Silver dithiocarbamates derived from amino acid esters

We report herein a series of new silver compounds with dithiocarbamate ligands derived from amino acid esters (AAE-DTCs). Compounds [Ag{SSC-N(R')(CH<sub>2</sub>R''COOR)}]<sub><i>n</i></sub> (Ag(L1)-Ag(L5); <i>N</i>-dithioato-diethyliminodiacetate (L1), -ethyl-sarcosinate (L2), -<i>tert</i>-butyl-sarcosinate (L3), -methyl-L-prolinate (L4), -ethyl-<i>N</i>-benzylglycinate (L5)) were synthesised from <i>in situ</i> generated AAE-DTCs by salt metathesis with silver nitrate. The isolated products were characterised by different analytical techniques. Ag(L1), Ag(L4), and Ag(L5) were accessible to single-crystal X-ray structure determination, comprising hexameric subunits linked by dimeric units into a 1D-polymeric structure (Ag(L1)) and more homogeneous ribbon-like polymeric structures (Ag(L4) and Ag(L5)). DOSY NMR measurements and supporting DFT calculations were carried out to elucidate the structure of these compounds in solution, showing evidence for smaller agglomerates like dimers and tetramers. Additionally, as first evaluation of the biological activity of these complexes, ethidium bromide displacement assays and DNA melting curve experiments were carried out, the results showing moderate DNA binding abilities.

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Publication Details

Journal
Dalton Transactions
Published
2025-01-01
DOI
https://doi.org/10.1039/d5dt01476j
Primary Topic
Organometallic Compounds Synthesis and Characterization
Type
article
Field-Weighted Citation Impact
0.00

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article

Silver dithiocarbamates derived from amino acid esters

Nora Kulak, Stephan Kupfer, Julian Heinrich, Phil Liebing et al.
Dalton Transactions
Organometallic Compounds Synthesis and Characterization
article

Silver dithiocarbamates derived from amino acid esters

Nora Kulak, Stephan Kupfer, Julian Heinrich, Phil Liebing, Nils Schloerer, Vreni Behling, Dolores Díaz, J. Heinrich, Elias H. P. Brohmer
article en

Abstract

We report herein a series of new silver compounds with dithiocarbamate ligands derived from amino acid esters (AAE-DTCs). Compounds [Ag{SSC-N(R')(CH<sub>2</sub>R''COOR)}]<sub><i>n</i></sub> (Ag(L1)-Ag(L5); <i>N</i>-dithioato-diethyliminodiacetate (L1), -ethyl-sarcosinate (L2), -<i>tert</i>-butyl-sarcosinate (L3), -methyl-L-prolinate (L4), -ethyl-<i>N</i>-benzylglycinate (L5)) were synthesised from <i>in situ</i> generated AAE-DTCs by salt metathesis with silver nitrate. The isolated products were characterised by different analytical techniques. Ag(L1), Ag(L4), and Ag(L5) were accessible to single-crystal X-ray structure determination, comprising hexameric subunits linked by dimeric units into a 1D-polymeric structure (Ag(L1)) and more homogeneous ribbon-like polymeric structures (Ag(L4) and Ag(L5)). DOSY NMR measurements and supporting DFT calculations were carried out to elucidate the structure of these compounds in solution, showing evidence for smaller agglomerates like dimers and tetramers. Additionally, as first evaluation of the biological activity of these complexes, ethidium bromide displacement assays and DNA melting curve experiments were carried out, the results showing moderate DNA binding abilities.

Dalton TransactionsVol. 54(34)
Helmholtz Institute Jena (DE), University of Potsdam (DE), Friedrich Schiller University Jena (DE)
Friedrich-Schiller-Universität Jena, Deutsche Forschungsgemeinschaft
Openalex Percentile: Top 86%
Organometallic Compounds Synthesis and Characterization
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