Triazole-based osmium() complexes displaying red/near-IR luminescence: antimicrobial activity and super-resolution imaging
Cellular uptake, luminescence imaging and antimicrobial activity against clinically relevant methicillin-resistant S. aureus (MRSA) bacteria are reported. The osmium( ii ) complexes [Os( N ^ N ) 3 ] 2+ ( N ^ N = 1-benzyl-4-(pyrid-2-yl)-1,2,3-triazole ( 1 2+ ); 1-benzyl-4-(pyrimidin-2-yl)-1,2,3-triaz...
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| Veröffentlicht in: | Chemical science (Cambridge) Jg. 11; H. 33; S. 8928 - 8935 |
|---|---|
| Hauptverfasser: | , , , , |
| Format: | Journal Article |
| Sprache: | Englisch |
| Veröffentlicht: |
England
Royal Society of Chemistry
07.08.2020
The Royal Society of Chemistry |
| Schlagworte: | |
| ISSN: | 2041-6520, 2041-6539 |
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| Abstract | Cellular uptake, luminescence imaging and antimicrobial activity against clinically relevant methicillin-resistant
S. aureus
(MRSA) bacteria are reported. The osmium(
ii
) complexes [Os(
N
^
N
)
3
]
2+
(
N
^
N
= 1-benzyl-4-(pyrid-2-yl)-1,2,3-triazole (
1
2+
); 1-benzyl-4-(pyrimidin-2-yl)-1,2,3-triazole (
2
2+
); 1-benzyl-4-(pyrazin-2-yl)-1,2,3-triazole (
3
2+
)) were prepared and isolated as the chloride salts of their meridional and facial isomers. The complexes display prominent spin-forbidden ground state to triplet metal-to-ligand charge transfer (
3
MLCT) state absorption bands enabling excitation as low as 600 nm for
fac
/
mer
-
3
2+
and observation of emission in aqueous solution in the deep-red/near-IR regions of the spectrum. Cellular uptake studies within MRSA cells show antimicrobial activity for
1
2+
and
2
2+
with greater toxicity for the meridional isomers in each case and
mer
-
1
2+
showing the greatest potency (32 μg mL
−1
in defined minimal media). Super-resolution imaging experiments demonstrate binding of
mer
- and
fac
-
1
2+
to bacterial DNA with high Pearson's colocalisation coefficients (up to 0.95 using DAPI). Phototoxicity studies showed the complexes exhibited a higher antimicrobial activity upon irradiation with light.
Cellular uptake, luminescence imaging and antimicrobial activity of facial and meridional isomers of Os(
ii
) triazole-based complexes against methicillin-resistant
S. aureus
, MRSA. |
|---|---|
| AbstractList | Cellular uptake, luminescence imaging and antimicrobial activity against clinically relevant methicillin-resistant S. aureus (MRSA) bacteria are reported. The osmium(ii) complexes [Os(N^N)3]2+ (N^N = 1-benzyl-4-(pyrid-2-yl)-1,2,3-triazole (12+); 1-benzyl-4-(pyrimidin-2-yl)-1,2,3-triazole (22+); 1-benzyl-4-(pyrazin-2-yl)-1,2,3-triazole (32+)) were prepared and isolated as the chloride salts of their meridional and facial isomers. The complexes display prominent spin-forbidden ground state to triplet metal-to-ligand charge transfer (3MLCT) state absorption bands enabling excitation as low as 600 nm for fac/mer-32+ and observation of emission in aqueous solution in the deep-red/near-IR regions of the spectrum. Cellular uptake studies within MRSA cells show antimicrobial activity for 12+ and 22+ with greater toxicity for the meridional isomers in each case and mer-12+ showing the greatest potency (32 μg mL−1 in defined minimal media). Super-resolution imaging experiments demonstrate binding of mer- and fac-12+ to bacterial DNA with high Pearson's colocalisation coefficients (up to 0.95 using DAPI). Phototoxicity studies showed the complexes exhibited a higher antimicrobial activity upon irradiation with light. Cellular uptake, luminescence imaging and antimicrobial activity of facial and meridional isomers of Os(ii) triazole-based complexes against methicillin-resistant S. aureus, MRSA. Cellular uptake, luminescence imaging and antimicrobial activity against clinically relevant methicillin-resistant S. aureus (MRSA) bacteria are reported. The osmium( ii ) complexes [Os( N ^ N ) 3 ] 2+ ( N ^ N = 1-benzyl-4-(pyrid-2-yl)-1,2,3-triazole ( 1 2+ ); 1-benzyl-4-(pyrimidin-2-yl)-1,2,3-triazole ( 2 2+ ); 1-benzyl-4-(pyrazin-2-yl)-1,2,3-triazole ( 3 2+ )) were prepared and isolated as the chloride salts of their meridional and facial isomers. The complexes display prominent spin-forbidden ground state to triplet metal-to-ligand charge transfer ( 3 MLCT) state absorption bands enabling excitation as low as 600 nm for fac / mer - 3 2+ and observation of emission in