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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Antibacterial activity of 3,3 `-dihydroxycurcumin (DHC) is associated with membrane perturbation

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Author(s):
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Polaquini, Carlos R. [1] ; Morao, Luana G. [2] ; Nazare, Ana C. [1] ; Torrezan, Guilherme S. [1] ; Dilarri, Guilherme [2] ; Cavalca, Lucia B. [2, 3] ; Campos, Debora L. [4] ; Silva, Isabel C. [2, 4] ; Pereira, Jesse A. [5] ; Scheffers, Dirk-Jan [3] ; Duque, Cristiane [5] ; Pavan, Fernando R. [4] ; Ferreira, Henrique [2] ; Regasini, Luis O. [1]
Total Authors: 14
Affiliation:
[1] Sao Paulo State Univ Unesp, Inst Biosci Humanities & Exact Sci, Dept Chem & Environm Sci, BR-15054000 Sao Jose Do Rio Preto - Brazil
[2] Sao Paulo State Univ Unesp, Inst Biosci, Dept Biochem & Microbiol, BR-13506900 Rio Claro - Brazil
[3] Univ Groningen, Groningen Biomol Sci & Biotechnol Inst, Dept Mol Microbiol, NL-9747 Groningen - Netherlands
[4] Sao Paulo State Univ Unesp, Dept Biol Sci, Sch Pharmaceut Sci, BR-14800903 Araraquara - Brazil
[5] Sao Paulo State Univ Unesp, Sch Dent, Dept Pediat Dent & Publ Hlth, BR-16015050 Aracatuba - Brazil
Total Affiliations: 5
Document type: Journal article
Source: BIOORGANIC CHEMISTRY; v. 90, n. SI SEP 2019.
Web of Science Citations: 0
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 mu g/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 degrees 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. (AU)

FAPESP's process: 18/15083-2 - Synthesis and biological evaluation of isobavachalcone (IBC) and analogs as potential agents against tuberculosis
Grantee:Luis Octávio Regasini
Support type: Regular Research Grants
FAPESP's process: 09/53989-4 - Acquisition of a nuclear magnetic resonance spectrometer for studies of biomolecules
Grantee:Raghuvir Krishnaswamy Arni
Support type: Multi-user Equipment Program
FAPESP's process: 17/50216-0 - Using agricultural waste to combat plant pathogens environmental friendly ways to combat Xanthomonas citri
Grantee:Henrique Ferreira
Support type: Regular Research Grants
FAPESP's process: 15/50162-2 - Protecting plants with antimicrobial peptides and gallates - Pro-Planta
Grantee:Henrique Ferreira
Support type: Research Projects - Thematic Grants
FAPESP's process: 15/08089-6 - Preparation and biological evaluation of alkyl dihydroxybenzoates (AD) as useful agents to combat citrus canker
Grantee:Ana Carolina Nazaré
Support type: Scholarships in Brazil - Doctorate
FAPESP's process: 13/50367-8 - New environmental-friendly compounds to combat citrus canker
Grantee:Henrique Ferreira
Support type: Regular Research Grants
FAPESP's process: 14/50880-0 - INCT 2014: comparative and functional genomics and citrus-assisted breeding
Grantee:Marcos Antonio Machado
Support type: Research Projects - Thematic Grants