Cássia Orlandi; Polaquini, Carlos Roberto; Freires, Irlan Almeida; Galvão, Lívia Câmara de Carvalho; Lazarini, Josy Goldoni; Torrezan, Guilherme Silva; Regasini, Luís Octávio; Rosalen, Pedro Luiz

doi:10.1099/jmm.0.000494

Cited by 44 publications

(28 citation statements)

References 46 publications

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“…Here, we designed and synthesized four alkyl gallate derivatives (the acetylated alkyl gallates 8a-11a) identified as new chemical entities, which also inhibited the phytopathogen X. citri, but exhibited greater potency than their prototypes. Our data are in line with reports from other groups showing that acetylated derivatives can improve potency when compared to their starting compounds (Biasutto et al 2007;Sardi et al 2017;Vlachogianni et al 2015). The conversion of functional groups, known as drug latentiation, results in increased lipophilicity that may be related to greater capacity of penetration into biomembranes (Ettmayer et al 2004;Han and Amidon 2000).…”

Section: Discussionsupporting

confidence: 91%

“…The ester group is the main alternative to the carboxyl and hydroxyl polar groups, due to the increase of lipophilicity and thus the biomembrane permeability (Beaumont et al 2003;Rautio et al 2008). Previous studies performed by Sardi et al (2017) demonstrated that an acetylated derivative of curcumin, a natural polyphenolic compound, was more potent than its natural prototype against Staphylococcus aureus strains, showing the importance of converting hydroxyl to ester groups for antibacterial activity. Here we demonstrate that acetylation of some of the previously described alkyl gallates increased 100% their potency against X. citri.…”

Section: Introductionmentioning

confidence: 99%

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Antibacterial activity of monoacetylated alkyl gallates against Xanthomonas citri subsp. citri

et al. 2018

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Asiatic citrus canker (ACC) is an incurable disease of citrus plants caused by the Gram-negative bacterium Xanthomonas citri subsp. citri (X. citri). It affects all the commercially important citrus varieties in the major orange producing areas around the world. Control of the pathogen requires recurrent sprays of copper formulations that accumulate in soil and water reservoirs. Here, we describe the improvement of the alkyl gallates, which are potent anti-X. citri compounds, intended to be used as alternatives to copper in the control of ACC. Acetylation of alkyl gallates increased their lipophilicity, which resulted in potentiation of the antibacterial activity. X. citri exposed to the acetylated compounds exhibited increased cell length that is consistent with the disruption of the cell division apparatus. Finally, we show that inhibition of cell division is an indirect effect that seemed to be caused by membrane permeabilization, which is apparently the primary target of the acetylated alkyl gallates.

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Section: Discussionsupporting

confidence: 91%

Section: Introductionmentioning

confidence: 99%

Antibacterial activity of monoacetylated alkyl gallates against Xanthomonas citri subsp. citri

et al. 2018

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“…The infection development model employs larval caterpillars (third-or final-instar stage) that are injected with bacteria in the hemocoel via the last left proleg (285). The wax moth has (i) facilitated screening of a U.S. Food and Drug Administration-approved library to identify antibiofilm compounds against Francisella novicida (286); (ii) been used to model biofilm formation by Acinetobacter baumannii, Burkholderia cepacia, Burkholderia multivorans, Campylobacter spp., and species in polymicrobial infections, such as the P. aeruginosa Liverpool epidemic strain and oral streptococci (287)(288)(289)(290)(291)(292); and (iii) been applied for evaluation of the antibacterial and antibiofilm activities of alternative therapeutic strategies against a multitude of pathogens, including S. aureus, MSSA, MRSA, and Acinetobacter baumannii (293)(294)(295).…”

