Preparation of Quinolinium Salts Differing in the Length of the Alkyl Side Chain
Abstract
:1. Introduction
2. Results and Discussion
2.1. Synthesis and HPLC Analysis
2.2. In-Vitro Antimicrobial Activity Assessment
3. Experimental
3.1. General
3.1.1. Synthesis
3.1.2. HPLC Analysis
3.2. In-Vitro Antimicrobial Testing
3.2.1. Antifungal Activity
3.2.2. Antibacterial Activity
4. Conclusions
Acknowledgements
References and Notes
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Sample Availability: Samples of the compounds are available from the authors. |
Compound | Side alkylating chain (R) | Yield (%) | m.p. (°C) | HPLC Rt (min) |
---|---|---|---|---|
3 | C8 | 40.64 | 66–68 | 5.15 |
4 | C10 | 34.32 | 48–50 | 5.94 |
5 | C12 | 33.71 | 73–75 | 6.84 |
6 | C14 | 34.99 | 98–100 | 7.87 |
7 | C16 | 22.32 | 90–92 | 9.07 |
8 | C18 | 22.16 | 92–94 | 10.48 |
9 | C20 | 7,35 | 98–99 | 12,09 |
Bacterial strains | MIC (μM/L) | MBC (μM/L) | |
---|---|---|---|
24 hours | 48 hours | 48 hours | |
Staphylococcus aureus ATCC6538 | 15.62 | 15.62 | 15.62 |
Staphylococcus aureus MRSA HK5996/08 | 15.62 | 15.62 | 15.62 |
Staphylococcus epidermidis HK6966/08 | 7.81 | 15.62 | 15.62 |
Enterococcus sp. HK14365/08 | 31.25 | 62.50 | 62.50 |
Escherichia coli ATCC8739 | 125.00 | 125.00 | 125.00 |
Klebsiella pneumoniae HK11750/08 | 125.00 | 125.00 | 125.00 |
Klebsiella pneumoniae ESBL HK14368/08 | 125.00 | 125.00 | 125.00 |
Pseudomonas aeruginosa ATCC9027 | 250.00 | 250.00 | 250.00 |
Fungal strains | MIC (μM/L) | MFC (μM/L) | |
---|---|---|---|
24 hours | 48 hours | 48 hours | |
Candida albicans ATCC 44859 | 15.62 | 15.62 | 15.62 |
Candida krusei E28 | 15.62 | 15.62 | 15.62 |
Candida tropicalis 156 | 15.62 | 15.62 | 15.62 |
Candida glabrata 20/I | 7.81 | 15.62 | 15.62 |
Trichosporon beigelii 1188 | 15.62 | 62.50 | 62.50 |
Aspergillus fumigatus 231 | 62.50 | 125.00 | 250.00 |
Aspergillus corymbifera 272 | 500.00 | 500.00 | 500.00 |
Trichophyton mentagrophytes 445 | 31.25 | 31.25 | 62.50 |
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Marek, J.; Buchta, V.; Soukup, O.; Stodulka, P.; Cabal, J.; Ghosh, K.K.; Musilek, K.; Kuca, K. Preparation of Quinolinium Salts Differing in the Length of the Alkyl Side Chain. Molecules 2012, 17, 6386-6394. https://doi.org/10.3390/molecules17066386
Marek J, Buchta V, Soukup O, Stodulka P, Cabal J, Ghosh KK, Musilek K, Kuca K. Preparation of Quinolinium Salts Differing in the Length of the Alkyl Side Chain. Molecules. 2012; 17(6):6386-6394. https://doi.org/10.3390/molecules17066386
Chicago/Turabian StyleMarek, Jan, Vladimir Buchta, Ondrej Soukup, Petr Stodulka, Jiri Cabal, Kallol K. Ghosh, Kamil Musilek, and Kamil Kuca. 2012. "Preparation of Quinolinium Salts Differing in the Length of the Alkyl Side Chain" Molecules 17, no. 6: 6386-6394. https://doi.org/10.3390/molecules17066386