Anticancer activity of secondary metabolite isolated from the rhizospheric fungus Fusarium oxysporum isolate-ABRF1, 2-propenoic acid, pentadecyl ester
##plugins.themes.bootstrap3.article.sidebar##
Issue
Section
Articles
##plugins.themes.bootstrap3.article.main##
Abstract
Abstract. Sahu MK, Suthakaran S, Ghosh SC, Singh D, Das A, Jha H. 2023. Anticancer activity of secondary metabolite isolated from the rhizospheric fungus Fusarium oxysporum isolate-ABRF1, 2-propenoic acid, pentadecyl ester. Asian J Nat Prod Biochem 21: 88-100. The rhizospheric fungus Fusarium oxysporum ABRF1 from the Achanakmar Biosphere Reserve, Chhattisgarh, India, was evaluated for its anticancer potency using various cellular and molecular assays. A differential cytotoxic profile of the different fractions of the ABRF1 isolate was observed against various cancer cell lines. DNA fragmentation analysis revealed the aqueous and toluene fractions were effective and correlated well with apoptotic gene expression in several breast cancer cells. The fractions showed markedly increased expression of pro-apoptotic protein markers – BAX and cleaved caspase 3 in the breast cancer cells. Structural and functional characterization of potential secondary metabolite from the fungal isolate ABRF1 was carried out using Gas Chromatography with Mass Spectroscopy and Nuclear Magnetic Resonance that characterized as 2-propenoic acid, pentadecyl ester. The underlying mechanisms responsible for the anticancer property were confirmed by molecular docking analysis of 2-propenoic acid, pentadecyl ester, and positive controls such as Doxorubicin and Noscapine. The results showed an efficient binding with molecular targets such as protein kinases (EphA2) and epithelial-to-mesenchymal transition markers (Vimentin) in breast cancer cells. The active metabolite 2-propenoic acid, pentadecyl ester, has a potential anticancer property that needs to be taken further for in vivo studies and drug development in the future.
##plugins.themes.bootstrap3.article.details##
References
Alkhulaifi MM, Awaad AS, Al-Mudhayyif HA, Alothman MR, Alqasoumi SI, Zain SM. 2019. Evaluation of the antimicrobial activity of secondary metabolites of fungi isolated from Sultanate Oman soil. Saudi Pharm J 27 (3): 401-405. DOI: 10.1016/j.jsps.2018.12.009.
Arnott JA, Planey SL. 2012. The influence of lipophilicity in drug discovery and design. Expert Opin. Drug Discov 7: 863-875. DOI: 10.1517/17460441.2012.714363.
Azerang P, Khalaj V, Kobarfard F, Owlia P, Sardari S, Shahidi S. 2019. Molecular characterization of a fungus producing membrane-active metabolite and analysis of the produced secondary metabolite. Iranian Biomed J 23 (2): 121. DOI: 10.29252/.23.2.121.
Bakker PA, Pieterse CM, de Jonge R, Berendsen RL. 2018. The soil-borne legacy. Cell 172 (6): 1178-1180. DOI: 10.1016/j.cell.2018.02.024.
Berg M, Koskella B. 2018. Nutrient- and dose-dependent microbiome-mediated protection against a plant pathogen. Curr Biol 28 (15): 2487-2492. DOI: 10.1016/j.cub.2018.05.085.
Bhat R. 2013. Potential use of Fourier transform infrared spectroscopy for identification of molds capable of producing mycotoxins. Intl J Food Prop 16 (8): 1819-1829. DOI: 10.1080/10942912.2011.609629.
Bhullar KS, Lagarón NO, McGowan EM, Parmar I, Jha A, Hubbard BP, Rupasinghe HP. 2018. Kinase-targeted cancer therapies: Progress, challenges, and future directions. Mol Cancer 17 (1): 1-20. 10.1186/s12943-018-0804-2.
Braga RM, Dourado MN, Araújo WL. 2016. Microbial interactions: ecology in a molecular perspective. Braz J Microbiol 47: 86-98. DOI: 10.1016/j.bjm.2016.10.005.
Castillo-González C, Zhang X. 2018. The Trojan horse of the plant kingdom. Cell Host Microbe 24 (1): 1-3. DOI: 10.1016/j.chom.2018.06.015.
