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2022
Assis, Leticia Ribeiro; Theodoro, Reinaldo Dos Santos; Costa, Maria Beatriz Silva; Nascentes, Julyanna Andrade Silva; Rocha, Miguel Divino; Bessa, Meliza Arantes Souza; Menezes, Ralciane Paula; Dilarri, Guilherme; Hypolito, Giovane Böerner; Santos, Vanessa Rodrigues Dos; Duque, Cristiane; Ferreira, Henrique; Martins, Carlos Henrique Gomes; Regasini, Luis Octavio
Antibacterial Activity of Isobavachalcone (IBC) Is Associated with Membrane Disruption Journal Article
In: Membranes, vol. 12, iss. 3, pp. 269, 2022, ISSN: 20770375.
Abstract | Links | BibTeX | Tags: Antibacterial, Biofilm, Chalcone, Membrane, Natural product
@article{nokey,
title = {Antibacterial Activity of Isobavachalcone (IBC) Is Associated with Membrane Disruption},
author = {Leticia Ribeiro Assis and Reinaldo Dos Santos Theodoro and Maria Beatriz Silva Costa and Julyanna Andrade Silva Nascentes and Miguel Divino Rocha and Meliza Arantes Souza Bessa and Ralciane Paula Menezes and Guilherme Dilarri and Giovane Böerner Hypolito and Vanessa Rodrigues Dos Santos and Cristiane Duque and Henrique Ferreira and Carlos Henrique Gomes Martins and Luis Octavio Regasini},
url = {https://www.mdpi.com/2077-0375/12/3/269/htm https://www.mdpi.com/2077-0375/12/3/269},
doi = {10.3390/MEMBRANES12030269/S1},
issn = {20770375},
year = {2022},
date = {2022-01-01},
journal = {Membranes},
volume = {12},
issue = {3},
pages = {269},
publisher = {MDPI},
abstract = {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 Grampositive bacteria, mainly against Methicillin-Susceptible Staphylococcus aureus (MSSA) and MethicillinResistant 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.},
keywords = {Antibacterial, Biofilm, Chalcone, Membrane, Natural product},
pubstate = {published},
tppubtype = {article}
}
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 Grampositive bacteria, mainly against Methicillin-Susceptible Staphylococcus aureus (MSSA) and MethicillinResistant 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.
Assis, Leticia Ribeiro; Theodoro, Reinaldo Dos Santos; Costa, Maria Beatriz Silva; Nascentes, Julyanna Andrade Silva; Rocha, Miguel Divino; Bessa, Meliza Arantes Souza; Menezes, Ralciane Paula; Dilarri, Guilherme; Hypolito, Giovane Böerner; Santos, Vanessa Rodrigues Dos; Duque, Cristiane; Ferreira, Henrique; Martins, Carlos Henrique Gomes; Regasini, Luis Octavio
Antibacterial Activity of Isobavachalcone (IBC) Is Associated with Membrane Disruption Journal Article
In: Membranes, vol. 12, iss. 3, pp. 269, 2022, ISSN: 20770375.
Abstract | Links | BibTeX | Tags: Antibacterial, Biofilm, Chalcone, Membrane, Natural product
@article{nokey,
title = {Antibacterial Activity of Isobavachalcone (IBC) Is Associated with Membrane Disruption},
author = {Leticia Ribeiro Assis and Reinaldo Dos Santos Theodoro and Maria Beatriz Silva Costa and Julyanna Andrade Silva Nascentes and Miguel Divino Rocha and Meliza Arantes Souza Bessa and Ralciane Paula Menezes and Guilherme Dilarri and Giovane Böerner Hypolito and Vanessa Rodrigues Dos Santos and Cristiane Duque and Henrique Ferreira and Carlos Henrique Gomes Martins and Luis Octavio Regasini},
url = {https://www.mdpi.com/2077-0375/12/3/269/htm https://www.mdpi.com/2077-0375/12/3/269},
doi = {10.3390/MEMBRANES12030269/S1},
issn = {20770375},
year = {2022},
date = {2022-01-01},
journal = {Membranes},
volume = {12},
issue = {3},
pages = {269},
publisher = {MDPI},
abstract = {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 Grampositive bacteria, mainly against Methicillin-Susceptible Staphylococcus aureus (MSSA) and MethicillinResistant 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.},
keywords = {Antibacterial, Biofilm, Chalcone, Membrane, Natural product},
pubstate = {published},
tppubtype = {article}
}
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 Grampositive bacteria, mainly against Methicillin-Susceptible Staphylococcus aureus (MSSA) and MethicillinResistant 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.
