Synthesis and structural studies of 1-phenyl-1,3-butanedione copper(II) complexes as an excellent antimicrobial agent against methicillin-resistant Staphylococcus aureus

Krishnegowda, Hema M.; Karthik, C.S.; Marichannegowda, Manukumar Honnayakanahalli; Kumara, Karthik; Kudigana, Pampa J.; Lingappa, Mallesha; Mallu, P.; Neratur, Lokanath K.

doi:10.1016/j.ica.2018.09.049

Cited by 11 publications

(2 citation statements)

References 27 publications

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“…The MIC values of complexes were in the order of 6.25 ng /mL to 0.8 µg/mL, surpassing in many cases the potency of ciprofloxacin. Krishnegowda and coworkers prepared 1-phenyl-1,3-butanedione copper(II) complexes (75, Figure 13), showing activity against B. cereus, Bacillus substilis, methicillin-resistant S. aureus, E. coli, P. aerogenes and K. pneumonia (MICs in the range of 10.4-16.5 µg/mL) similar to ampicillin [172].…”

Section: Copper Complexesmentioning

confidence: 99%

Recent Studies on the Antimicrobial Activity of Transition Metal Complexes of Groups 6–12

Sovari

Zobi

2020

Chemistry

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Antimicrobial resistance is an increasingly serious threat to global public health that requires innovative solutions to counteract new resistance mechanisms emerging and spreading globally in infectious pathogens. Classic organic antibiotics are rapidly exhausting the structural variations available for an effective antimicrobial drug and new compounds emerging from the industrial pharmaceutical pipeline will likely have a short-term and limited impact before the pathogens can adapt. Inorganic and organometallic complexes offer the opportunity to discover and develop new active antimicrobial agents by exploiting their wide range of three-dimensional geometries and virtually infinite design possibilities that can affect their substitution kinetics, charge, lipophilicity, biological targets and modes of action. This review describes recent studies on the antimicrobial activity of transition metal complexes of groups 6–12. It focuses on the effectiveness of the metal complexes in relation to the rich structural chemical variations of the same. The aim is to provide a short vade mecum for the readers interested in the subject that can complement other reviews.

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Section: Copper Complexesmentioning

confidence: 99%

Recent Studies on the Antimicrobial Activity of Transition Metal Complexes of Groups 6–12

Sovari

Zobi

2020

Chemistry

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“…Nevertheless, the best inhibition activity was recorded towards S. aureus ATCC 25923 by complex 3, which showed a comparable result with streptomycin (31 µg•mL −1 , 0.02 mM) MIC levels [53]. Of note is that complex 3 had similar or higher activity than those of other Cu(II) β-diketonates (Table S4 from Supplementary Materials) [53,54]. The cytotoxicity of complex 3 against Vero cells was compared with the MIC values for microbes.…”

Section: Antimicrobial Activitymentioning

confidence: 83%

Unsymmetrical Trifluoromethyl Methoxyphenyl β-Diketones: Effect of the Position of Methoxy Group and Coordination at Cu(II) on Biological Activity

et al. 2021

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Copper(II) complexes with 1,1,1-trifluoro-4-(4-methoxyphenyl)butan-2,4-dione (HL1) were synthesized and characterized by elemental analysis, FT-IR spectroscopy, and single crystal X-ray diffraction. The biological properties of HL1 and cis-[Cu(L1)2(DMSO)] (3) were examined against Gram-positive and Gram-negative bacteria and opportunistic unicellular fungi. The cytotoxicity was estimated towards the HeLa and Vero cell lines. Complex 3 demonstrated antibacterial activity towards S. aureus comparable to that of streptomycin, lower antifungal activity than the ligand HL1 and moderate cytotoxicity. The bioactivity was compared with the activity of compounds of similar structures. The effect of changing the position of the methoxy group at the aromatic ring in the ligand moiety of the complexes on their antimicrobial and cytotoxic activity was explored. We propose that complex 3 has lower bioavailability and reduced bioactivity than expected due to strong intermolecular contacts. In addition, molecular docking studies provided theoretical information on the interactions of tested compounds with ribonucleotide reductase subunit R2, as well as the chaperones Hsp70 and Hsp90, which are important biomolecular targets for antitumor and antimicrobial drug search and design. The obtained results revealed that the complexes displayed enhanced affinity over organic ligands. Taken together, the copper(II) complexes with the trifluoromethyl methoxyphenyl-substituted β-diketones could be considered as promising anticancer agents with antibacterial properties.

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Understanding the Formation of Novel Hydrated Gallic Acid-Creatinine Molecular Salt: Crystal Structure, Hirshfeld Surface and DFT Studies

Jyothi

Patil

2019

J Chem Crystallogr

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Synthesis and structural studies of 1-phenyl-1,3-butanedione copper(II) complexes as an excellent antimicrobial agent against methicillin-resistant Staphylococcus aureus

Cited by 11 publications

References 27 publications

Recent Studies on the Antimicrobial Activity of Transition Metal Complexes of Groups 6–12

Recent Studies on the Antimicrobial Activity of Transition Metal Complexes of Groups 6–12

Unsymmetrical Trifluoromethyl Methoxyphenyl β-Diketones: Effect of the Position of Methoxy Group and Coordination at Cu(II) on Biological Activity

Understanding the Formation of Novel Hydrated Gallic Acid-Creatinine Molecular Salt: Crystal Structure, Hirshfeld Surface and DFT Studies

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