| Autor: |
Herdman ME; School of Chemistry, Monash University, Clayton, Melbourne, VIC 3800, Australia. phil.andrews@monash.edu., Werrett MV; School of Chemistry, Monash University, Clayton, Melbourne, VIC 3800, Australia. phil.andrews@monash.edu., Andrews PC; School of Chemistry, Monash University, Clayton, Melbourne, VIC 3800, Australia. phil.andrews@monash.edu. |
| Jazyk: |
angličtina |
| Zdroj: |
Dalton transactions (Cambridge, England : 2003) [Dalton Trans] 2022 Jun 21; Vol. 51 (24), pp. 9323-9335. Date of Electronic Publication: 2022 Jun 21. |
| DOI: |
10.1039/d2dt00346e |
| Abstrakt: |
To study and evaluate the structure-activity relationships in di-aryl bismuth phosphinates on antibacterial activity and cytotoxicity a series of complexes containing ortho -methoxyphenyl, meta -methoxyphenyl, meta -tolyl and para -tolyl aryl groups; [Bi( o -MeOPh) 2 (O(O)P(H)Ph)] n 1, [Bi( o -MeOPh) 2 (O(O)PPh 2 )] n 2, [Bi( o -MeOPh) 2 (O(O)P( p -MeOPh) 2 )] n 3, [Bi( m -MeOPh) 2 (O(O)P(H)Ph)] n 4, [Bi( m -MeOPh) 2 (O(O)PPh 2 )] n 5, [Bi( m -MeOPh) 2 (O(O)P( p -MeOPh) 2 )] n 6, [Bi( m -tol) 2 (O(O)P(H)Ph)] n 7, [Bi( m -tol) 2 (O(O)PPh 2 )] n 8, [Bi( m -tol) 2 (O(O)P( p -MeOPh) 2 )] n 9, [Bi( p -tol) 2 (O(O)P(H)Ph)] n 10, [Bi( p -tol) 2 (O(O)PPh 2 )] n 11 and [Bi( p -tol) 2 (O(O)P( p -MeOPh) 2 )] n 12, were synthesised and characterised. Complexes 4, 7, 8, 10 and 11 were structurally authenticated by X-ray crystallography. Evaluation of their antibacterial activity towards methicillin-resistant Staphylococcus aureus (MRSA), vancomycin-resistant Enterococcus (VRE), Escherichia coli ( E. coli ) and Pseudomonas aeruginosa ( P. aeruginosa ) showed that the bismuth bound aryl group has a profound influence on activity, with the o -MeOPh complexes 1-3 showing very little activity while the m -MeOPh complexes have the greatest activity towards MRSA and VRE in the range of 0.63 to 1.25 μM. Viability studies with Cos-7 cells showed that the di-aryl bismuth complexes 1-12 are less cytotoxic than their di-phenyl bismuth analogues, with a general trend of toxicity observed as p -tolyl > m -tolyl > m -methoxyphenyl > o -methoxyphenyl. The large difference in Cos-7 viability for complexes 1 (IC 50 > 80 μM) and 4 (IC 50 14.0 μM) was further investigated through bismuth uptake studies, where there was no obvious difference in Cos-7 bismuth uptake at 5 μM. This suggests that the bismuth-bound aryl group has a significant impact on biological activity, which is then further mediated by other ligands. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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