Sevastopol, Sevastopol, Russian Federation
The work is devoted to the study of aggregation of the plant alkaloid berberine with caffeine and C60 fullerene in aqueous solutions. The aggregation of these molecules was investigated by UV/Vis titration technique. Statistical thermodynamic models were used to estimate the equilibrium aggregation constants, while the hetero-association constant of berberine and caffeine was estimated for the first time. The molecular docking technique was used to confirm these quantitative estimates. The results obtained are in full agreement with the conclusions of previous similar studies. The directions of further work on the study of the aggregation of berberine with biologically important molecules are formulated.
berberine, caffeine, C60 fullerene, aggregation, equilibrium constant, UV/Vis spectroscopy
1. Gao Y., Wang F., Song Y., Liu H. The status of and trends in the pharmacology of berberine: A bibliometric review (1985-2018). Chin. Med., 2020, vol. 15, no. 1, art. no. 7. doi:https://doi.org/10.1186/s13020-020-0288-z
2. Malhotra B., Kulkarni G.T., Dhiman N., Joshi D.D., Chander S., Kharkwal A., Sharma A.K., Kharkwal H. Recent advances on berberis aristata emphasizing berberine alkaloid including phytochemistry, pharmacology and drug delivery system. J. Herb. Med., 2021, vol. 27, art. no. 100433. doi:https://doi.org/10.1016/j.hermed.2021.100433
3. Patel P. A bird’s eye view on a therapeutically ‘wonder molecule’: Berberine. Phytomedicine Plus, 2021, vol. 1, no. 3, art. no. 100070. doi:https://doi.org/10.1016/j.phyplu.2021.100070
4. Sudomova M., Berchova-Bimova K., Marzocco S., Liskova A., Kubatka P., Hassan S.T.S. Berberine in human oncogenic herpesvirus infections and their linked cancers. Viruses, 2021, vol. 13, no. 6, art. no. 1014. doi:https://doi.org/10.3390/v13061014
5. Chang W., Chen L., Hatch G.M. Berberine as a therapy for type 2 diabetes and its complications: From mechanism of action to clinical studies. Biochem. Cell Biol., 2015, vol. 93, no. 5, pp. 479-486. doi:https://doi.org/10.1139/bcb-2014-0107
6. Habtemariam S. Recent advances in berberine inspired anticancer approaches: From drug combination to novel formulation technology and derivatization. Molecules, 2020, vol. 25, no. 6, art. no. 1426. doi:https://doi.org/10.3390/molecules25061426
7. Kumar A., Ekavali Chopra K., Mukherjee M., Pottabathini R., Dhull D.K. Current knowledge and pharmacological profile of berberine: An update. Eur. J. Pharmacol., 2015, vol. 761, pp. 288-297. doi:https://doi.org/10.1016/j.ejphar.2015.05.068
8. Bhadra K., Kumar G.S.Interaction of berberine, palmatine, coralyne, and sanguinarine to quadruplex DNA: A comparative spectroscopic and calorimetric study. Biochim. Biophys. Acta BBA - Gen. Subj., 2011, vol. 1810, no. 4, pp. 485-496. doi:https://doi.org/10.1016/j.bbagen.2011.01.011
9. Hill G.M. Attenuation of cytotoxic natural product DNA intercalating agents by caffeine. Sci. Pharm., 2011, vol. 79, no. 4, pp. 729-747. doi:https://doi.org/10.3797/scipharm.1107-19
10. Bhowmik D., Hossain M., Buzzetti F., D’Auria R., Lombardi P., Kumar G.S. Biophysical studies on the effect of the 13 position substitution of the anticancer alkaloid berberine on its DNA binding. J. Phys. Chem. B, 2012, vol. 116, no. 7, pp. 2314-2324. doi:https://doi.org/10.1021/jp210072a
11. Al-Kuraishy H., Al-Gareeb A., Hussien N. Synergistic effect of berberine and pentoxifylline in attenuation of acute kidney injury.Int. J. Crit. Illn. Inj. Sci., 2019, vol. 9, no. 2, art. no. 69. doi:https://doi.org/10.4103/IJCIIS.IJCIIS_85_18
12. Kyzyma O., Bashmakova N., Gorshkova Yu., Ivankov O., Mikheev I., Kuzmenko M., Kutovyy S., Nikolaienko T.Interaction between the plant alkaloid berberine and fullerene C70: Experimental and quantum-chemical study. J. Mol. Liq., 2019, vol. 278, pp. 452-459. doi:https://doi.org/10.1016/j.molliq.2019.01.062
13. Grebinyk A., Prylutska S., Buchelnikov A., Tverdokhleb N., Grebinyk S., Evstigneev M., Matyshevska O., Cherepanov V., Prylutskyy Yu., Yashchuk V., Naumovets A., Ritter U., Dandekar T., Frohme M. C60 fullerene as an effective nanoplatform of alkaloid berberine delivery into leukemic cells. Pharmaceutics, 2019, vol. 11, no. 11, art. no. 586. doi:https://doi.org/10.3390/pharmaceutics11110586
14. Grebinyk A., Yashchuk V., Bashmakova N., Gryn D., Hagemann T., Naumenko A., Kutsevol N., Dandekar T., Frohme M. A new triple system DNA-Nanosilver-Berberine for cancer therapy. Appl. Nanosci., 2019, vol. 9, no. 5, pp. 945-956. doi:https://doi.org/10.1007/s13204-018-0688-x
15. Grebinyk A., Prylutska S., Grebinyk S., Evstigneev M., Krysiuk I., Skaterna T., Horak I., Sun Y., Drobot L., Matyshevska O., Prylutskyy Yu., Ritter U., Frohme M. Antitumor efficiency of the natural alkaloid berberine complexed with C60 fullerene in Lewis lung carcinoma in vitro and in vivo. Cancer Nanotechnol., 2021, vol. 12, no. 1, art. no. 24. doi:https://doi.org/10.1186/s12645-021-00096-6
16. Baranovsky S.F., Bolotin P.A., Evstigneev M.P., Chernyshev D.N.Interaction of ethidium bromide and caffeine with DNA in aqueous solution. J. Appl. Spectrosc., 2009, vol. 76, no. 1, pp. 132-139. doi:https://doi.org/10.1007/s10812-009-9139-5
17. Buchelnikov A.S., Kostyukov V.V., Yevstigneev M.P., Prylutskyy Yu.I. Mechanism of complexation of the phenothiazine dye methylene blue with fullerene C60.Russ. J. Phys. Chem. A, 2013, vol. 87, no. 4, pp. 662-667. doi:https://doi.org/10.1134/S0036024413040067