Copper Methacrylate Complexes with Benzimidazole Derivatives: Structural Characterization and Antimicrobial Assays

In order to design antimicrobial species, a series of methacrylate (Macr) complexes, [Cu(HBzIm)<sub>2</sub>(Macr)<sub>2</sub>] (<b>1</b>), [Cu<sub>2</sub>(HBzIm)<sub>2</sub>(Macr)<sub>4</sub>] (<b>2</b>), [Cu(2-MeBzI...

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Main Authors: Andra-Georgeta Andrei, Rodica Olar, Cătălin Maxim, Gina Vasile Scăețeanu, Ioana-Cristina Marinas, Madalina-Diana Gaboreanu, Mihaela Badea
Format: Article
Language:English
Published: MDPI AG 2025-04-01
Series:Inorganics
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Online Access:https://www.mdpi.com/2304-6740/13/4/109
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author Andra-Georgeta Andrei
Rodica Olar
Cătălin Maxim
Gina Vasile Scăețeanu
Ioana-Cristina Marinas
Madalina-Diana Gaboreanu
Mihaela Badea
author_facet Andra-Georgeta Andrei
Rodica Olar
Cătălin Maxim
Gina Vasile Scăețeanu
Ioana-Cristina Marinas
Madalina-Diana Gaboreanu
Mihaela Badea
author_sort Andra-Georgeta Andrei
collection DOAJ
description In order to design antimicrobial species, a series of methacrylate (Macr) complexes, [Cu(HBzIm)<sub>2</sub>(Macr)<sub>2</sub>] (<b>1</b>), [Cu<sub>2</sub>(HBzIm)<sub>2</sub>(Macr)<sub>4</sub>] (<b>2</b>), [Cu(2-MeBzIm)<sub>2</sub>(Macr)<sub>2</sub>] (<b>3</b>), [Cu<sub>2</sub>(2-MeBzIm)<sub>2</sub>(Macr)<sub>4</sub>] (<b>4</b>), and [Cu(5,6-Me<sub>2</sub>BzIm)<sub>2</sub>(Macr)<sub>2</sub>] (<b>5</b>) (HBzIm = benzimidazole, 2-MeBzIm = 2-methylbenzimidazole, and 5,6-Me<sub>2</sub>BzIm = 5,6-dimethylbenzimidazole) were synthesized and characterized by several spectral techniques, as well as by single crystal X-ray diffraction. The mononuclear species exhibit a distorted octahedral stereochemistry, while the binuclear types, with a paddle-wheel structure, adopt a square pyramidal surrounding. The methacrylate acts either as a chelate or a bridge, while all benzimidazole derivatives are coordinated as unidentate. The supramolecular networks are developed by both intermolecular π–π stacking interactions and hydrogen bonds. The antimicrobial assays provided both complexes the ability to inhibit planktonic strain proliferation, as well as to adhere on inert substratum. All complexes exhibit a moderate antimicrobial activity, both in regards to standard and clinical isolate strains, the most active being compound <b>5</b> against <i>Candida albicans</i>, with a minimum inhibitory concentration (MIC) of 0.156 mg/mL. It is worth mentioning that complex <b>1</b> inhibited the microbial adhesion of the clinical <i>Escherichia coli</i> strain and complex <b>2</b> constrained that of the clinical <i>C. albicans</i> strain.
