Advantages of Induced Circular Dichroism Spectroscopy for Qualitative and Quantitative Analysis of Solution-Phase Cyclodextrin Host–Guest Complexes
Abstract
:1. Introduction
2. Results
2.1. CD and UV Spectroscopy Measurements
2.1.1. Comparison of Bifonazole and Fenbufen
2.1.2. Comparison of Fenoprofen and Nimesulide
2.2. NMR Measurements
2.3. Molecular Dynamic and Quantum Chemical Calculations
3. Discussion
3.1. Bifonazole and Fenbufen
3.1.1. Bifonazole
3.1.2. Fenbufen
3.2. Fenoprofen and Nimesulide
3.2.1. Fenoprofen
3.2.2. Nimesulide
3.3. Transition Dipole Moment Vectors
4. Materials and Methods
4.1. Materials
4.2. NMR Measurements
4.3. CD Measurements
Preparation of Solutions for CD Measurements
4.4. Computational Methods
4.4.1. Preparation of the Compounds
4.4.2. Preparation of β-Cyclodextrin
4.4.3. Molecule Dynamic Simulations
4.4.4. Quantum Mechanics Calculations
5. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
References
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Transition Dipole Moment (D) | ||||
---|---|---|---|---|
X | Y | Z | Total | |
Fenoprofen (water) | 0.0917 | −0.5624 | −0.4419 | 0.7211 |
Fenoprofen–BCyD | −0.0456 | −0.0700 | 0.1518 | 0.1732 |
Fenbufen (water) | −0.9793 | −0.8206 | −0.4739 | 1.3627 |
Febufen–BCyD | 0.0105 | −0.1213 | 0.2067 | 0.2398 |
Nimesulide (water) | 0.5110 | 0.2802 | 0.2288 | 0.6261 |
Nimesulide–BCyD | −0.5166 | −0.3848 | −1.3888 | 1.5309 |
Bifonazole (water) | −0.3578 | −0.2423 | −0.0594 | 0.4361 |
Bifonazole–BCyD biphenyl in ring | −0.0514 | 0.7572 | −0.7827 | 1.0902 |
Bifonazole–BCyD phenyl in ring | −1.3510 | 1.9622 | −3.2134 | 4.0002 |
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Kraszni, M.; Balogh, B.; Mándity, I.; Horváth, P. Advantages of Induced Circular Dichroism Spectroscopy for Qualitative and Quantitative Analysis of Solution-Phase Cyclodextrin Host–Guest Complexes. Int. J. Mol. Sci. 2024, 25, 412. https://doi.org/10.3390/ijms25010412
Kraszni M, Balogh B, Mándity I, Horváth P. Advantages of Induced Circular Dichroism Spectroscopy for Qualitative and Quantitative Analysis of Solution-Phase Cyclodextrin Host–Guest Complexes. International Journal of Molecular Sciences. 2024; 25(1):412. https://doi.org/10.3390/ijms25010412
Chicago/Turabian StyleKraszni, Márta, Balázs Balogh, István Mándity, and Péter Horváth. 2024. "Advantages of Induced Circular Dichroism Spectroscopy for Qualitative and Quantitative Analysis of Solution-Phase Cyclodextrin Host–Guest Complexes" International Journal of Molecular Sciences 25, no. 1: 412. https://doi.org/10.3390/ijms25010412