Chen H, Liu H, Qing G. 2018. Targeting oncogenic Myc as a strategy for cancer treatment. Signal Transduc Target Ther 3 (1): 1-7. DOI: 10.1038/s41392-018-0008-7.
Chevalier C, Collin G, Descamps S, Touaitahuata H, Simon V, Reymond N, Benistant C. 2016. TOM1L1 drives membrane delivery of MT1-MMP to promote ERBB2-induced breast cancer cell invasion. Nat Commun 7(1): 1-16. DOI: 10.1038/ncomms10765.
Compant S, Samad A, Faist H, Sessitsch A. 2019. A review on the plant microbiome: Ecology, functions, and emerging trends in microbial application. J Adv Res 19: 29-37. DOI: 10.1016/j.jare.2019.03.004.
Demain AL, Fang A. 2000. The natural functions of secondary metabolites. In: Fiechter A (eds). History of Modern Biotechnology I. Advances in Biochemical Engineering/Biotechnology, vol 69. Springer, Berlin, Heidelberg. DOI: 10.1007/3-540-44964-7_1.
Dreher D, Baldermann S, Schreiner M, Hause B. 2019. An arbuscular mycorrhizal fungus and a root pathogen induce different volatiles emitted by Medicago truncatula roots. J Adv Res 19: 85-90. DOI: 10.1016/j.jare.2019.03.002
D'Souza RA, Kamat NM. 2017. Potential of FTIR spectroscopy in chemical characterization of Termitomyces pellets. J Appl Biol Biotechnol 5 (4): 080-084. DOI: 10.7324/JABB.2017.50412.
Gautier M, Normand AC, Ranque S. 2016. Previously unknown species of Aspergillus. Clin Microbiol Infect 22 (8): 662-669. DOI: 10.1016/j.cmi.2016.05.013.
Geesala R, Gangasani JK, Budde M, Balasubramanian S, Vaidya JR, Das A. 2016. 2-Azetidinones: Synthesis and biological evaluation as potential anti-breast cancer agents. Eur J Med Chem 124: 544-558. DOI: 10.1016/j.ejmech.2016.08.041.
Gkarmiri K, Mahmood S, Ekblad A, Alstrom S, Hogberg N, Finlay R. 2017. Identifying the active microbiome associated with roots and rhizosphere soil of rapeseed oil. Appl Environ Microbiol 83 (22): 1-14. DOI: 10.1128/AEM.01938-17.
Gross S, Rahal R, Stransky N, Lengauer C, Hoeflich KP. 2015. Targeting cancer with kinase inhibitors. J Clin Invest 125 (5): 1780-1789. DOI: 10.1172/JCI76094.
Hibbing ME, Fuqua C, Parsek MR, Peterson SB. 2010. Bacterial competition: Surviving and thriving in the microbial jungle. Nat Rev Microbiol 8 (1): 15-25. DOI: 10.1038/nrmicro2259.
Hoeksma J, Misset T, Wever C, Kemmink J, Kruijtzer J, Versluis K, den Hertog J. 2019. A new perspective on fungal metabolites: Identification of bioactive compounds from fungi using zebrafish embryogenesis as a read-out. Sci Rep 9 (1): 1-16. DOI: 10.1038/s41598-019-54127-9.
Huo J, Zhong S, Du X, Cao Y, Wang W, Sun Y, Li Y. 2020. Whole-genome sequence of Phellinus gilvus (mulberry Sanghuang) reveals its unique medicinal values. J Adv Res 24: 325-335. DOI: 10.1016/j.jare.2020.04.011.
Kaiser R. 2006. Flowers and fungi use scents to mimic each other. Science 311 (5762): 806-807. DOI: 10.1126/science.1119499.
Kale J, Osterlund EJ, Andrews DW. 2018. BCL-2 family proteins: Changing partners in the dance towards death. Cell Death Different 25 (1): 65-80. DOI: 10.1038/cdd.2017.186.
Keskitalo S, Haapaniemi EM, Glumoff V, Liu X, Lehtinen V, Fogarty C, Varjosalo M. 2019. Dominant TOM1 mutation associated with combined immunodeficiency and autoimmune disease. NPJ Genom Med 4 (1): 1-7. DOI: 10.1038/s41525-019-0088-5.
