Synthesis and characterisation of Co(III) complexes of N-formyl hydroxylamines and antibacterial activity of a Co(III) peptide deformylase inhibitor complex
The X-ray crystal structure and pKa values of GSK322 a well-known and affective peptide deformylase inhibitor and antibacterial drug candidate are reported. The first examples of Co(III) complexes of N-formyl hydroxylamines are reported. Reaction of N-hydroxy-N-phenylformamide (HFA) with [Co(tren)Cl...
Elmentve itt :
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| Dokumentumtípus: | Cikk |
| Megjelent: |
2020
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| Sorozat: | DALTON TRANSACTIONS
49 No. 21 |
| doi: | 10.1039/D0DT01123A |
| mtmt: | 31286331 |
| Online Access: | http://publicatio.bibl.u-szeged.hu/18703 |
| Tartalmi kivonat: | The X-ray crystal structure and pKa values of GSK322 a well-known and affective peptide deformylase inhibitor and antibacterial drug candidate are reported. The first examples of Co(III) complexes of N-formyl hydroxylamines are reported. Reaction of N-hydroxy-N-phenylformamide (HFA) with [Co(tren)Cl2]Cl and [Co(tpa)Cl2]Cl (where tren = tris(2-aminoethyl)amine, tpa = tris(2-pyridylmethyl)amine) with one equivalent of NaOH in H2O afforded [Co(tren)(HFA-1H)](PF6)1.5Cl0.5 (1) and [Co(tpa)(HFA-1H)]Cl2 (2), respectively. X-ray crystal structures of both complexes revealed that the N-formyl hydroxylamine group acts as a bidentate ligand, coordinating the Co(III) centres via the carbonyl oxygen and deprotonated hydroxy group (O,O’), a coordination mode typically observed for closely related mono-deprotonated hydroxamic acids. Reaction of the N-formyl hydroxylamine-based GSK322 with [Co(tpa)Cl2]Cl afforded the corresponding Co(III) chaperone complex of the peptide deformylase inhibitor, [Co(tpa)(GSK322-1H)](PF6)2. GSK322 and [Co(tpa)(GSK322-1H)](PF6)2 exhibited better Gram-positive activity than Gram-negative, where low MICs (1.56 – 6.25 μM) were determined for S. aureus strains, independent of their antibiotic susceptibility. |
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| Terjedelem/Fizikai jellemzők: | 6980-6988 |
| ISSN: | 1477-9226 |