Chemical compound isolated from antioxidant active extract of endophytic fungus Cladosporium tenuissimum in Swietenia mahagoni leaf stalks
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Abstract. Fadhillah, Elfita, Muharni, Yohandini H, Widjajanti. 2019. Chemical compound isolated from antioxidant active extract of endophytic fungus Cladosporium tenuissimum in Swietenia mahagoni leaf stalks. Biodiversitas 20: 2645-2650. Swietenia mahagoni L. Jacq is a medicinal plant that widely used as an antimicrobial, anti-inflammatory, antimutagenic, anticancer, antitumor, and antidiabetic. Several bioactive compounds have been reported to be associated with this plant that supports its treatment activities. Flavonoid content of the S. mahagoni has antioxidant activity. Therefore the plant is widely used to treat degenerative diseases caused by free radical activity in the body. Scientists have proven that the medicinal plants have a symbiotic relationship with the number of microorganisms that can produce bioactive compounds. One of the symbiotic microorganisms is endophytic fungi believed to be associated with every plant on earth. In this paper, we report a secondary metabolite compound from endophytic fungi isolated from S. mahagoni. The endophytic fungi (DMG1-DMG4) were isolated from leaf stalks of S. mahagoni. Antioxidant activity of endophytic fungi extracts was tested by 2,2-diphenyl-1-picrylhydrazyl (DPPH) method. The chemical compound from the active extract was isolated by the chromatographic method, and the structure was elucidated by spectroscopic methods including UV, IR, NMR 1D (1H-NMR and 13C-NMR), NMR 2D (HMQC and HMBC). Antioxidant activity test showed the endophytic fungus (DMG3) has the highest activity. The chemical compound from DMG3 was identified as 5-hydroxy-2-oxo-2H-piran-4-yl) methyl acetate). The phylogenetic method used to molecular analysis of DMG3 confirmed the fungus as Cladosporium tenuissimum.
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References
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Stroobel, G and Daisy, B. 2003. Bioprospecting for Microbial Endophytes and Their Natural Product. Microbiology and Molecular Biology Reviews. pp. 491-502.
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Thompson, J. D., Higgins, D. G. and Gibson, T. J. 1994. Clustal W: improving the sensitivity of progressive multiple sequence alignment through sequence weighting, positionspecific gap penalties and weight matrix choice. Nucleic Acids Research. pp 4673-4680.
White, T. J., Bruns, T., Lee, S. and Taylor, J. 1990. Amplification and direct sequencing of fungal ribosomal RNA genes for phylogenetics. Academic Press. pp 315-322.
Yadav, Manila., Yadaf, Amita and Yadav, Jaya.P. 2014. In vitro antioxidant activity and total phenolic content of endophytic fungi isolated from Eugenia jambolana Lam. Research In Enfironment And Life Sciences. pp 1328-1331.
Zhang.H.W., Song.Y.C., and Tan.R.X. 2006. Biology and chemistry of endophytes. Natural Product Report. pp 753–771.
Altemimi, A., Lakhssassi, N., BAharlouei, A.,Watson, D.G and Lightfoot, D.A. 2017. Review. Phytochemicals: Extraction, Isolation, and Identification of Bioactive Compounds From Plant Extracts.MDPI.pp 1-23.
Anguilar, TAF, Navarro, BCH and Perez, JAM 2016. Endogenous Antioxidants: A Review of Their Role in Oxidative Stress.INTECH.pp 3-19.
Bera, T.K., Chatterjee, K., dan Ghosh, D. 2014. In-vitro Antioxidant Properties of The Hydro-Methanol Extract of The Seeds of Swietenia mahagoni L jacq. Biomarkers and Genomic Medicine. pp 18-24.
Brinkman, F and D. Leipe. 2001. Phylogenetic Analysis. In: Bioinformatics: A Practical Guide To The Analisys Of Gene And Protein. Baxevanis, A.D. And B.F.F. Ouellette (Eds.). John Willey & Sons. pp. 323 – 358.
