Design, synthesis and antibacterial activity of chalcones against MSSA and MRSA planktonic cells and biofilms

Garcia, Maíra Terra; Theodoro, Reinaldo S.; Sardi, Janaína de Cássia Orlandi; Santos, Mariana Bastos dos; Ayusso, Gabriela Miranda; Pavan, Fernando Rogério; Costa, Alan Roberto; Cruz, Lucas Monteiro Santa; Rosalen, Pedro Luiz; Regasini, Luís Octávio

doi:10.1016/j.bioorg.2021.105279

Cited by 12 publications

(8 citation statements)

References 65 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In anti-infective drug therapy, the association of drugs is a useful strategy to treat bacterial infections, enhancing the antibacterial potency and decreasing side effects [ 36 , 37 ]. In this context, hydroxychalcones and aminochalcones showed synergistic association with vancomycin [ 38 , 39 ]. Considering the potent activity of IBC against S. aureus , we used this species for the checkerboard assay.…”

Section: Resultsmentioning

confidence: 99%

“…aureus [ 44 , 45 ]. As part of our efforts in the discovery of novel antibiofilm agents, we described the effect of chalcones against bacterial and fungal biofilms [ 38 , 46 , 47 ].…”

Section: Resultsmentioning

confidence: 99%

“…Xanthohumol, a prenylated chalcone from hop extracts, showed a potent anti-adherent and antibiofilm activities against S. aureus [44,45]. As part of our efforts in the discovery of novel antibiofilm agents, we described the effect of chalcones against bacterial and fungal biofilms [38,46,47].…”

Section: Antibiofilm Assaymentioning

confidence: 99%

See 2 more Smart Citations

Antibacterial Activity of Isobavachalcone (IBC) Is Associated with Membrane Disruption

et al. 2022

View full text Add to dashboard Cite

Isobavachalcone (IBC) is a natural prenylated chalcone with a broad spectrum of pharmacological properties. In this work, we newly synthesized and investigated the antibacterial activity of IBC against Gram-positive, Gram-negative and mycobacterial species. IBC was active against Gram-positive bacteria, mainly against Methicillin-Susceptible Staphylococcus aureus (MSSA) and Methicillin-Resistant Staphylococcus aureus (MRSA), with minimum inhibitory concentration (MIC) values of 1.56 and 3.12 µg/mL, respectively. On the other hand, IBC was not able to act against Gram-negative species (MIC > 400 µg/mL). IBC displayed activity against mycobacterial species (MIC = 64 µg/mL), including Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium kansasii. IBC was able to inhibit more than 50% of MSSA and MRSA biofilm formation at 0.78 µg/mL. Its antibiofilm activity was similar to vancomycin, which was active at 0.74 µg/mL. In order to study the mechanism of the action by fluorescence microscopy, the propidium iodide (PI) and SYTO9 fluorophores indicated that IBC disrupted the membrane of Bacillus subtilis. Toxicity assays using human keratinocytes (HaCaT cell line) showed that IBC did not have the capacity to reduce the cell viability. These results suggested that IBC is a promising antibacterial agent with an elucidated mode of action and potential applications as an antibacterial drug and a medical device coating.

show abstract

Section: Resultsmentioning

confidence: 99%

“…aureus [ 44 , 45 ]. As part of our efforts in the discovery of novel antibiofilm agents, we described the effect of chalcones against bacterial and fungal biofilms [ 38 , 46 , 47 ].…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Antibacterial Activity of Isobavachalcone (IBC) Is Associated with Membrane Disruption

et al. 2022

View full text Add to dashboard Cite

show abstract

“…These properties also make chalcone-derived compounds possess many activities, such as antimalarial [13][14][15][16] (Fig. 1), anticancer, [17][18][19] anti-inammatory, 20,21 antibacterial, [22][23][24] antioxidants, 25,26 antidiabetic, 27,28 antigiardial, 29 and antileukemic. 30 Chalcone derivatives with a substituent secondary amine group could be proposed to increase the antimalarial activity.…”

Section: Introductionmentioning

confidence: 99%

Chalcone Mannich base derivatives: synthesis, antimalarial activities against Plasmodium knowlesi, and molecular docking analysis

Syahri,

Hilma,

Ali

et al. 2023

RSC Adv.

View full text Add to dashboard Cite

show abstract

“…Figure 3: Compounds possessing antimalarial(25)(26)(27)(28)(29)(30)(31)(32) and anticancer(33)(34) activitiesThe tested compound was found to be active against the tested cell lines and also found to be inducing apoptosis, determined by the western blot analysis and flow cytometry4 . The benzo[d]imidazo[2,1-b]thiazole-chalcone conjugates (35,36) exhibited better anticancer effects against the breast cancer cell line, MDA-MB-231 with better IC50 values.…”

mentioning

confidence: 99%

An Updated Review on Recent Advancements in the Diverse Biological Applications of Medicinally Privileged Scaffold: Chalcone and its derivatives

Sekar

Kumar

Raju

2023

Int J Med Sci Pharm Res

View full text Add to dashboard Cite

Fused heterocyclic compounds rank among the most significant systems in medicinal chemistry because of their wide-ranging biological effects. Among the various class of compounds, chalcones and their derivatives are found to be one of the important classes in the field of synthetic and pharmaceutical chemistry. These derivatives are mainly synthesized by means of Claisen-Schmidt condensation, Crossed Aldol condensation and Knoevenagel condensation reactions, which provides wider applications in the field of medicine. Due to the broader biological applications like antimicrobial, anticancer, antimalarial, antioxidant, anti-inflammatory, antitubercular, antidiabetic, antileishmanial, anti-vitiligo and neuroprotective properties, these derivatives extended their role in coordination chemistry and also act as intermediates for the synthesis of various organic derivatives containing isoxazole, pyrazole, pyrimidine, naphthalene, indole, polyamine and other moieties as hybrid molecules. The present review discusses the biological applications of various chalcone derivatives. Due to their easiest way of synthesis, nowadays, these types of derivatives were tried for various ailments and by means of implementing various greener chemistry approaches, novel and potent derivatives can be synthesized and applied for various applications. Thus, this review will be helpful for the design of potent chalcone derivatives for numerous applications in the future. Keywords: Chalcones, 1,3-diphenyl-2-propene-1-one, microbial properties, anticancer, antioxidant, neuroprotective and biological applications

show abstract

Design, synthesis and antibacterial activity of chalcones against MSSA and MRSA planktonic cells and biofilms

Cited by 12 publications

References 65 publications

Antibacterial Activity of Isobavachalcone (IBC) Is Associated with Membrane Disruption

Antibacterial Activity of Isobavachalcone (IBC) Is Associated with Membrane Disruption

Chalcone Mannich base derivatives: synthesis, antimalarial activities against Plasmodium knowlesi, and molecular docking analysis

An Updated Review on Recent Advancements in the Diverse Biological Applications of Medicinally Privileged Scaffold: Chalcone and its derivatives

Contact Info

Product

Resources

About