Synthesis and structure of new modified derivatives based on the quinine molecule and their biological activity

1 Kyle, R. & Shampe, M. (1974). Discoverers of quinine. JAMA. 229(4), article number 462. DOI: 10.1001/jama.229.4.462. Open DOISearch in Google Scholar

2 Zhu, W., Pryor, S.C., Putnam, J., Cadet, P. & Stefano, G.B. (2004). Opiate alkaloids and nitric oxide production in the nematode Ascaris suum. J. Parasitol. 90(1), 15–22. https://www.jstor.org/stable/3286120 Search in Google Scholar

3 Sobczak-Kupiec, A., Malina, D., Piątkowski, M., Krupa-Zuczek, K., Wzorek, Z. & Tyliszczak, B. (2012). Physicochemical and biological properties of hydrogel/gelatin/hydroxyapatite PAA/G/HAp/AgNPs composites modified with silver nanoparticles. J. Nanosci. Nanotechnol. 12(12), 9302–9311. DOI: 10.1166/jnn.2012.6756. Open DOISearch in Google Scholar

4 Flückiger, F.A. & Hanbury, D. (1879). Pharmacographia: A history of the principal drugs of vegetable origin, met with in Great Britain and British India. Macmillan and Co., London. Search in Google Scholar

5 Uskov, A.N., Soloviev, A.I., Kravtsov, V.Yu., Gudkov, R.V., Kolomoets, Ye.,V. & Levkovsky, A.Ye. (2018). Molecular genetic mechanisms of Plasmodium Falciparum virulence and pathogenesis of tropical malaria. J. Infectology. 10(3), 23–29. DOI: 10.22625/2072-6732-2018-10-3-23-29. Open DOISearch in Google Scholar

6 Khusanov, B. & Rikhsieva, B. (2019). Thickness dimensions of the contact layer of soil-rigid body interaction. E3S Web Conf. 97, 1–7. DOI: 10.1051/e3sconf/20199704040. Open DOISearch in Google Scholar

7 Pozharskiy, A.S., Aubakirova, K.P., Gritsenko, D.A., Tlevlesov, N.I., Karimov, N.Z., Galiakparov, N.N. & Ryabushkina, N.A. (2020). Genotyping and morphometric analysis of Kazakhstani grapevine cultivars versus Asian and European cultivars. Genet. Mol. Res. 19(1), article number gmr18482. DOI: 10.4238/gmr18482. Open DOISearch in Google Scholar

8 Nurtas, M., Baishemirov, Z., Tsay, V., Tastanov, M. & Zhanabekov, Z. (2020). Applying neural network for predicting cardiovascular disease risk. News Nat. Acad. Sci. Rep. of Kazakhstan-Ser. Phys.-Mathem. 4(332), 28–34. DOI: 10.32014/2020.2518-1726.62. Open DOISearch in Google Scholar

9 Gritsenko, D., Pozharsky, A., Deryabina, N., Kassenova, A. & Galiakparov, N. (2019). Genetic Analysis of Hemagglutinin Proteins of H3 and H1 Subtypes in Kazakhstan. Genet-Belgrade. 51(2), 511–524. DOI: 10.2298/GENSR1902511G. Open DOISearch in Google Scholar

10 Baimbetov, A., Bizhanov, K., Yergeshov, K., Bayramov, B., Yakupova, I. & Bozshagulov, T. (2018). One year continuously monitoring follow up results after single procedure atrial fibrillation ablation using cryoballoon second generation. Eur. Heart J. 39, 1225–1225. DOI: 10.1093/eurheartj/ehy566.P5772. Open DOISearch in Google Scholar

11 Baimbetov, A.K., Abzaliev, K.B., Jukenova, A.M., Bizhanov, K.A., Bairamov, B.A. & Ualiyeva, A.Y. (2022). The efficacy and safety of cryoballoon catheter ablation in patients with paroxysmal atrial fibrillation. Ir. J. Med. Sci. 191(1), 187–193. DOI: 10.1007/s11845-021-02560-z. Open DOISearch in Google Scholar

12 Ajayi, A.A. (2000). Mechanisms of chloroquine-induced pruritus. Clin. Pharmacol. Ther. 68(3), article numder 336. https://pubmed.ncbi.nlm.nih.gov/11014416/ Search in Google Scholar

13 Tyliszczak, B., Drabczyk, A., Kudłacik-Kramarczyk, S., Bialik-Wąs, K. & Sobczak-Kupiec, A. (2017). In vitro cytotoxicity of hydrogels based on chitosan and modified with gold nanoparticles. J. Polym. Res. 24(10), article number 153. DOI: 10.1007/s10965-017-1315-3. Open DOISearch in Google Scholar

14 Gumenyuk, S.A. & Baichorova, O.Kh. (2021). Briefly about the SARS-COV-2 coronavirus and its mutations. Available at: https://cemp.msk.ru/info/articles/kratko-o-koronaviruse-sarscov-2-i-ego-mutatsiyakh/ Search in Google Scholar

