Catalytic and Biological Activity of Silver and Gold Complexes Stabilized by NHC with Hydroxy Derivatives on Nitrogen Atoms
In this paper is reported the synthesis of <i>N</i>,<i>N</i>′ hydroxy derivative of NHC silver (<b>3a</b>–<b>4a</b>) and gold(I) (<b>3b</b>–<b>4b</b>) complexes of general formula [M(NHC)<sub>2</sub>]<sup>+<...
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MDPI AG
2021-12-01
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| Online Access: | https://www.mdpi.com/2073-4344/12/1/18 |
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| author | Marco Sirignano Annaluisa Mariconda Giovanni Vigliotta Jessica Ceramella Domenico Iacopetta Maria Stefania Sinicropi Pasquale Longo |
| author_facet | Marco Sirignano Annaluisa Mariconda Giovanni Vigliotta Jessica Ceramella Domenico Iacopetta Maria Stefania Sinicropi Pasquale Longo |
| author_sort | Marco Sirignano |
| collection | DOAJ |
| description | In this paper is reported the synthesis of <i>N</i>,<i>N</i>′ hydroxy derivative of NHC silver (<b>3a</b>–<b>4a</b>) and gold(I) (<b>3b</b>–<b>4b</b>) complexes of general formula [M(NHC)<sub>2</sub>]<sup>+</sup> [MX<sub>2</sub>]<sup>−</sup>. All compounds were characterized by spectroscopic and analytic techniques. The complexes turned out to be effective in both catalytic and biological applications. They catalyzed the coupling of aldehyde, piperidine, and phenylacetylene in A<sup>3</sup>-reaction to produce propargylamines and showed antimicrobial activity. In fact, minimal inhibition concentration (MIC) tests with Gram-positive and Gram-negative bacteria demonstrated that the silver compounds are selective toward <i>E. coli</i>, whereas the gold analogues are active against <i>S. aureus</i>. Moreover, the <i>N</i>,<i>N</i>′ hydroxy derivative of NHC silver complexes <b>3a</b> and <b>4a</b> exhibited good anticancer activity on the HeLA cancer cells (3a-IC<sub>50</sub> = 12.2 ± 0.1 µM, 4a-IC<sub>50</sub> = 11.9 ± 1.2 µM), whereas gold complex <b>4b</b> displayed good anticancer activity towards the MCF-7 cells (IC<sub>50</sub> = 12.2 ± 1.2 µM). |
| first_indexed | 2024-03-10T01:44:56Z |
| format | Article |
| id | doaj.art-1d45ecd332254055b787f290a5dbce6c |
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| issn | 2073-4344 |
| language | English |
| last_indexed | 2024-03-10T01:44:56Z |
| publishDate | 2021-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Catalysts |
| spelling | doaj.art-1d45ecd332254055b787f290a5dbce6c2023-11-23T13:15:43ZengMDPI AGCatalysts2073-43442021-12-011211810.3390/catal12010018Catalytic and Biological Activity of Silver and Gold Complexes Stabilized by NHC with Hydroxy Derivatives on Nitrogen AtomsMarco Sirignano0Annaluisa Mariconda1Giovanni Vigliotta2Jessica Ceramella3Domenico Iacopetta4Maria Stefania Sinicropi5Pasquale Longo6Department of Chemistry and Biology, University of Salerno, Via Giovanni Paolo II, 132, 84084 Fisciano, ItalyDepartment of Science, University of Basilicata, Viale dell’Ateneo Lucano 10, 85100 Potenza, ItalyDepartment of Chemistry and Biology, University of Salerno, Via Giovanni Paolo II, 132, 84084 Fisciano, ItalyDepartment of Pharmacy, Health and Nutritional Sciences, University of Calabria, Via P. Bucci, 87036 Arcavacata di Rende, ItalyDepartment of Pharmacy, Health and Nutritional Sciences, University of Calabria, Via P. Bucci, 87036 Arcavacata di Rende, ItalyDepartment of Pharmacy, Health and Nutritional Sciences, University of Calabria, Via P. Bucci, 87036 Arcavacata di Rende, ItalyDepartment of Chemistry and Biology, University of Salerno, Via Giovanni Paolo II, 132, 84084 Fisciano, ItalyIn this paper is reported the synthesis of <i>N</i>,<i>N</i>′ hydroxy derivative of NHC silver (<b>3a</b>–<b>4a</b>) and gold(I) (<b>3b</b>–<b>4b</b>) complexes of general formula [M(NHC)<sub>2</sub>]<sup>+</sup> [MX<sub>2</sub>]<sup>−</sup>. All compounds were characterized by spectroscopic and analytic techniques. The complexes turned out to be effective in both catalytic and biological applications. They catalyzed the coupling of aldehyde, piperidine, and phenylacetylene in A<sup>3</sup>-reaction to produce propargylamines and showed antimicrobial activity. In fact, minimal inhibition concentration (MIC) tests with Gram-positive and Gram-negative bacteria demonstrated that the silver compounds are selective toward <i>E. coli</i>, whereas the gold analogues are active against <i>S. aureus</i>. Moreover, the <i>N</i>,<i>N</i>′ hydroxy derivative of NHC silver complexes <b>3a</b> and <b>4a</b> exhibited good anticancer activity on the HeLA cancer cells (3a-IC<sub>50</sub> = 12.2 ± 0.1 µM, 4a-IC<sub>50</sub> = 11.9 ± 1.2 µM), whereas gold complex <b>4b</b> displayed good anticancer activity towards the MCF-7 cells (IC<sub>50</sub> = 12.2 ± 1.2 µM).https://www.mdpi.com/2073-4344/12/1/18NHC silver and gold complexescoupling-catalysiscytotoxic activity |
| spellingShingle | Marco Sirignano Annaluisa Mariconda Giovanni Vigliotta Jessica Ceramella Domenico Iacopetta Maria Stefania Sinicropi Pasquale Longo Catalytic and Biological Activity of Silver and Gold Complexes Stabilized by NHC with Hydroxy Derivatives on Nitrogen Atoms Catalysts NHC silver and gold complexes coupling-catalysis cytotoxic activity |
| title | Catalytic and Biological Activity of Silver and Gold Complexes Stabilized by NHC with Hydroxy Derivatives on Nitrogen Atoms |
| title_full | Catalytic and Biological Activity of Silver and Gold Complexes Stabilized by NHC with Hydroxy Derivatives on Nitrogen Atoms |
| title_fullStr | Catalytic and Biological Activity of Silver and Gold Complexes Stabilized by NHC with Hydroxy Derivatives on Nitrogen Atoms |
| title_full_unstemmed | Catalytic and Biological Activity of Silver and Gold Complexes Stabilized by NHC with Hydroxy Derivatives on Nitrogen Atoms |
| title_short | Catalytic and Biological Activity of Silver and Gold Complexes Stabilized by NHC with Hydroxy Derivatives on Nitrogen Atoms |
| title_sort | catalytic and biological activity of silver and gold complexes stabilized by nhc with hydroxy derivatives on nitrogen atoms |
| topic | NHC silver and gold complexes coupling-catalysis cytotoxic activity |
| url | https://www.mdpi.com/2073-4344/12/1/18 |
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