TY  - JOUR
AU  - Nikolić, Vesna D.
AU  - Stanković, Mihajlo
AU  - Nikolić, Ljubiša
AU  - Nikolić, Goran
AU  - Ilić-Stojanović, Snežana
AU  - Popsavin, Mirjana
AU  - Zlatković, Sasa
AU  - Kundaković, Tatjana
PY  - 2013
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/1992
AB  - Molecular inclusion complexes of usnic acid (UA) with beta-cyclodextrin (beta-CD) and 2-hydroxypropyl beta-cyclodextrin (HP beta-CD) were prepared by the co-precipitation method in the solid state in the molar ratio of 1:1. Structural complexes characterization was based on different methods, FTIR, H-1 NMR, XRD and DSC. Parallel to the complex by the above methods, corresponding physical mixtures of UA with cyclodextrins and complexing agents (beta-CD, HP beta-CD and UA) were analyzed. The results of DSC analysis showed that, at around 200 A degrees C, the endothermal peak in the complexes with cyclodextrins originating from the UA melting has disappeared. Complex diffractogram patterns do not contain peaks characteristic for the pure UA. They are more appropriate to cyclodextrin diffractogram. This fact points to the molecular encapsulation of UA in the cyclodextrin cavity. Chemical shifts in H-1 NMR spectra after the inclusion of UA into the cyclodextrin cavity, especially H-3 protons (0.0012 and 0.0102 ppm in the beta-CD and HP beta-CD, respectively) and H-5 and H-6 (0.0134 ppm) and hydrogen from CH3 (0.0073 ppm) HP beta-CD also points to the formation of molecular inclusion complexes. The improved solubility of UA in water was achieved by molecular incapsulation. In the complex with beta-CD the solubility is 0.3 mg/cm(3), with HP beta-CD 4.2 mg/cm(3) while the uncomplexed UA solubility is 0.06 mg/cm(3). The microbial activity of UA and both complexes was tested against eight bacteria and two fungi and during the test no reduced activity of UA in the complexes was observed.
PB  - Springer, Dordrecht
T2  - Journal of Inclusion Phenomena and Macrocyclic Chemistry
T1  - Inclusion complexes with cyclodextrin and usnic acid
VL  - 76
IS  - 1-2
SP  - 173
EP  - 182
DO  - 10.1007/s10847-012-0187-8
ER  - 

@article{
author = "Nikolić, Vesna D. and Stanković, Mihajlo and Nikolić, Ljubiša and Nikolić, Goran and Ilić-Stojanović, Snežana and Popsavin, Mirjana and Zlatković, Sasa and Kundaković, Tatjana",
year = "2013",
abstract = "Molecular inclusion complexes of usnic acid (UA) with beta-cyclodextrin (beta-CD) and 2-hydroxypropyl beta-cyclodextrin (HP beta-CD) were prepared by the co-precipitation method in the solid state in the molar ratio of 1:1. Structural complexes characterization was based on different methods, FTIR, H-1 NMR, XRD and DSC. Parallel to the complex by the above methods, corresponding physical mixtures of UA with cyclodextrins and complexing agents (beta-CD, HP beta-CD and UA) were analyzed. The results of DSC analysis showed that, at around 200 A degrees C, the endothermal peak in the complexes with cyclodextrins originating from the UA melting has disappeared. Complex diffractogram patterns do not contain peaks characteristic for the pure UA. They are more appropriate to cyclodextrin diffractogram. This fact points to the molecular encapsulation of UA in the cyclodextrin cavity. Chemical shifts in H-1 NMR spectra after the inclusion of UA into the cyclodextrin cavity, especially H-3 protons (0.0012 and 0.0102 ppm in the beta-CD and HP beta-CD, respectively) and H-5 and H-6 (0.0134 ppm) and hydrogen from CH3 (0.0073 ppm) HP beta-CD also points to the formation of molecular inclusion complexes. The improved solubility of UA in water was achieved by molecular incapsulation. In the complex with beta-CD the solubility is 0.3 mg/cm(3), with HP beta-CD 4.2 mg/cm(3) while the uncomplexed UA solubility is 0.06 mg/cm(3). The microbial activity of UA and both complexes was tested against eight bacteria and two fungi and during the test no reduced activity of UA in the complexes was observed.",
publisher = "Springer, Dordrecht",
journal = "Journal of Inclusion Phenomena and Macrocyclic Chemistry",
title = "Inclusion complexes with cyclodextrin and usnic acid",
volume = "76",
number = "1-2",
pages = "173-182",
doi = "10.1007/s10847-012-0187-8"
}

Nikolić, V. D., Stanković, M., Nikolić, L., Nikolić, G., Ilić-Stojanović, S., Popsavin, M., Zlatković, S.,& Kundaković, T.. (2013). Inclusion complexes with cyclodextrin and usnic acid. in Journal of Inclusion Phenomena and Macrocyclic Chemistry
Springer, Dordrecht., 76(1-2), 173-182.
https://doi.org/10.1007/s10847-012-0187-8

Nikolić VD, Stanković M, Nikolić L, Nikolić G, Ilić-Stojanović S, Popsavin M, Zlatković S, Kundaković T. Inclusion complexes with cyclodextrin and usnic acid. in Journal of Inclusion Phenomena and Macrocyclic Chemistry. 2013;76(1-2):173-182.
doi:10.1007/s10847-012-0187-8 .

Nikolić, Vesna D., Stanković, Mihajlo, Nikolić, Ljubiša, Nikolić, Goran, Ilić-Stojanović, Snežana, Popsavin, Mirjana, Zlatković, Sasa, Kundaković, Tatjana, "Inclusion complexes with cyclodextrin and usnic acid" in Journal of Inclusion Phenomena and Macrocyclic Chemistry, 76, no. 1-2 (2013):173-182,
https://doi.org/10.1007/s10847-012-0187-8 . .