Leach JE, Triplett LR, Argueso CT, Trivedi P. 2017. Communication in the phytobiome. Cell 169 (4): 587-596. DOI: 10.1016/j.cell.2017.04.025.
Ledgerwood EC, Morison IM. 2009. Targeting the apoptosome for cancer therapy. Clin Cancer Res 15 (2): 420-424. DOI: 10.1158/1078-0432.CCR-08-1172.
Leiss KA, Choi YH, Verpoorte R, Klinkhamer PG. 2011. An overview of NMR-based metabolomics to identify secondary plant compounds involved in host plant resistance. Phytochem Rev 10 (2): 205-216. DOI: 10.1007/s11101-010-9175-z.
Lin MT, Mahajan JR, Dianese JC, Takatsu A. 1976. High production of kojic acid crystals by Aspergillus parasiticus UNBF A12 in liquid medium. Appl Environ Microbiol 32 (2): 298-299. DOI: 10.1128/aem.32.2.298-299.1976.
Manupati K, Debnath S, Goswami K, Bhoj PS, Chandak HS, Bahekar SP, Das A. 2019. Glutathione S?transferase omega 1 inhibition activates JNK?mediated apoptotic response in breast cancer stem cells. FEBS J 286 (11): 2167-2192. DOI: 10.1111/febs.14813.
Matalová E, Španová A. 2002. Detection of an apoptotic DNA ladder in pig leukocytes and its precision using LM-PCR (ligation-mediated polymerase chain reaction). Acta Veterinaria Brno 71 (2): 163-168. DOI: 10.2754/avb200271020163.
Matassov D, Kagan T, Leblanc J, Sikorska M, Zakeri Z. 2004. Measurement of apoptosis by DNA fragmentation. Methods Mol Biol 282: 1-17. DOI: 10.1385/1-59259-812-9:001.
McGHEE JE, St Julian G, Detroy RW. 1982. Continuous and static fermentation of glucose to ethanol by immobilized Saccharomyces cerevisiae cells of different ages. Appl Environ Microbiol 44 (1): 19-22. DOI: 10.1128/aem.44.1.19-22.1982.
Meligy ME, Zain ME, Awaad AS, Othman MR, Alafeefy AM. 2014. Biological activity of fungal secondary metabolites. Intl J Chem Appl Biol Sci 1: 14-22. DOI:10.4103/2348-0734.124359.
Miranda H, Simão R, Santos VP, Salles BF, Pacheco MT, Willardson JM. 2010. Exercise order interacts with rest interval during upper-body resistance exercise. J Strength Cond Res 24: 1573-1577. DOI: 10.1519/JSC.0b013e3181d8ea61.
Naik PK, Chatterji BP, Vangapandu SN, Aneja R, Chandra R, Kanteveri S, Joshi HC. 2011. Rational design, synthesis, and biological evaluations of amino-noscapine: A high-affinity tubulin-binding noscapinoid. J Comput-aided Mol Design 25 (5): 443-454. DOI: 10.1007/s10822-011-9430-4.
Noman E, Al-Shaibani MM, Bakhrebah MA, Almoheer R, Al-Sahari M, Al-Gheethi A, Abdulaal WH. 2021. Potential of anticancer activity of secondary metabolic products from marine fungi. J Fungi 7 (6): 436. DOI: 10.3390/jof7060436.
Pinton A, Varanini Z Nannipieri P. eds. 2010. The Rhizosphere: Biochemistry and Organic Substances at the Soil-Plant Interface. CRC Press, Boca Raton, FL. DOI:10.1007/s10535-009-0039-6.
Radhika KP, Rodrigues BF. 2010. Arbuscular mycorrhizal fungal diversity in some commonly occurring medicinal plants of Western Ghats, Goa region. J For Res 21 (1): 45-52. DOI: 10.1007/s11676-010-0007-1.
Robinson T, Singh D, Nigam P. 2001. Solid-state fermentation: A promising microbial technology for secondary metabolite production. Appl Microbiol Biotechnol 55 (3): 284-289. DOI: 10.1007/s002530000565.
Sahu M, Jha H. 2020a. Study on antioxidant, antidiabetic, and antibacterial activity of rhizospheric fungi from Achanakmar Biosphere Reserve, Bilaspur. Egypt J Microbiol 55 (1): 29-44. DOI: 10.21608/EJM.2020.31025.1160.
