Chemical study and antibacterial activity of the hydromethanolic extract of soil fungus Thichoderma sp FSF12

Authors

DOI:

https://doi.org/10.33448/rsd-v11i8.30852

Keywords:

Trichoderma; Antimicrobial activity; Endophytic fungi; Substances.

Abstract

Bacterial resistance to antibiotics is a serious public health problem, which can lead to a simple limited infection or even death. The search for new compounds and / or extracts that can help fight these infections must be constantly renewed as a strategy to fight bacterial resistance. The objective of this work was to obtain bioactive substances. Thus, the fungus Trichoderma sp FSF12 was initially grown in cereal medium (rice) and after 28 days of growth the hydromethanolic extract was obtained. The extract was tested using the 96-well plate microdilution method against Gram-positive and Gram-negative bacteria and showed good activity. Then, the hydromethanolic extract had its chemical profile determined by HPLC-DAD, which indicated the presence of substances from different classes of secondary metabolites. The extract was fractionated by column chromatography and led to the isolation of the compounds polyunsaturated fatty acid (1), 5'-inosyl (2), tyrosol (3), harzialactone A (4) and 2-anhydromevalonic (5), which had their structures determined by 1D and 2D Nuclear Magnetic Resonance. The results obtained show the importance of searching for new antibacterial agents.

References

Aligiannis, N., Kalpotzakis, E., Mitaku, S., & Chinou, I. B. (2001). Composition and antimicrobial activity of the essential oils of two Origanum species. Journal of Agricultural and Food Chemistry, 40, 4168-4170.

Arjona-Girona, I., Vinale, F., Ruano-Rosa, D., Lorito, M., & Lópezherrera, C. J. (2014). Effect of metabolites from different Trichoderma strains on the growth of Rosellinia necatrix, the causal agent of avocado white root rot. European Journal of Plant Patholology, 140, 385-397.

Benítez, T., Rincón, A. M., Limón, M. C. E., & Condón, A. C. (2004). Biocontrol mechanisms of Trichoderma strains. International Microbiology, 7(4), 249260.

Bisset, J. A. (1991). Revision of the genus Trichoderma: II infrageneric classification. Canadian Journal of Botany, 69, 11, 2357-2372.

Carvalho, J. M., Paixão, L. K. O., Dolabela, M. F., Marinho, P. S. B., & Marinho, A. M. R. (2016). Phytosterols isolated from endophytic fungus Colletotrichum gloeosporioides (Melanconiaceae). Acta Amazonica, 46(1), 69–72.

Chaverri, P., Samuels, G. J. (2004). Hypocrea / Trichoderma (Ascomycota, Hypocreales, Hypocreaceae): Species with green ascospores. Studies in Mycology, 48, 1-116.

Chen, B., Yin, H.-F., Wang, Z.-S., & Xu, J.-H. (2010). New synthesis of harzialactone A via kinetic resolution using recombinant Fusarium proliferatum lactonase. Tetrahedron Asymmetr, 21, 237-240.

Daniel, J. F. S., & Rodrigues-Filho, E. (2007). Peptaibols of Trichoderma. Natural Product Reports, 24(5), 1128-1141.

Guimarães, D. O., Borges, K. B., Bonato, P. S., & PUPO, M. T. (2009). A Simple Method for the Quantitative Analysis of Tyrosol by HPLC in Liquid Czapek Cultures from Endophytic Fungi. Journal of the Brazilian Chemical Society, 20(1), 188-194.

Harman, G. E., Howell, C. R., Viterbo, A., Chet, I., & Lorito, M. (2004). Trichoderma species-opportunistic, avirulent plant symbionts. Nature Reviews Microbiology, 2, 43-56.

Keszler, Á., Forgács, E., & Kótai, L. (2000). Separation and identification of volatile components in the fermentation broth of Trichoderma atroviride by solid-phase extraction and gas chromatography-mass spectrometry. Journal of Chromatographics Science, 38, 421-424.

Liaudet, L., Mabley, J. G., Pacher, P., Virag, L., Soriano, F. G., Marton, A., Hasko, G., Deitch, E. A., & Szabo, C. (2002). Inosine exerts a broad range of antiinflammatory effects in a murine model of acute lung injury. Annals of Surgery, 235(4), 568-578.

Mabley, J. G., Pacher, P., Liaudet, L., Soriano, F. G., Hasko, G., Marton, A., Szabo, C., & Salzman, L. A. (2003). Inosine reduces inflammation and improves survival in a murine model of colitis. American Journal of Physiology Gastrointestinal and Liver Physiology, 284(1), 138-144.

Machado, D. F. M., Parzianello, F. R., Silva, A. C. F., & Antoniolli, Z. I. (2012). Trichoderma no Brasil: o fungo e o bioagente. Revista de Ciências Agrárias,35(1), 26: 274-288.