aqueous solution in the deep-red/near-IR regions of the spectrum. Cellular uptake studies within MRSA cells show antimicrobial activity for 1 2+ and 2 2+ with greater toxicity for the meridional isomers in each case and mer - 1 2+ showing the greatest potency (32 μg mL −1 in defined minimal media). Super-resolution imaging experiments demonstrate binding of mer - and fac - 1 2+ to bacterial DNA with high Pearson's colocalisation coefficients (up to 0.95 using DAPI). Phototoxicity studies showed the complexes exhibited a higher antimicrobial activity upon irradiation with light. Cellular uptake, luminescence imaging and antimicrobial activity against clinically relevant methicillin-resistant (MRSA) bacteria are reported. The osmium(ii) complexes [Os( ^ ) ] ( ^ = 1-benzyl-4-(pyrid-2-yl)-1,2,3-triazole ( ); 1-benzyl-4-(pyrimidin-2-yl)-1,2,3-triazole ( ); 1-benzyl-4-(pyrazin-2-yl)-1,2,3-triazole ( )) were prepared and isolated as the chloride salts of their meridional and facial isomers. The complexes display prominent spin-forbidden ground state to triplet metal-to-ligand charge transfer ( MLCT) state absorption bands enabling excitation as low as 600 nm for / - and observation of emission in aqueous solution in the deep-red/near-IR regions of the spectrum. Cellular uptake studies within MRSA cells show antimicrobial activity for and with greater toxicity for the meridional isomers in each case and - showing the greatest potency (32 μg mL in defined minimal media). Super-resolution imaging experiments demonstrate binding of - and - to bacterial DNA with high Pearson's colocalisation coefficients (up to 0.95 using DAPI). Phototoxicity studies showed the complexes exhibited a higher antimicrobial activity upon irradiation with light. Cellular uptake, luminescence imaging and antimicrobial activity against clinically relevant methicillin-resistant S. aureus (MRSA) bacteria are reported. The osmium(ii) complexes [Os(N^N)3]2+ (N^N = 1-benzyl-4-(pyrid-2-yl)-1,2,3-triazole (1 2+); 1-benzyl-4-(pyrimidin-2-yl)-1,2,3-triazole (2 2+); 1-benzyl-4-(pyrazin-2-yl)-1,2,3-triazole (3 2+)) were prepared and isolated as the chloride salts of their meridional and facial isomers. The complexes display prominent spin-forbidden ground state to triplet metal-to-ligand charge transfer (3MLCT) state absorption bands enabling excitation as low as 600 nm for fac/mer-3 2+ and observation of emission in aqueous solution in the deep-red/near-IR regions of the spectrum. Cellular uptake studies within MRSA cells show antimicrobial activity for 1 2+ and 2 2+ with greater toxicity for the meridional isomers in each case and mer-1 2+ showing the greatest potency (32 μg mL-1 in defined minimal media). Super-resolution imaging experiments demonstrate binding of mer- and fac-1 2+ to bacterial DNA with high Pearson's colocalisation coefficients (up to 0.95 using DAPI). Phototoxicity studies showed the complexes exhibited a higher antimicrobial activity upon irradiation with light.Cellular uptake, luminescence imaging and antimicrobial activity against clinically relevant methicillin-resistant S. aureus (MRSA) bacteria are reported. The osmium(ii) complexes [Os(N^N)3]2+ (N^N = 1-benzyl-4-(pyrid-2-yl)-1,2,3-triazole (1 2+); 1-benzyl-4-(pyrimidin-2-yl)-1,2,3-triazole (2 2+); 1-benzyl-4-(pyrazin-2-yl)-1,2,3-triazole (3 2+)) were prepared and isolated as the chloride salts of their meridional and facial isomers. The complexes display prominent spin-forbidden ground state to triplet metal-to-ligand charge transfer (3MLCT) state absorption bands enabling excitation as low as 600 nm for fac/mer-3 2+ and observation of emission in aqueous solution in the deep-red/near-IR regions of the spectrum. Cellular uptake studies within MRSA cells show antimicrobial activity for 1 2+ and 2 2+ with greater toxicity for the meridional isomers in each case and mer-1 2+ showing the greatest potency (32 μg mL-1 in defined minimal media). Super-resolution imaging experiments demonstrate binding of mer- and fac-1 2+ to bacterial DNA with high Pearson's colocalisation coefficients (up to 0.95 using DAPI). Phototoxicity studies showed the complexes exhibited a higher antimicrobial activity upon irradiation with light. Cellular uptake, luminescence imaging and antimicrobial activity against clinically relevant methicillin-resistant S. aureus (MRSA) bacteria are reported. The osmium( ii ) complexes [Os( N ^ N ) 3 ] 2+ ( N ^ N = 