2019
Polaquini, Carlos R.; Morão, Luana G.; Nazaré, Ana C.; Torrezan, Guilherme S.; Dilarri, Guilherme; Cavalca, Lúcia B.; Campos, Débora L.; Silva, Isabel C.; Pereira, Jessé A.; Scheffers, Dirk Jan; Duque, Cristiane; Pavan, Fernando R.; Ferreira, Henrique; Regasini, Luis O.
Antibacterial activity of 3,3′-dihydroxycurcumin (DHC) is associated with membrane perturbation Journal Article
In: Bioorganic Chemistry, vol. 90, pp. 103031, 2019, ISSN: 0045-2068.
Abstract | Links | BibTeX | Tags: Antibacterial, Antitubercular, Bacillus subtilis, Curcumin, Curcuminoid, FtsZ, Membrane
@article{Polaquini2019,
title = {Antibacterial activity of 3,3′-dihydroxycurcumin (DHC) is associated with membrane perturbation},
author = {Carlos R. Polaquini and Luana G. Morão and Ana C. Nazaré and Guilherme S. Torrezan and Guilherme Dilarri and Lúcia B. Cavalca and Débora L. Campos and Isabel C. Silva and Jessé A. Pereira and Dirk Jan Scheffers and Cristiane Duque and Fernando R. Pavan and Henrique Ferreira and Luis O. Regasini},
doi = {10.1016/J.BIOORG.2019.103031},
issn = {0045-2068},
year = {2019},
date = {2019-01-01},
journal = {Bioorganic Chemistry},
volume = {90},
pages = {103031},
publisher = {Academic Press},
abstract = {Curcumin is a plant diphenylheptanoid and has been investigated for its antibacterial activity. However, the therapeutic uses of this compound are limited due to its chemical instability. In this work, we evaluated the antimicrobial activity of diphenylheptanoids derived from curcumin against Gram-positive and Gram-negative bacteria, and also against Mycobacterium tuberculosis in terms of MIC (Minimum Inhibitory Concentration) and MBC (Minimum Bactericidal Concentration) values. 3,3′-Dihydroxycurcumin (DHC) displayed activity against Enterococcus faecalis, Staphylococcus aureus and M. tuberculosis, demonstrating MIC values of 78 and 156 µg/mL. In addition, DHC was more stable than curcumin in acetate buffer (pH 5.0) and phosphate buffer (pH 7.4) for 24 h at 37 °C. We proposed that membrane and the cell division protein FtsZ could be the targets for DHC due to that fact that curcumin exhibits this mode of antibacterial action. Fluorescence microscopy of Bacillus subtilis stained with SYTO9 and propidium iodide fluorophores indicated that DHC has the ability to perturb the bacterial membrane. On the other hand, DHC showed a weak inhibition of the GTPase activity of B. subtilis FtsZ. Toxicity assay using human cells indicated that DHC has moderate capacity to reduce viability of liver cells (HepG2 line) and lung cells (MRC-5 and A549 lines) when compared with doxorubicin. Alkaline comet assay indicated that DHC was not able to induce DNA damage in A549 cell line. These results indicated that DHC is promising compound with antibacterial and antitubercular activities.},
keywords = {Antibacterial, Antitubercular, Bacillus subtilis, Curcumin, Curcuminoid, FtsZ, Membrane},
pubstate = {published},
tppubtype = {article}
}
Curcumin is a plant diphenylheptanoid and has been investigated for its antibacterial activity. However, the therapeutic uses of this compound are limited due to its chemical instability. In this work, we evaluated the antimicrobial activity of diphenylheptanoids derived from curcumin against Gram-positive and Gram-negative bacteria, and also against Mycobacterium tuberculosis in terms of MIC (Minimum Inhibitory Concentration) and MBC (Minimum Bactericidal Concentration) values. 3,3′-Dihydroxycurcumin (DHC) displayed activity against Enterococcus faecalis, Staphylococcus aureus and M. tuberculosis, demonstrating MIC values of 78 and 156 µg/mL. In addition, DHC was more stable than curcumin in acetate buffer (pH 5.0) and phosphate buffer (pH 7.4) for 24 h at 37 °C. We proposed that membrane and the cell division protein FtsZ could be the targets for DHC due to that fact that curcumin exhibits this mode of antibacterial action. Fluorescence microscopy of Bacillus subtilis stained with SYTO9 and propidium iodide fluorophores indicated that DHC has the ability to perturb the bacterial membrane. On the other hand, DHC showed a weak inhibition of the GTPase activity of B. subtilis FtsZ. Toxicity assay using human cells indicated that DHC has moderate capacity to reduce viability of liver cells (HepG2 line) and lung cells (MRC-5 and A549 lines) when compared with doxorubicin. Alkaline comet assay indicated that DHC was not able to induce DNA damage in A549 cell line. These results indicated that DHC is promising compound with antibacterial and antitubercular activities.