Antimicrobial Activity of Silver Camphorimine Complexes against Candida Strains
Abstract
:1. Introduction
2. Results
2.1. Analysis of Complex 1 by XPS
2.2. Silver Chloride Derived Complexes
2.3. Antimicrobial Activity Assessment
3. Materials and Methods
3.1. General Procedures
3.2. Synthesis
3.3. Antibacterial Activity Determinations
3.4. Assessment of Complexes Anti-Candida Activity
3.5. Toxicity Assessment
3.6. X-ray Photoelectron Spectroscopy
4. Conclusions
Author Contributions
Funding
Acknowledgments
Conflicts of Interest
References
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COMPLEX | LIGAND (L) | IR (cm−1) a | 13C NMR (δ ppm) | ||||
---|---|---|---|---|---|---|---|
Y | Z | νC=O | νC=N | C=O | C=N | ||
[{AgIL}2(µ-O)] | IL (1) | NHCOOMe | 1722 | 1649 | (b) | ||
[{Ag(IIL)}2(µ-O)] | IIL (2) | C6H5 | 1745 | 1652 | 207.4 | 173.3 c | |
[{Ag(IIIL)}2(µ-O)] | IIIL (3) | 4-CH3C6H4 | 1747 | 1653 | 206.8 | 171.9 d | |
[Ag(OH)(IVL´)] e | IVL (4) | 4-NH2C6H4 | 1733 | 1642 f | 207.8 | 169.1 c | |
[{Ag(OH)}(VL)] | VL (5) | 4-C6H4 | 1754 | 1685 | 207.3 | 173.2 c | |
[{Ag(OH)}3(VIL)2] | VIL (6) | 3-C6H4 | 1751 | 1668 | 206.6 | 173.0 g | |
[Ag(OH)(VIIL)] | VIIL (7) | 4-(C6H4)2 | 1745 | 1660 | 206.7 | 172.5 g |
COMPLEX | LIGAND (L) | IR (cm−1) | 13C NMR (δ ppm) | ||||
---|---|---|---|---|---|---|---|
Y | Z | νC=O | νC=N | C=O | C=N | ||
[Ag(IIL)]Cl | IIL (8) | C6H5 | 1744 | 1651 | 207.5 | 173.2 a | |
[{Ag(IIIL)}2(µ-O)] | IIIL (3) | 4-CH3C6H4 | 1747 | 1654 | 206.8 | 171.9 b | |
[{Ag(NH3)}2(μ-VL)(μ-O)] | VL (9) | 4-C6H4 | 1744 | 1651 | 207.5 | 173.2 b | |
[Ag(VIL)2]Cl | VIL (10) | 3-C6H4 | 1750 | 1661 | 207.2 | 173.8 a | |
[Ag2(μ-VIL)(µ-O)] | VIL (10A) | 3-C6H4 | 1749 | 1660 | 207.3 | 173.9 a |
Complex. | MIC50 (µg/mL) | MIC (µg/mL) | IC50 a (µg/mL) | ||||
---|---|---|---|---|---|---|---|
C. albicans | C. glabrata | E. coli ATCC25922 | B. contaminans IST408 | P. aeruginosa 477 | S. aureus Newman | V79 Cells | |
2 | 7.8 ± 0.1 | 15.6 ± 0.1 | 59.4 ± 0.3 | 47 ± 7 | 19 ± 3 | 125 | 7 ± 5 |
3 | 31.3 ± 0.1 | 31.3 ± 0.1 | 56 ± 5 | 78 ± 2 | 43 ± 11 | 58 ± 2 | 8 ± 5 |
6 | 7.8 ± 0.1 | 15.6 ± 0.1 | 125 | 125 | 60 ± 7 | 125 | 3 ± 1 |
7 | 15.6 ± 0.1 | 15.6 ± 0.1 | 54 ± 3 | >125 | 61 ± 4 | >125 | 12 ± 5 |
8 | 125 ± 1 | 250 ± 1 | 250 | >250 | 112± 14 | 250 | 25 ± 14 |
9 | 3.9 ± 0.4 | 7.8 ± 0.1 | 32 ± 1 | 125 | 19 ± 3 | 125 | 2 ± 1 |
10 | - | - | >250 | >250 | >250 | >250 | - |
10A | 3.9 ± 0.1 | 15.6 ± 0.1 | 52.2 ± 0.2 | 23 ± 3 | 43 ± 10 | 125 | 1.7 ± 0.9 |
Ag(OAc) | >500 | >500 | 30.9 ± 0.4 | 12 ± 2 | 16 ± 3 | 29.5 ± 0.1 | 0.6 ± 0.2 |
AgCl | 500 ± 1 | >500 | 14 ± 2 | 10 ± 1 | 12 ± 1 | 30 ± 2 | >30 |
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Costa, J.P.; Pinheiro, M.J.F.; Sousa, S.A.; Botelho do Rego, A.M.; Marques, F.; Oliveira, M.C.; Leitão, J.H.; P. Mira, N.; N. N. Carvalho, M.F. Antimicrobial Activity of Silver Camphorimine Complexes against Candida Strains. Antibiotics 2019, 8, 144. https://doi.org/10.3390/antibiotics8030144
Costa JP, Pinheiro MJF, Sousa SA, Botelho do Rego AM, Marques F, Oliveira MC, Leitão JH, P. Mira N, N. N. Carvalho MF. Antimicrobial Activity of Silver Camphorimine Complexes against Candida Strains. Antibiotics. 2019; 8(3):144. https://doi.org/10.3390/antibiotics8030144
Chicago/Turabian StyleCosta, Joana P., M. Joana F. Pinheiro, Sílvia A. Sousa, Ana M. Botelho do Rego, Fernanda Marques, M. Conceição Oliveira, Jorge H. Leitão, Nuno P. Mira, and M. Fernanda N. N. Carvalho. 2019. "Antimicrobial Activity of Silver Camphorimine Complexes against Candida Strains" Antibiotics 8, no. 3: 144. https://doi.org/10.3390/antibiotics8030144