1-benzyl-4-(pyrid-2-yl)-1,2,3-triazole ( 1 2+ ); 1-benzyl-4-(pyrimidin-2-yl)-1,2,3-triazole ( 2 2+ ); 1-benzyl-4-(pyrazin-2-yl)-1,2,3-triazole ( 3 2+ )) were prepared and isolated as the chloride salts of their meridional and facial isomers. The complexes display prominent spin-forbidden ground state to triplet metal-to-ligand charge transfer ( 3 MLCT) state absorption bands enabling excitation as low as 600 nm for fac / mer - 3 2+ and observation of emission in aqueous solution in the deep-red/near-IR regions of the spectrum. Cellular uptake studies within MRSA cells show antimicrobial activity for 1 2+ and 2 2+ with greater toxicity for the meridional isomers in each case and mer - 1 2+ showing the greatest potency (32 μg mL −1 in defined minimal media). Super-resolution imaging experiments demonstrate binding of mer - and fac - 1 2+ to bacterial DNA with high Pearson's colocalisation coefficients (up to 0.95 using DAPI). Phototoxicity studies showed the complexes exhibited a higher antimicrobial activity upon irradiation with light. Cellular uptake, luminescence imaging and antimicrobial activity of facial and meridional isomers of Os( ii ) triazole-based complexes against methicillin-resistant S. aureus , MRSA. Cellular uptake, luminescence imaging and antimicrobial activity against clinically relevant methicillin-resistant S. aureus (MRSA) bacteria are reported. The osmium(ii) complexes [Os(N^N)3]2+ (N^N = 1-benzyl-4-(pyrid-2-yl)-1,2,3-triazole (12+); 1-benzyl-4-(pyrimidin-2-yl)-1,2,3-triazole (22+); 1-benzyl-4-(pyrazin-2-yl)-1,2,3-triazole (32+)) were prepared and isolated as the chloride salts of their meridional and facial isomers. The complexes display prominent spin-forbidden ground state to triplet metal-to-ligand charge transfer (3MLCT) state absorption bands enabling excitation as low as 600 nm for fac/mer-32+ and observation of emission in aqueous solution in the deep-red/near-IR regions of the spectrum. Cellular uptake studies within MRSA cells show antimicrobial activity for 12+ and 22+ with greater toxicity for the meridional isomers in each case and mer-12+ showing the greatest potency (32 μg mL−1 in defined minimal media). Super-resolution imaging experiments demonstrate binding of mer- and fac-12+ to bacterial DNA with high Pearson's colocalisation coefficients (up to 0.95 using DAPI). Phototoxicity studies showed the complexes exhibited a higher antimicrobial activity upon irradiation with light. |
| Author | Kiker, Charlotte Elliott, Paul I. P Smitten, Kirsty L Thomas, Jim A Scattergood, Paul A |
| AuthorAffiliation | Department of Chemistry University of Sheffield University of Huddersfield Department of Chemistry & Centre for Functional Materials |
| AuthorAffiliation_xml | – name: Department of Chemistry – name: University of Huddersfield – name: Department of Chemistry & Centre for Functional Materials – name: University of Sheffield |
| Author_xml | – sequence: 1 givenname: Kirsty L surname: Smitten fullname: Smitten, Kirsty L – sequence: 2 givenname: Paul A surname: Scattergood fullname: Scattergood, Paul A – sequence: 3 givenname: Charlotte surname: Kiker fullname: Kiker, Charlotte – sequence: 4 givenname: Jim A surname: Thomas fullname: Thomas, Jim A – sequence: 5 givenname: Paul I. P surname: Elliott fullname: Elliott, Paul I. P |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/34123147$$D View this record in MEDLINE/PubMed |
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| Snippet | Cellular uptake, luminescence imaging and antimicrobial activity against clinically relevant methicillin-resistant
S. aureus
(MRSA) bacteria are reported. The... Cellular uptake, luminescence imaging and antimicrobial activity against clinically relevant methicillin-resistant (MRSA) bacteria are reported. The osmium(ii)... Cellular uptake, luminescence imaging and antimicrobial activity against clinically relevant methicillin-resistant S. aureus (MRSA) bacteria are reported. The... |
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| SubjectTerms | Absorption spectra Antiinfectives and antibacterials Antimicrobial agents Aqueous solutions Charge transfer Chemistry Image resolution Isomers Luminescence Near infrared radiation Osmium Toxicity Triazoles |
| Title | Triazole-based osmium() complexes displaying red/near-IR luminescence: antimicrobial activity and super-resolution imaging |
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