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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.