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Exploring preliminary structural relationships and mitochondrial targeting of fac-[MI(CO)3]-bis(diarylphosphino)alkylamine complexes (M = 99Tc, Re)


Kama, Dumisani V; Frei, Angelo; Schutte-Smith, Marietjie; Brink, Alice; Swart, Chantel; Braband, Henrik; Alberto, Roger; Roodt, Andreas (2021). Exploring preliminary structural relationships and mitochondrial targeting of fac-[MI(CO)3]-bis(diarylphosphino)alkylamine complexes (M = 99Tc, Re). New Journal of Chemistry, 45(47):22141-22149.

Abstract

Two bidentate PNP ligands N,N-bis(di-p-tolylphosphino)cyclohexylamine (Cy-pTolPNP) (1) and N,N-bis(di-p-tolylphosphino)cyclobutylamine (Cb-pTolPNP) (2) were synthesized and crystallized. Coordination to the fac-[MI(CO)3]+ core (M = Re, 99Tc) yielded fac-[Re(Cy-pTolPNP)(CO)3Br] (1A), fac-[99Tc(Cy-pTolPNP)(CO)3Cl] (1B), fac-[Re(Cb-pTolPNP)(CO)3Br] (2A) and fac-[99Tc(Cb-pTolPNP)(CO)3Cl] (2B) in relatively good yields (56 to 86%): The structures of 1, 2, 1A and 1B were studied by single crystal X-ray crystallography. Preliminary mitochondrial/antimicrobial evaluation of the free ligand (N,N-bis(di-p-tolylphosphino)-cyclohexylamine) (1) and its respective fac-[Re(CO)3]+ (1A) complex indicates that neither the free ligand nor the complex was active against selected fungi Eremothecium ashbyii and Nadsonia fulvescens. In addition, all four compounds were found to have no activity against Gram-positive and Gram-negative bacterial species. These biological results are essential to the understanding of how these types of complexes behave and show they are perfectly stable in the evaluated bio-environments. The results also indicate that these ligands and complexes may present themselves as excellent models for radiotoxicity studies using technetium-99m, but more specifically, rhenium Re-186 and Re-188.

Abstract

Two bidentate PNP ligands N,N-bis(di-p-tolylphosphino)cyclohexylamine (Cy-pTolPNP) (1) and N,N-bis(di-p-tolylphosphino)cyclobutylamine (Cb-pTolPNP) (2) were synthesized and crystallized. Coordination to the fac-[MI(CO)3]+ core (M = Re, 99Tc) yielded fac-[Re(Cy-pTolPNP)(CO)3Br] (1A), fac-[99Tc(Cy-pTolPNP)(CO)3Cl] (1B), fac-[Re(Cb-pTolPNP)(CO)3Br] (2A) and fac-[99Tc(Cb-pTolPNP)(CO)3Cl] (2B) in relatively good yields (56 to 86%): The structures of 1, 2, 1A and 1B were studied by single crystal X-ray crystallography. Preliminary mitochondrial/antimicrobial evaluation of the free ligand (N,N-bis(di-p-tolylphosphino)-cyclohexylamine) (1) and its respective fac-[Re(CO)3]+ (1A) complex indicates that neither the free ligand nor the complex was active against selected fungi Eremothecium ashbyii and Nadsonia fulvescens. In addition, all four compounds were found to have no activity against Gram-positive and Gram-negative bacterial species. These biological results are essential to the understanding of how these types of complexes behave and show they are perfectly stable in the evaluated bio-environments. The results also indicate that these ligands and complexes may present themselves as excellent models for radiotoxicity studies using technetium-99m, but more specifically, rhenium Re-186 and Re-188.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Scopus Subject Areas:Physical Sciences > Catalysis
Physical Sciences > General Chemistry
Physical Sciences > Materials Chemistry
Uncontrolled Keywords:Materials Chemistry, General Chemistry, Catalysis
Language:English
Date:1 January 2021
Deposited On:16 Feb 2022 15:20
Last Modified:28 Mar 2024 02:34
Publisher:Royal Society of Chemistry
ISSN:1144-0546
OA Status:Closed
Publisher DOI:https://doi.org/10.1039/d1nj04273d
Project Information:
  • : FunderSNSF
  • : Grant IDIZLSZ2_149029
  • : Project TitleMulti-functional Cyclopentadienyl and Carbonyl Complexes for Theranostic Applications
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