Accumulation and identification of secondary metabolites from the fungus Diaporthe (Phomopsis) helianthi Munt.-Cvet. et al.
Abstract
Ye.V. Syvoded, O.V. Kolesnichenko, S.M. Hrysiuk, R.V. Ivannikov
The study presents variability in the qualitative composition and quantitative indicators of secondary mycelium metabolites of the fungus Diaporthe (Phomopsis) helianthi Munt.-Cvet. et al., the most harmful plant pest of Helianthus annuus L. Toxicity of secondary metabolites of D. helianthi was analyzed by determining the average length of seedling shoots of Triticum aestivum L. test object grown on fungus filtrates of different cultivation dates. The maximum toxic effect of D. helianthi was recorded during the germination of Triticum aestivum L. seedlings on a 17-day filtrate of pure mycelium culture of the fungus. The mean length of wheat seedlings in this variant of the experiment decreased by 3.5 times compared with the control and 3.3 times compared with the filtrate of the culture medium of 7 days of cultivation. High-performance liquid chromatography (HPLC) identified secondary metabolites of D. helianthi as fomosin, fomopsolides, cytosporones, and xanthones. There was a redistribution of secondary metabolites due to increase in number of cytosporones, decrease in content of fomopsolides, and termination of xanthone synthesis with increasing time of cultivation of fomopsis mycelium, under conditions of relatively stable indicators of fomosin content.
Keywords: Diaporthe (Phomopsis) helianthi ??.; Secondary metabolites; Mycotoxins
References
Borovikov, V.P. (2013). A popular introduction to modern data analysis in the STATISTICA system. Hotline. Telecom Moscow.
Bötcher, I., Wetzel, T., Dreve, F.V., Kegler X., Naumann, K., Fryer, B., Frauenstein, K., Fuchs, E. (1987). Methods for the determination of diseases and pests of agricultural plants. Agropromizdat, Moscow.
Brady, S.F., Wagenaar, M.M., Singh, M.P., Janso, J.E., Clardy, J. (2000). The Cytosporones, New Octaketide Antibiotics Isolated from an Endophytic Fungus. Organic Letters, 2, 4043–4046.
Butler, E.E., Grisan, E.V. (1977). A key to the genera and selected species of mycotoxin-producing fungi. In T.D. Wyllie and L.G. Morehouse (Eds.). Mycotoxic Fungi, Mycotoxins, Mycotoxicoses. An Encyclopedic Handboo, Marcel Dekker Inc., N.Y., 2, 432–537.
Dudka, I.A., Vasser, S.P., Ellanskaya, I.A., Koval, E.Z. (1982). Methods of experimental mycology. Chief Editor V.I. Bilay. Naukova dumka. Kiev.
Kyryk, M.M., Pikovskyi, M.Y., Azaiki, S.S. (2015). Diseases of seeds of agricultural crops, ??yiv. ZP Komprint.
Kruglov, D.S. (2015). Classification of biologically active compounds of plant origin in the pharmacognosy course. Basic research, 2(21), 4693–4698.
Mathew, F., Harveson, R., Gulya, T., Thompson, S., Block, C. and Markell, S. (2018). Phomopsis Stem Canker of Sunflower. Plant Health Instructor. Doi: http://doi.org/1094/PHI-I-2018-1103-01/
Mazars, Ch., Rossignol M., Auriol, P., Klaebe, A. (1990). Phomozin, a phytotoxin from Phomopsis helianthi, the causal agent of stem canker of sunflower. Phytochemistry, 29(11), 3441–3444. https://doi.org/10.1016/0031-9422(90)85253-C
Reddy, D.V., Sabitha, G., Yadav, J.S. (2015). A cross-metathesis approach to the synthesis of (+) phomopsolide B. Tetrahedron Letters, 56 (27), 4112–4114. Doi: http://doi.org/10.1016/j.tetlet.2015.05.032
Specian, V., Sarragiotto, M., Pamphile, J., Clemente, E. (2012). Chemical characterization of bioactive compounds from the endophytic fungus Diaporthe helianthi isolated from Luehea divaricata. Braz. J. Microbiol, 43(3), 1174–1182. https://doi.org/10.1590/S1517-83822012000300045
Syvoded, Ye.V., Kolesnichenko, O.V., Li?hanov, A.F. (2018). Cytotoxic and mutagen action of secondary metabolites Phomopsis helianti M. Scientific reports of NULIP of Ukraine, 6(76). Available from: www.journals.nubip.edu.ua/index.php/http://dx.doi.org/10.31548/dopovidi2018.06.003
Qing-Wei Tan, Pei-Hua Fang, Jian-Cheng Ni, Fangluan Gao, Qi-Jian Chen (2017). Metabolites, Produced by an Endophytic Phomopsis sp. and Their Anti-TMV Activity. Molecules, 22, 2073. Doi: https://doi.org/10.3390/molecules22122073