Markovic, A. K., Toric, J., Barbaric, M., & Brala, C. J. (2019). Hydroxytyrosol, Tyrosol and Derivatives and Their Potential Effects on Human Health. Molecules 24, 2001.

Nielsen, K. F., & Smedsgaard, J. (2003). Fungal metabolite screening: database of 474 mycotoxins and fungal metabolites for dereplication by standarddised liquid chromatography-UV-mass spectrometry methodology. Journal of Chromatography A, 1002, 111-136.

OMS – Organização Mundial de Saúde. Antimicrobial resistance: global report on surveillance. WHO Library Cataloguing-in-Publication Data, 2021.

Pinhero, E. A. A., Pina, J. R., Feitosa, A. O., Carvalho, J. M., Borges, F. C., Marinho, P. S. B., & Marinho, A. M. R. (2017). Bioprospecting of antimicrobial activity of extracts of endophytic fungi from Bauhinia guianensis. Revista Argentina de Microbiologia, 49(1), 3-6.

Rahimian, R., Fakhfouri, G., Daneshmand, A., Mohammadi, H., Bahremand, A., Rasouli, M. R., Mousavizadeh, K., & Dehpour, A. R. (2010). Adenosine A2A receptors and uric acid mediate protective effects of inosine against TNBS-induced colitis in rats. European Journal of Pharmacology, 649(1-3), 376-381.

Samuels, G. J. (2006). Trichoderma: Systematics, the sexual state, and ecology. Phytopathology, 96(2), 195-206.

Siddiquee, S., Cheong, B. E., Taslima, K., Kausar, H., & Hasan, M. M. (2012). Separation and identification of volatile compounds from liquid cultures of Trichoderma harzianum by GC-MS using three different capillary columns. Journal of chromatographic science, 50(4), 358-367.

Silva, J. G., Souza, I. A., Higino, J. S., Siqueira-Jr, J. P., Pereira, J. V., & Pereira, M. S. V. (2007). Atividade antimicrobiana do extrato de Anacardium occidentale Linn. em amostras multiresistentes de Staphylococcus aureus. Revista Brasileira de Farmacognosia, 17(4), 572-577.

Stoppacher, N., Kluger, B., Zeilinger, S., Krska, R., & Schuhmacher, R. (2011). Identification and profiling of volatile metabolites of the biocontrol fungus Trichoderma atroviride by HS-SPME-GC-MS. Journal of Microbiological Methods, 81(2), 187-193.

Vinale, F., Sivasithamparam, K., Ghisalberti, E. L., Marra, R., Barbetti, M. J., Li, H., Woo, S. L., & Lorito, M. (2008). A novel role for Trichoderma secondary metabolites in the interactions with plants. Physiological and Molecular Plant Pathology, 72(1), 80-86.

Walsh, C. (2000). Molecular mechanisms that confer antibacterial drug resistance. Nature, 406, 775-781.

Wiest, A., Grzegorski, D., Xu, B. W., Goulard, C., Rebuffat, S., Ebbole, D. J., Bodo, B., & Kenerley, C. (2002). Identification of peptaibols from Trichoderma virens and cloning of a peptaibol synthetase. Journal of Biological Chemistry, 277(23), 20862-20868.

Wright, P. M., Seiple, I. B., & Myers, A. G. (2014). The Evolving Role of Chemical Synthesis in Antibacterial Drug Discovery. Angewandte Chemie International Edition, 53, 8840–8869.

Xu, J., Aly, H. A., Wray, V., & Proksch, P. (2011). Polyketide derivatives of endophytic fungus Pestalotiopsis sp. Isolated from the Chinese mangrove plant Rhizophors mucronata. Tetrahedron, 52, 21-25.

Zafari, D., Koushki, M. M., & Bazgir, E. (2008). Biocontrol evaluation of wheat take-all disease by Trichoderma screened isolates. African Journal of Biotechnology, 7(20), 3653-3659.

Zhang. F., Yang, X., Ran, W., & Shen, Q. (2014). Fusarium oxysporum induces the production of proteins and volatile organic compounds by Trichoderma harzianum T-E5. FEMS Microbiology Letters, 359, 116–123.

Published

21/06/2022

How to Cite

CORDEIRO, J. da S. .; PINHEIRO, E. A. A. .; SIQUEIRA, J. E. de S. .; BITENCOURT, H. R. .; MARINHO, P. S. B. .; MARINHO, A. M. do R. . Chemical study and antibacterial activity of the hydromethanolic extract of soil fungus Thichoderma sp FSF12. Research, Society and Development, [S. l.], v. 11, n. 8, p. e35411830852, 2022. DOI: 10.33448/rsd-v11i8.30852. Disponível em: https://rsdjournal.org/index.php/rsd/article/view/30852. Acesso em: 26 dec. 2024.

Issue

Section

Exact and Earth Sciences