Effectiveness of New Antifungal Drugs Against Microscopic Fungi Isolated from Agricultural Crops

Authors

DOI:

https://doi.org/10.15407/microbiolj87.01.036

Keywords:

microscopic fungi, guanidine derivatives, antifungal drugs, antagonistic properties

Abstract

Guanidines are nitrogen-rich organic compounds that have been frequently associated with a wide range of biological activities, such as antibacterial, antiviral, antifungal, and antiprotozoal activities. Guanidinium-containing oligomers based on aliphatic and aromatic oligoepoxides are newly synthesized substances with antifungal activity, providing prospects for their use as agricultural fungicides. Aim. The aim of the study was to investigate the effectiveness of new antifungal drugs against microscopic fungi isolated from agricultural crops and to determine the antagonistic activity of Trichoderma koningii and Trichoderma viride. Methods. The guanidine-containing alkyl-substituted oligomer was obtained through the reaction of the aromatic DER-331 or aliphatic DEG-1 oligoepoxide with guanidine, followed by interaction with alkyl bromides. The fungicidal activity was determined using the agar diffusion method on nutrient media with the following fungal strains: Alternaria alternatа F-41618, Alternaria infectoria F-416121, Aspergillus niger F-41611, Aspergillus flavus F-41612, Acremonium strictum F-41615, Chaetomium globosum F-41617, Сladosporium sphaerospermum F-41623, Botrytis cinerea F-41603, Fusarium poae F-41610, and Fusarium moniliforme F-41605. To compare the effectiveness of the newly synthesized antifungal drugs with existing agents for treating agricultural crops, the following preparations were selected:  "ROYALFLO", "MEDIAN EXTRA", and "STROBI". The determination of interspecies interactions among microscopic fungi was conducted using the agar block method with antagonist cultures isolated from soil, namely Trichoderma viride F-41256 and Trichoderma koningii F-41246. Results. The research results indicate that the newly synthesized fungicidal preparations from the group of guanidine-containing derivatives exhibit moderate fungicidal and fungistatic properties against these representatives of microscopic fungi. Our tests have demonstrated that the most effective biocide is a preparation of tetraalkyl-substituted oligomers based on an aromatic oligoepoxide. The strains of Alternaria infectoria, Aspergillus flavus, Acremonium strictum, Chaetomium globosum, Cladosporium sphaerospermum, and Fusarium moniliforme showed high sensitivity to it, while Alternaria alternata exhibits - medium sensitivity. The strains of Aspergillus niger, Botrytis cinerea, and Fusarium poae displayed low sensitivity. The fungicide "STROBI" demonstrated the highest effectiveness among the biocidal preparations: the size of the growth retardation zone on the 14th day of cultivation decreased insignificantly compared to the other studied preparations. According to the experimental results, Trichoderma koningi exhibited superior antagonistic properties compared to Trichoderma viride. Acremonium strictum was nearly completely suppressed by the block culture Trichoderma viride. Significant fungicidal action with large zones of growth retardation was observed in the test cultures of Alternaria alternata and Cladosporium sphaerospermum. Conclusions. It was found that newly synthesized guanidine-containing preparations exhibited moderate fungicidal and fungistatic properties. Although some drugs available on the market demonstrate much higher efficiency, the investigated compounds show promise due to their specific selectivity of action, especially in cases of resistance formation to other fungicidal drugs. Furthermore, the study demonstrates that the Trichoderma koningii strain exhibits a stronger antagonistic effect on fungi isolated from agricultural crops, offering the potential for the development of an effective antifungal agent.

Downloads

Download data is not yet available.

References

Al-Ani, L. K. T. (2018). Trichoderma from extreme environments: physiology, diversity, and antagonistic activity. Extremophiles in Eurasian ecosystems: ecology, diversity, and applications, 389-403. https://doi.org/10.1007/978-981-13-0329-6_14

Brzezinska, M. S., Walczak, M., Jankiewicz, U., & Pejchalová, M. (2018). Antimicrobial activity of polyhexamethylene guanidine derivatives introduced into polycaprolactone. Journal of Polymers and the Environment, 26, 589-595. https://doi.org/10.1007/s10924-017-0974-9

Feiertag, P., Albert, M., Ecker‐Eckhofen, E. M., Hayn, G., Hönig, H., Oberwalder, H. W., & Topchiev, D. (2003). Structural characterization of biocidal oligoguanidines. Macromolecular rapid communications, 24(9), 567-570. https://doi.org/10.1002/marc.200390085

Gomes, A. R., Varela, C. L., Pires, A. S., Tavares-da-Silva, E. J., & Roleira, F. M. (2023). Synthetic and natural guanidine derivatives as antitumor and antimicrobial agents: A review. Bioorganic Chemistry, 106600. https://doi.org/10.1016/j.bioorg.2023.106600

Koffi-Nevry, R., Manizan, A. L., Tano, K., Bi, Y. Y., Oule, M. K., & Koussémon, M. (2011). Assessment of the antifungal activities of polyhexamethylene-guanidine hydrochloride (PHMGH)-based disinfectant against fungi isolated from papaya (Carica papaya L.) fruit. Afr J Microbiol Res, 5(24), 4162-4169. https://doi.org/10.5897/AJMR11.608

Lysytsya, A., & Kryvoshyya, P. (2023). Comparison of antimicrobial activity of two polymeric guanidine derivatives. Collection of scientific papers «ΛΌГOΣ», Zurich, Switzerland, 78-79. https://doi.org/10.36074/logos-31.03.2023.23

Palát, K., Braunerová, G., Miletín, M., & Buchta, V. (2007). Synthesis and antifungal activity of alkyland arylsulfanylpyridinylguanidines. Chemical Papers, 61(6). https://doi.org/10.2478/s11696-007-0070-z

Peng, Y., Li, S. J., Yan, J., Tang, Y., Cheng, J. P., Gao, A. J., ... & Xu, B. L. (2021). Research progress on phytopathogenic fungi and their role as biocontrol agents. Frontiers in Microbiology, 12, 670135. https://doi.org/10.3389/fmicb.2021.670135

Pysmenna, Y. B., Kurchenko, I. M., & Subbota, A. G. (2016). Antagonistic properties of microscopic fungi isolated from plasterboard. Mikrobiol Z, 78(5), 99-105. https://doi.org/10.15407/microbiolj78.05.099

Vortman, M. Y., Pysmenna, Y. B., Chuenko, A. I., Abdulina, D. R., Kopteva, Z. P., Kopteva, A. E., & Shevchenko, V. V. (2020). Fungicidal and bactericidal activity of the alkyl-substituted guanidine-containing oligomers. Mikrobiol Z, 82(6), 54-63. https://doi.org/10.15407/microbiolj82.06.054

Yassin, M. T., Mostafa, A. A. F., Al-Askar, A. A., Sayed, S. R., & Rady, A. M. (2021). Antagonistic activity of Trichoderma harzianum and Trichoderma viride strains against some fusarial pathogens causing stalk rot disease of maize, in vitro. Journal of King Saud University-Science, 33(3), 101363. https://doi.org/10.1016/j.jksus.2021.101363

Downloads

Published

2025-02-25

How to Cite

Pysmenna, Y., Vortman, M., Lemeshko, V., & Shevchenko, V. (2025). Effectiveness of New Antifungal Drugs Against Microscopic Fungi Isolated from Agricultural Crops. Mikrobiolohichnyi Zhurnal, 87(1), 36-46. https://doi.org/10.15407/microbiolj87.01.036