Section: Nonvertebrate Animal Modelsmentioning

confidence: 99%

Options and Limitations in Clinical Investigation of Bacterial Biofilms

et al. 2018

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Bacteria can form single- and multispecies biofilms exhibiting diverse features based upon the microbial composition of their community and microenvironment. The study of bacterial biofilm development has received great interest in the past 20 years and is motivated by the elegant complexity characteristic of these multicellular communities and their role in infectious diseases. Biofilms can thrive on virtually any surface and can be beneficial or detrimental based upon the community's interplay and the surface. Advances in the understanding of structural and functional variations and the roles that biofilms play in disease and host-pathogen interactions have been addressed through comprehensive literature searches. In this review article, a synopsis of the methodological landscape of biofilm analysis is provided, including an evaluation of the current trends in methodological research. We deem this worthwhile because a keyword-oriented bibliographical search reveals that less than 5% of the biofilm literature is devoted to methodology. In this report, we (i) summarize current methodologies for biofilm characterization, monitoring, and quantification; (ii) discuss advances in the discovery of effective imaging and sensing tools and modalities; (iii) provide an overview of tailored animal models that assess features of biofilm infections; and (iv) make recommendations defining the most appropriate methodological tools for clinical settings.

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“…In fact, one of their most promising features was the inhibitory effect exerted on Staphylococcus aureus, including methicillin-resistant Staphylococcus aureus (MRSA). The latter is a major cause of nosocomial infections (Dakheel et al 2016) and its incidence has been on the rise, becoming a growing public health concern, especially due to its resistance to a wide range of antibiotic treatment (Sardi et al 2017;Neopane et al 2018). Although antimicrobial activity of EPS has been studied against different pathogenic strains, their effectiveness against MRSA has not been widely investigated.…”

Section: Discussionmentioning

confidence: 99%

Phylogenetics and antibacterial properties of exopolysaccharides from marine bacteria isolated from Mauritius seawater

et al. 2019

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Purpose The marine environment harbours diverse bacterial species which can be exploited for the production of valuable compounds such as exopolysaccharides (EPS) which hold promises for biotechnological applications. The coastal waters of Mauritius is a relatively underexplored marine environment and in this study, isolated bacterial species were tested for the production of EPS exhibiting antibacterial properties against human bacterial pathogens from the genera Acinetobacter, Bacillus, Campylobacter, Enterobacter, Enterococcus, Escherichia, Proteus, Pseudomonas, Salmonella, Streptococcus and Staphylococcus. Methods Bacteria were first isolated from seawater samples. Using the disc diffusion method, their EPS were tested for antibacterial effects through two screenings, with each involving a different set of arbitrarily chosen group of pathogens. The microorganisms producing antibacterial EPS were subsequently identified by morphological, biochemical and 16S rRNAbased phylogenetic analyses. Those EPS exhibiting broadest antibacterial activities were eventually characterised by Fouriertransform infrared spectroscopy (FTIR) and thin-layer chromatography (TLC). Results Eight EPS were found to display antibacterial effects against more than half of the pathogens and the microorganisms producing them were identified as Bacillus, Halomonas, Psychrobacter and Alcaligenes species. However, only two of these EPS were found to be the most active, with their MIC values ranging between 62.5 and 500 μg/ml. FTIR and TLC analyses revealed the presence of carboxyl, hydroxyl and amide as well as sulphate for the EPS, with glucose or fructose being the main sugar. Conclusion The results suggest that Mauritius seawater can be a source of biotechnologically useful microorganisms, producing EPS having potential as antimicrobial agents. DNA sequence data also suggest possible novel bacterial species.

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Antibacterial activity of diacetylcurcumin against Staphylococcus aureus results in decreased biofilm and cellular adhesion

Abstract: These findings open new avenues for the study of this curcumin derivative as an excellent prototype with anti-MRSA activity.

Cited by 44 publications

References 46 publications

Antibacterial activity of monoacetylated alkyl gallates against Xanthomonas citri subsp. citri

Antibacterial activity of monoacetylated alkyl gallates against Xanthomonas citri subsp. citri

Options and Limitations in Clinical Investigation of Bacterial Biofilms

Phylogenetics and antibacterial properties of exopolysaccharides from marine bacteria isolated from Mauritius seawater

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