15 Gautret, P., Lagier, J.-C., Parola, P., Brouqui, P. & Raoult, D. (2020). Hydroxychloroquine and azithromycin as a treatment of COVID-19: results of an open-label non-randomized clinical trial. Int. J. Antimicrob. Agents. 56(1), article number 105949. DOI: 10.1016/j.ijantimicag.2020.105949. Open DOISearch in Google Scholar

16 Chen, Z., Hu, J., Zhang, Z., Jiang, S., Han, S., Yan, D., Zhuang, R., Hu, B. & Zhang, Z. (2020). Efficacy of hydroxychloroquine in patients with COVID-19: Results of a randomized clinical trial. DOI: 10.1101/2020.03.22.20040758. Open DOISearch in Google Scholar

17 Tyliszczak, B., Drabczyk, A. & Kudłacik–Kramarczyk, S. (2018). Smart, self-repair polymers based on acryloyl-6-aminocaproic acid and modified with magnetic nanoparticles – preparation and characterization. Int. J. Polym. Anal. Charact. 23(3), 226–235. DOI: 10.1080/1023666X.2017.1417757. Open DOISearch in Google Scholar

18 Tyliszczak, B., Kudłacik-Kramarczyk, S., Drabczyk, A., Bogucki, R., Olejnik, E., Kinasiewicz, J. & Głąb, M. (2019). Hydrogels containing caffeine and based on Beetosan® – proecological chitosan – preparation, characterization, and in vitro cytotoxicity. Int. J. Polym. Mater. Polym. Biomater. 68(15), 931–935. DOI: 10.1080/00914037.2018.1525537. Open DOISearch in Google Scholar

19 Barennes, H., Sterlingot, H., Nagot, N., Bourée, P. & Pussard, E. (2003). Intrarectal pharmacokinetics of two formulations of quinine in children with falciparum malaria. Eur. J. Clin. Pharmacol. 58(10), 649–652. DOI: 10.1007/s00228-002-0546-2. Open DOISearch in Google Scholar

20 Blinova, K.F., Borisova, N.A. & Gortinsky, G.B. (1990). Botanical-pharmacognostic dictionary. Vysshaya Shkola, Moscow. Search in Google Scholar

21 Woodward, R. & Doering, W. (1944). Complete synthesis of quinine. J. Am. Chem. Soc. 66, 849–850. Search in Google Scholar

22 Collins, M. (2000). Medieval herbals: The illustrative traditions. University of Toronto Press, Toronto. Search in Google Scholar

23 Wexler, P. (2005). Encyclopedia of toxicology. Elsevier, Amsterdam. Search in Google Scholar

24 Yushchuk, N.D. & Vengerov, Yu.Ya. (2009). Infectious diseases: National guidelines. GEOTAR-media, Moscow. Search in Google Scholar

25 Bassetti, M., Vena, A., & Giacobbe, D.R. (2020). The novel Chinese coronavirus (2019-nCoV) infections: Challenges for fighting the storm. Eur. J. Clin. Invest. 50(3), article number e13209. DOI: 10.1111/eci.13209. Open DOISearch in Google Scholar

26 Baig, A.M., Khaleeq, A., Ali, U. & Syeda, H. (2020). Evidence of the COVID-19 virus targeting the CNS: Tissue distribution, host-virus interaction, and proposed neurotropic mechanisms. ACS Chem. Neurosci. 11(7), 995–998. DOI: 10.1021/acschemneuro.0c00122. Open DOISearch in Google Scholar

27 Melnik, A.A. (2020). New treatment options for COVID-19 infection. Available at: https://www.vitalab.dp.ua/index.php?route=simple_blog/article/view&simple_blog_article_id=15 Search in Google Scholar

28 Lodhi, L., Yadav, J.P., Yamazaki, T., Duong, N.T., Poojary, S.L. & Dey, K.K. (2022). NMR crystallographic approach to study the variation of the dynamics of quinine and its quasienantiomer quinidine. J. Phys. Chem. 126(40), 17291–17305. DOI: 10.1021/acs.jpcc.2c04470. Open DOISearch in Google Scholar

29 Adam, A.M.A., Saad, H.A., Refat, M.S., Hegab, M.S., Al-Hazmi, G.H., Mohammed, A.A. & Mohamed, H.M. (2022). The derivation and characterization of quinine charge-transfer complexes with inorganic and organic acceptors in liquid and solid form. J. Mol. Liq. 3591, article number 119206. DOI: 10.1016/j.molliq.2022.119206. Open DOISearch in Google Scholar

30 McNeice, P., Vallana, F.M.F., Coles, S.J., Horton, P.N., Marr, P.C., Seddon, K.R. & Marr, A.C. (2020). Quinine based ionic liquids: A tonic for base instability. J. Mol. Liq. 2971, article number 111773. DOI: 10.1016/j.molliq.2019.111773. Open DOISearch in Google Scholar