Combined Computational and Experimental Studies of Anabasine Encapsulation by Beta-Cyclodextrin
Abstract
:1. Introduction
2. Results and Discussion
2.1. In Silico Studies
2.1.1. Molecular Docking of Anabasine against α-, β-, γ-cyclodextrins
2.1.2. Molecular Dynamics (MD) Simulations
2.1.3. MMPBSA of the β CD-Anabasine Complex
2.2. Experimental Studies
2.2.1. Surface Morphology Study of the Anabasine-β-CD Complexes Samples
2.2.2. Study of the Structure of the Obtained Anabasine-β-CD Supramolecular Inclusion Complexes
2.2.3. Thermal Analysis of Anabasine-β CD Inclusion Complexes Samples by Differential Thermogravimetry and Differential Scanning Calorimetry
3. Experimental
3.1. Geometric Parameters of α-, β-, γ-cyclodextrins and Anabasine
3.2. Molecular Docking
3.3. MD Simulations
3.4. Complex Preparation
3.5. Spectroscopic Measurements
3.6. Surface Morphology
3.7. Thermal Analysis
4. 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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Carbon Atom Number | Group | The Value of δ0 in the Free State, ppm | The Value of δ in the Composition of the Complex, ppm | The Value of δ in the Composition of the Complex, ∆δ = δ − δ0, ppm | |||
---|---|---|---|---|---|---|---|
CHx | δ(1H) | δ(13C) | δ(1H) | δ(13C) | ∆δ(1H) | ∆δ(13C) | |
Anabasine | |||||||
2 | -CHax | 2.610 | 47.203 | 2.610 | 47.163 | 0 | −0.04 |
-CHeq | 2.991 | 2.991 | 0 | ||||
3 | -CH2- | 1.882 | 25.973 | 1.750 | 25.952 | −0.132 | −0.021 |
4 | -CH2- | 1.452 | 25.510 | 1.442 | 25.480 | −0.010 | −0.030 |
5 | -CH2- | 1.471 | 35.245 | 1.374 | 35.212 | −0.097 | −0.033 |
6 | >CH- | 3.542 | 59.272 | 3.556 | 59.335 | 0.014 | −0.06 |
7 | >C= | – | 141.602 | – | 141.571 | – | −0.031 |
8 | -CH=N | 8.500 | 148.263 | 8.490 | 148.285 | −0.010 | 0.022 |
10 | -CH=N | 8.380 | 148.620 | 8.380 | 148.62 | 0 | 0 |
11 | -CH= | 7.263 | 123.660 | 7.274 | 123.702 | 0.011 | 0.042 |
12 | -CH= | 7.680 | 134.522 | 7.680 | 134.665 | 0 | 0.143 |
β-CD | |||||||
1 | >CH- | 4.773 | 102.432 | 4.796 | 102.667 | 0.023 | 0.235 |
2 | >CH- | 3.270 | 72.875 | 3.303 | 72.965 | 0.033 | 0.091 |
3 | >CH- | 3.49 | 73.545 | 3.615 | 73.685 | 0.123 | 0.140 |
4 | >CH- | 3.302 | 82.005 | 3.345 | 82.168 | 0.042 | 0.163 |
5 | >CH- | 3.450 | 72.525 | 3.560 | 72.658 | 0.110 | 0.133 |
6 | -CH2- | 3.572 | 60.402 | 3.635 | 60.576 | 0.063 | 0.174 |
Method | Freeman–Carroll | Sharp–Wentworth | Ahar | Coates–Redfern | |||||
---|---|---|---|---|---|---|---|---|---|
Sample | E, kJ/mol | n | E, kJ/mol | 109, min−1 | E, kJ/mol | 107, min−1 | E, kJ/mol | 103, min−1 | |
β-CD * | 548.71 | 1.40 | 712.24 | 1.27 | 600.84 | 1.10 | 458.70 | 1.32 | |
Anabasine-β CD 1:1 | 138.80 | 1.90 | 225.20 | 1.55 | 182.09 | 2.88 | 166.30 | 3.38 | |
Anabasine-β CD 1:2 | 328.83 | 2.81 | 356.06 | 4.13 | 336.70 | 6.13 | 281.36 | 2.40 | |
Anabasine-β CD 1:3 | 217.25 | 2.19 | 312.34 | 8.06 | 249.60 | 4.73 | 234.92 | 4.19 |
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Muldakhmetov, Z.; Fazylov, S.; Nurkenov, O.; Gazaliev, A.; Sarsenbekova, A.; Pustolaikina, I.; Nurmaganbetov, Z.; Seilkhanov, O.; Alsfouk, A.A.; Elkaeed, E.B.; et al. Combined Computational and Experimental Studies of Anabasine Encapsulation by Beta-Cyclodextrin. Plants 2022, 11, 2283. https://doi.org/10.3390/plants11172283
Muldakhmetov Z, Fazylov S, Nurkenov O, Gazaliev A, Sarsenbekova A, Pustolaikina I, Nurmaganbetov Z, Seilkhanov O, Alsfouk AA, Elkaeed EB, et al. Combined Computational and Experimental Studies of Anabasine Encapsulation by Beta-Cyclodextrin. Plants. 2022; 11(17):2283. https://doi.org/10.3390/plants11172283
Chicago/Turabian StyleMuldakhmetov, Zeinolla, Serik Fazylov, Oral Nurkenov, Arstan Gazaliev, Akmaral Sarsenbekova, Irina Pustolaikina, Zhangeldy Nurmaganbetov, Olzhas Seilkhanov, Aisha A. Alsfouk, Eslam B. Elkaeed, and et al. 2022. "Combined Computational and Experimental Studies of Anabasine Encapsulation by Beta-Cyclodextrin" Plants 11, no. 17: 2283. https://doi.org/10.3390/plants11172283