Synthesis, Structural Studies and Molecular Modelling of a Novel Imidazoline Derivative with Antifungal Activity
Abstract
:1. Introduction
2. Results and Discussion
2.1. Chemistry
Compound | R |
---|---|
a | |
b | |
c | |
d | |
e | |
f | |
2.2. Microbiology
MIC Value | 4f | Clotrimazole | ||||||
---|---|---|---|---|---|---|---|---|
No. of Strains (n = 41) | % of Strains | MIC50 | MIC90 | No. of Strains (n = 31) | % of Strains | MIC50 | MIC90 | |
0.015 | 0 (0.0) | 0 | 250 | 1000 | 3 | 9.7 | 0.24 | 1.95 |
0.03 | 0 | 0 | 5 | 16.1 | ||||
0.06 | 0 | 0 | 2 | 6.5 | ||||
0.12 | 0 | 0 | 3 | 9.7 | ||||
0.24 | 0 | 0 | 5 | 16.1 | ||||
0.49 | 0 | 0 | 5 | 16.1 | ||||
0.98 | 1 | 2.4 | 3 | 9.7 | ||||
1.95 | 1 | 2.4 | 2 | 6.5 | ||||
3.9 | 1 | 2.4 | 1 | 3.2 | ||||
7.82 | 2 | 4.9 | 2 | 6.5 | ||||
15.63 | 1 | 2.4 | 0 | 0 | ||||
31.25 | 2 | 4.9 | 0 | 0 | ||||
62.5 | 3 | 7.3 | 0 | 0 | ||||
125 | 7 | 17.1 | 0 | 0 | ||||
250 | 5 | 12.2 | 0 | 0 | ||||
500 | 10 | 24.4 | 0 | 0 | ||||
1000 | 7 | 17.1 | 0 | 0 | ||||
>1000 | 1 | 2.4 | 0 | 0 |
2.3. X-ray Analysis
D–H···A | D–H | H···A | D···A | D–H···A | Symmetry Codes |
---|---|---|---|---|---|
N6–H6···O44A | 0.86(4) | 2.57(4) | 3.263(11) | 139(3) | i = x, y, z |
C22–H22···O44A | 0.93 | 2.56 | 3.462(15) | 164 | ii = 1 − x, 1 − y, −z |
N9–H9···N6 | 0.94(4) | 1.88(4) | 2.692(3) | 143(4) |
2.4. Molecular Modelling
3. Experimental Section
3.1. Synthesis
General Procedure to Obtain Compounds 4
3.2. Microbiology
3.3. X-ray Analysis
3.4. Molecular Modelling
4. Conclusions
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Wróbel, T.M.; Kosikowska, U.; Kaczor, A.A.; Andrzejczuk, S.; Karczmarzyk, Z.; Wysocki, W.; Urbańczyk-Lipkowska, Z.; Morawiak, M.; Matosiuk, D. Synthesis, Structural Studies and Molecular Modelling of a Novel Imidazoline Derivative with Antifungal Activity. Molecules 2015, 20, 14761-14776. https://doi.org/10.3390/molecules200814761
Wróbel TM, Kosikowska U, Kaczor AA, Andrzejczuk S, Karczmarzyk Z, Wysocki W, Urbańczyk-Lipkowska Z, Morawiak M, Matosiuk D. Synthesis, Structural Studies and Molecular Modelling of a Novel Imidazoline Derivative with Antifungal Activity. Molecules. 2015; 20(8):14761-14776. https://doi.org/10.3390/molecules200814761
Chicago/Turabian StyleWróbel, Tomasz M., Urszula Kosikowska, Agnieszka A. Kaczor, Sylwia Andrzejczuk, Zbigniew Karczmarzyk, Waldemar Wysocki, Zofia Urbańczyk-Lipkowska, Maja Morawiak, and Dariusz Matosiuk. 2015. "Synthesis, Structural Studies and Molecular Modelling of a Novel Imidazoline Derivative with Antifungal Activity" Molecules 20, no. 8: 14761-14776. https://doi.org/10.3390/molecules200814761