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Synthesis, characterization and biological evaluation of zinc and copper azasterol complexes against
New copper( i ), copper( ii ) and zinc( ii ) azasterol derivatives were prepared using 20-hydrazone-imidazolin-2-yl-5α-pregnan-3β-ol ( H1 ) as a ligand. The reactions were carried out under mild experimental conditions with different zinc( ii ) and copper( ii ) salts to produce [Zn( H1 ) 2 (OH) 2 ]...
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Published in: | New journal of chemistry 2021-11, Vol.45 (44), p.284-2849 |
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Main Authors: | , , , , , , , , |
Format: | Article |
Language: | |
Online Access: | Get full text |
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Summary: | New copper(
i
), copper(
ii
) and zinc(
ii
) azasterol derivatives were prepared using 20-hydrazone-imidazolin-2-yl-5α-pregnan-3β-ol (
H1
) as a ligand. The reactions were carried out under mild experimental conditions with different zinc(
ii
) and copper(
ii
) salts to produce [Zn(
H1
)
2
(OH)
2
] (
1
), [Zn(
H1
)
2
Cl
2
] (
2
), [Zn(
H1
)
3
(NO
3
)]NO
3
(
3
), [Cu(
H1
)
2
(OH)
2
] (
4
), [Cu(
H1
)
2
]Cl (
5
) and [Cu(
H1
)
2
]NO
3
(
6
). They were fully characterized by analytical and spectroscopic techniques. The molecular structure of these six metal complexes was also investigated by computational methods (DFT) to get information on the most stable geometry configuration around the metal atoms Zn and Cu. Antifungal activities of
H1
, compounds
1-6
, and itraconazole (ITZ) as positive controls were tested
in vitro
against
S. brasiliensis
. The results showed that the fungus was more susceptible to all metal-azasterol complexes than
H1
. The most efficient metal-azasterol complex was [Zn(
H1
)
2
(OH)
2
] (
1
), with IC
50
equal to that of itraconazole (0.25 μM). These biological results demonstrated that metal-azasterol complexes are promising molecules in the search and development of new antifungal compounds.
Characterized zinc- and copper-azasterol complexes acting as promising antifungal agents against
Sporothrix brasiliensis
. Metal-drug synergism was effectively applied. |
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ISSN: | 1144-0546 1369-9261 |
DOI: | 10.1039/d1nj03656d |