The search for substances with the antimicrobial activity among morpholine-containing 2-R-phenyliminothiazole derivatives
Keywords:derivatives of 2-R-phenyliminothiazole, synthesis, Hantzsch reaction, antimicrobial properties, agar diffusion method
The treatment of infectious diseases is one of the global problems of modern medicine. Despite the large amount of medications the problem of creation of new highly effective antimicrobials is a relevant task. This is, mainly, due to the increase of microbial resistance to the widely used antimicrobials. One of the promising ways to solve this task is the search and creation of new antimicrobial substances.
Aim. To search for the substances with the antimicrobial activity among derivatives of morpholine-containing 2-R-phenyliminothiazole, namely N-[4-methyl-2-(R-phenylimino)thiazol-3-yl]-morpholine derivatives.
Results and discussion. The results of the biological screening demonstrated that all compounds studied in the concentration of 1 % revealed the antibacterial and antifungal effect. It was determined that the compounds had the most pronounced antibacterial effect on gram-positive strains of microorganisms (with the average diameter of the inhibition zones of 23-27 mm) and a little less effect on gram-negative strains of microorganisms (with the average diameter of the inhibition zones of 15-25 mm). Compound 3c – N-[4-methyl-2-(2’,5’-dimethylphenylimino)thiazol-3-yl]morpholine hydrochloride showed the highest activity against all strains of microorganisms tested.
Experimental part. The biological screening for the antimicrobial activity was carried out in vitro by the agar diffusion method (“wells” method).
Conclusions. It has been found that N-[4-methyl-2-(R-phenylimino)thiazol-3-yl]-morpholine derivatives can be promising objects for further in-depth studies of the antimicrobial activity and for creating new effective antimicrobial drugs.
- Vorotey, E. S., Voronkova, L. S., Vinnikov, A. I. (2015). Chutlivist plivkoutvoryuyuchih ta neplivkoutvoryuyuchih shtamiv St. aureus do antibiotikiv ta likuvalnih preparativ. Visnik problem biologiyi ta meditsini, 2 (4), 227–282.
- Tulasidas, S., Rao, P., Bhat, S., & Manipura, R. (2018). A study on biofilm production and antifungal drug resistance among Candida species from vulvovaginal and bloodstream infections. Infection and Drug Resistance, Volume 11, 2443–2448. https://doi.org/10.2147/idr.s179462
- 3. Ustoichivost k antibiotikam: Informatcionnyi biulleten. (2016). Vsemirnaia organizatciia zdorovia. Tcentr SMI. Zheneva. Available at: https://www.who.int/ru/news-room/fact-sheets/detail/antibiotic-resistance
- Koftyreva, L. A., Egorova, S. A., Kozhukhova, E. A., Makarova, M. A., Kozlova, N. S., Matveeva, Z. N., Shestakova, T. I., Petrova, L. Iu., & Kicha, E. V. (2009). Kazanskii meditcinskii zhurnal, 90 (5), 699–704.
- Foster, T. J. (2017). Antibiotic resistance in Staphylococcus aureus. Current status and future prospects. FEMS Microbiology Reviews, 41 (3), 430–449. https://doi.org/10.1093/femsre/fux007
- Boichuk, T. N., Burdeynyuk, I.P., Myslytsky, V. F., Khodorowskiy, V. M., & Chornous, V. A. (2016). Bactericidal and antifungal activity of quaternary ammonium salts – a derivative of diphenhydramine. Clinical & Experimental Pathology, 15 (2). https://doi.org/10.24061/1727-4338.XV.2.56.2016.8
- Gotsulya, A. S., Kamyshnyi, O. M., Polishchuk, N. M., Panasenko, O. I., & Knysh, Y. G. (2015). Research of the antimicrobial and antifungal activity of 7–((3–thio–4–R–4H–1,2,4–triazoles–3–yl)methyl)theophylline S-derivatives. Zaporozhye Medical Journal, 4 (91), 95–99. http://dx.doi.org/10.14739/2310-1210.2015.4.50302
- Terenteva, E., Sasmakov, S., Azimov, Sh., Vinogradova, V., Abdurakhmanov, D., Khashimova, Z., & Saidov, A. (2017). Visnyk Kyivskoho natsionalnoho universytetu imeni Tarasa Shevchenka. Biolohiia, (2), 51–55.
- Anusionwu, C. G., Aderibigbe, B. A., & Mbianda, X. Y. (2018). Hybrid molecules development : A versatile landscape for the control of antifungal drug resistance-A Review. Mini-Reviews in Medicinal Chemistry, 19. https://doi.org/10.2174/1389557519666181210162003
- Kulakov, I. V., Nurkenov, O. A., Ahmetova, S. B., Seydahmetova, R. B., Zhambekov, Z. M. (2011). Khimiko–Farmatsevticheskii Zhurnal, 45 (1), 17–20.
- Sarymzakova, R. K., Dzhamanbaev, Zh. A., Abdurashitova, Iu. A., Suleimanova, Sh. S., Sarymzakova, B. K. (2016). Uspekhi sovremennogo estestvoznaniia, 2, 65–69
- Vartanyan, S. O., Sargsyan, A. B., Avakyan, A. S., Agekyan, A. A., Stepanyan, G. M., Paronikyan, R. V. (2015). Him. zhurn. Armenii, 68 (2), 251–258.
- Semwal, A., Nigam, A., Singh, D. C. P. (2011). Synthesis, Characterization and Biological Activity of Novel N–p–methylbenzoyl-N-substituted thiourea. IJDDD, 2 (4), 654–658.
- Ivanov, D.D., Dombrovskii, Ia.A. (2015). Pochki, 4 (14), 50–54.
- Perekhoda, L. O., Yeromina, H. O., Drapak, I. V., Sych, I. A., Demchenko, A. M., & Komykhov, S. O. (2016). The synthesis of N–[4–methyl(41–chlorophenyl) –2–R–phenylіmіnothіazol–3–yl]-morpholine derivatives by Hantzsch reaction. Žurnal Organìčnoï Ta Farmacevtičnoï Hìmìï, 14 (3 (55)), 52–57. https://doi.org/10.24959/ophcj.16.890
- Coyle, M. B. (2005). Manual of Antimicrobial Susceptibility Testing. American Society for Microbiology. American Society for Microbiology, 236.
How to Cite
Copyright (c) 2019 National University of Pharmacy
This work is licensed under a Creative Commons Attribution 4.0 International License.
Authors publishing their works in the Journal of Organic and Pharmaceutical Chemistry agree with the following terms:
1. Authors retain copyright and grant the journal the right of the first publication of the work under Creative Commons Attribution License allowing everyone to distribute and re-use the published material if proper citation of the original publication is given.
2. Authors are able to enter into separate, additional contractual arrangements for the non-exclusive distribution of the journal’s published version of the work (e.g., post it to an institutional repository or publish it in a book) providing proper citation of the original publication.
3. Authors are permitted and encouraged to post their work online (e.g. in institutional repositories or on authors’ personal websites) prior to and during the submission process, as it can lead to productive exchanges, as well as earlier and greater citation of published work (see The Effect of Open Access).