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spelling doaj-art-ce8c7bf3c36849698c5d3593682d489c2025-08-20T03:13:45ZengMDPI AGInorganics2304-67402025-04-0113410910.3390/inorganics13040109Copper Methacrylate Complexes with Benzimidazole Derivatives: Structural Characterization and Antimicrobial AssaysAndra-Georgeta Andrei0Rodica Olar1Cătălin Maxim2Gina Vasile Scăețeanu3Ioana-Cristina Marinas4Madalina-Diana Gaboreanu5Mihaela Badea6Department of Inorganic and Organic Chemistry, Biochemistry and Catalysis, Faculty of Chemistry, University of Bucharest, 90-92 Panduri Str., 050663 Bucharest, RomaniaDepartment of Inorganic and Organic Chemistry, Biochemistry and Catalysis, Faculty of Chemistry, University of Bucharest, 90-92 Panduri Str., 050663 Bucharest, RomaniaDepartment of Inorganic and Organic Chemistry, Biochemistry and Catalysis, Faculty of Chemistry, University of Bucharest, 90-92 Panduri Str., 050663 Bucharest, RomaniaDepartment of Soil Sciences, Faculty of Agriculture, University of Agronomic Sciences and Veterinary Medicine, 59 Mărăști Str., 011464 Bucharest, RomaniaThe Research Institute of the University of Bucharest (ICUB), University of Bucharest, 050095 Bucharest, RomaniaThe Research Institute of the University of Bucharest (ICUB), University of Bucharest, 050095 Bucharest, RomaniaDepartment of Inorganic and Organic Chemistry, Biochemistry and Catalysis, Faculty of Chemistry, University of Bucharest, 90-92 Panduri Str., 050663 Bucharest, RomaniaIn order to design antimicrobial species, a series of methacrylate (Macr) complexes, [Cu(HBzIm)<sub>2</sub>(Macr)<sub>2</sub>] (<b>1</b>), [Cu<sub>2</sub>(HBzIm)<sub>2</sub>(Macr)<sub>4</sub>] (<b>2</b>), [Cu(2-MeBzIm)<sub>2</sub>(Macr)<sub>2</sub>] (<b>3</b>), [Cu<sub>2</sub>(2-MeBzIm)<sub>2</sub>(Macr)<sub>4</sub>] (<b>4</b>), and [Cu(5,6-Me<sub>2</sub>BzIm)<sub>2</sub>(Macr)<sub>2</sub>] (<b>5</b>) (HBzIm = benzimidazole, 2-MeBzIm = 2-methylbenzimidazole, and 5,6-Me<sub>2</sub>BzIm = 5,6-dimethylbenzimidazole) were synthesized and characterized by several spectral techniques, as well as by single crystal X-ray diffraction. The mononuclear species exhibit a distorted octahedral stereochemistry, while the binuclear types, with a paddle-wheel structure, adopt a square pyramidal surrounding. The methacrylate acts either as a chelate or a bridge, while all benzimidazole derivatives are coordinated as unidentate. The supramolecular networks are developed by both intermolecular π–π stacking interactions and hydrogen bonds. The antimicrobial assays provided both complexes the ability to inhibit planktonic strain proliferation, as well as to adhere on inert substratum. All complexes exhibit a moderate antimicrobial activity, both in regards to standard and clinical isolate strains, the most active being compound <b>5</b> against <i>Candida albicans</i>, with a minimum inhibitory concentration (MIC) of 0.156 mg/mL. It is worth mentioning that complex <b>1</b> inhibited the microbial adhesion of the clinical <i>Escherichia coli</i> strain and complex <b>2</b> constrained that of the clinical <i>C. albicans</i> strain.https://www.mdpi.com/2304-6740/13/4/109Cu(II) complexbenzimidazolemethacrylatecrystal structuremicrobial adhesion
spellingShingle Andra-Georgeta Andrei
Rodica Olar
Cătălin Maxim
Gina Vasile Scăețeanu
Ioana-Cristina Marinas
Madalina-Diana Gaboreanu
Mihaela Badea
Copper Methacrylate Complexes with Benzimidazole Derivatives: Structural Characterization and Antimicrobial Assays
Inorganics
Cu(II) complex
benzimidazole
methacrylate
crystal structure
microbial adhesion
title Copper Methacrylate Complexes with Benzimidazole Derivatives: Structural Characterization and Antimicrobial Assays
title_full Copper Methacrylate Complexes with Benzimidazole Derivatives: Structural Characterization and Antimicrobial Assays
title_fullStr Copper Methacrylate Complexes with Benzimidazole Derivatives: Structural Characterization and Antimicrobial Assays
title_full_unstemmed Copper Methacrylate Complexes with Benzimidazole Derivatives: Structural Characterization and Antimicrobial Assays
title_short Copper Methacrylate Complexes with Benzimidazole Derivatives: Structural Characterization and Antimicrobial Assays
title_sort copper methacrylate complexes with benzimidazole derivatives structural characterization and antimicrobial assays
topic Cu(II) complex
benzimidazole
methacrylate
crystal structure
microbial adhesion
url https://www.mdpi.com/2304-6740/13/4/109
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