Sahu MK Yeeravalli R, Das A, Jha H. 2023a. Secondary metabolites of rhizospheric fungal isolate Aspergillus carneus ABRF4 regulate the antibacterial and anti-proliferative activity against cancer cells. Nusantara Biosci 15: 137-142. DOI: 10.1186/s40643-020-00303-z.
Sahu MK, Jha H. 2020b. Rhizospheric fungi: Diversity and therapeutic potential. In: Chaurasia PK, Bharti SL (eds). Research Advances in the Fungal World. Nova Publisher, New York.
Sahu MK, Kaushik K, Das A, Jha H. 2020. In vitro and in silico antioxidant and anti-proliferative activity of rhizospheric fungus Talaromyces purpureogenus isolate-ABRF2. Bioresour Bioprocess 7: 14. DOI: 10.1186/s40643-020-00303-z.
Sahu MK, Yeeravalli R, Das A, Jha H. 2023b. Secondary metabolites of rhizospheric fungal isolate Aspergillus carneus ABRF4 regulate the antibacterial and anti-proliferative activity against cancer cells. Nusantara Biosci 15 (2): 137-142. DOI: 10.13057/nusbiosci/n150201.
Sarsaiya S, Shi J, Chen J. 2019. A comprehensive review on fungal endophytes and its dynamics on Orchidaceae plants: Current research, challenges, and future possibilities. Bioengineered 10 (1): 316-334. DOI: 10.1080/21655979.2019.1644854.
Serrano-Márquez L, Trigos Á, Couttolenc A, Padrón JM, Shnyreva AV, Mendoza G. 2021. Antiproliferative and antibacterial activity of extracts of Ganoderma strains grown in vitro. Food Sci Biotechnol 30 (5): 711-721. DOI: 10.1007/s10068-021-00903-1.
Sharma D, Pramanik A, Agrawal PK. 2016. Evaluation of bioactive secondary metabolites from endophytic fungus Pestalotiopsis neglecta BAB-5510 isolated from leaves of Cupressus torulosa D. Don. 3 Biotech 6 (2): 1-14. DOI: 10.1007/s13205-016-0518-3.
Shen HY, Jiang HL, Mao HL, Pan G, Zhou L, Cao YF. 2007. Simultaneous determination of seven phthalates and four parabens in cosmetic products using HPLC?DAD and GC?MS methods. J Separation Sci 30 (1): 48-54. DOI: 10.1002/jssc.200600215.
Siraj MA, Jacobs AT, Tan GT. 2022. Altersolanol B, a fungal tetrahydro-anthraquinone, inhibits the proliferation of estrogen receptor-expressing (ER+) human breast adenocarcinoma by modulating PI3K/AKT, p38/ERK MAPK, and associated signaling pathways. Chem-Biol Interact 359: 109916. DOI: 10.1016/j.cbi.2022.109916.
Soccol CR, da Costa ESF, Letti LAJ, Karp SG, Wojciechowski AL, de Souza Vandenberghe LP. 2017. Recent developments and innovations in solid-state fermentation. Biotechnol Res Innov 1 (1): 52-71. DOI: 10.1016/j.biori.2017.01.002.
Tapfuma KI, Uche-Okereafor N, Sebola TE, Hussan R, Mekuto L, Makatini MM, Mavumengwana V. 2019. Cytotoxic activity of crude extracts from Daturastramonium's fungal endophytes against A549 lung carcinoma and UMG87 glioblastoma cell lines and LC-QTOF-MS/MS-based metabolite profiling. BMC Complement Alternat Med 19 (1): 1-12. DOI: 10.1186/s12906-019-2752-9.
Vinale F, Sivasithamparam K, Ghisalberti EL, Ruocco M, Woo S, Lorito M. 2012. Trichoderma secondary metabolites that affect plant metabolism. Nat Prod Commun 7 (11): 1545-1550. DOI: 10.1177/1934578X1200701133.
Wyatt TT, Wösten HA, Dijksterhuis J. 2013. Fungal spores for dispersion in space and time. Adv Appl Microbiol 85: 43-91. DOI: 10.1016/B978-0-12-407672-3.00002-2.