Bougatef, A., Muhammed, H., Rafik, B., Imen, L., Yosra, T. E. & Moncef, N. (2009). Antioxidant and free radical-scavenging activities of smooth hound (Mustelus) muscle protein hydrolysates by gastrointestinal proteases. Food Chemical. pp. 1198-1205.
Deepthi, V. C., Sumathi, S., Faisal, M and Elyas, K. Isolation and Identification Of Endophytic Fungi With Antimicrobial Activities From The Leaves of Elaeocarpus sphaericus (Gaertn.) K. Schum. And Myristica fragrants Houtt. IJPSR. pp 2783-2791.
Dopeipen, E.j., Srikandace, Y., Suharso, W.P., Cahyana, H and Simanjuntak, P. 2011. Potential Endophytic Microbes Selection for Antidiabetic Bioactive Compounds Production. Asian Journal of Biochemistry. pp 465-471.
Elfita., Munawar., Muharni., And Sudrajar, MA. 2014. Identification of New Lactone Derivatives Isolated from Trichoderma sp., An Endopphytic Fugus of(BrotowaliTinaspora crispa). Biological Journal of Biosciences. pp 15-20.
Elfita. Muharni and Munawar. 2015. Endophytic Fungi Isolated from Sambiloto (Andrographis paniculata Nees) As A Source of Fungal Lipid Production. Journal of Chemical and Pharmacheutical Research . pp 66-69.
Felsenstein, J. 1989. PHYLIP - Phylogeny Inference Package (Version 3.2). Cladistics. pp 164-166.
Fouda, Amr, Hamza., Hassan, Saad El-Din., Eid, Ahmed, Mohammed and Ewais, Emad El-Din. 2015. Biotechnological Applications of Fungal Endophytes Associated With Medicinal Plant Aslepias sinaica (Bioss.). Annals of Agricultural Science. pp 95–104.
Fujii, Yuzo., Fukuda, Akiko., Hamasaki, Takashi., Ichimoto, Itsuo and Nakajima, Hiromitsu. 1995. Twelvw-Membered Lactones Produced By Cladosporium tenuissimum And The Plant Growth Retardant Activity Of Caladospolide B. Phytochemistry. pp. 1443 1446.
Hyde,K.,&Soytong,K. 2008.Thefungalendophytedilemma.Fungal Diversity.33. pp 163–173
Jalgaonwala, Ruby.E., Mohite, B.V, and Mahajan, R. T. 2011. A Review: Natural Products from Plant Associated Endopytic Fungi. Journal of Microbiology and Biotechnology Research. pp 21-32.
Kasote.D.M., Hegde.M.V, and Katyare.S.S. 2013. Mitochondrial Dysfunction in Psychiatric 5. and Neurological Diseases: Cause(s), Consequence(s), and Implications of Antioxidant Therapy. Biofactors. pp 392-406.
Larena, I., Salazar, O., Gonzales, V., Julian, M. C. & Rubio, V. 1999. Design of a primer for ribosomal DNA internal transcribed spacer with enhanced specificity for Ascomycetes. Journal of Biotechnology. pp 187–194.
Nasini, Gianluca., Arnone, Alberto., Assante, Gemma., Bava, Adriana., Moricca, Salvatore and Ragazzi, Alessandro. 2004. Secondary Mould Metabolites Of Cladosporium tenuissimum, A Hyperparasite Of Ruts Fungi. Phytochemistry. pp 2107-2111.
Mutmainnah. 2016. Sumber Alternatif Bahan Baku Obat Diabetes Mellitus dari Fungi Endofit Tanaman Mahoni (Switenia mahagoni Jacq) dan Uji Aktivitas Inhibitor ?-Glukosidase. Journal Farmasi. pp 153-158.
Molyneux P. 2004. The use of the stable free radicals diphenylpicrylhydrazyl (DPPH for estimating antioxidant activity. Songklanakarin Journal of Science Technology. pp 211-21.
Naveen, Y.P., Rupini, G.D., Ahmed, F and Urooj, A. 2014. Pharmacological Effectts and Active Phytoconstituents of Switenia mahagoni: A Review. Journal of integrative medicine. pp 86-93.
Page, R. D. M. 1996. TREEVIEW: An Application to display phylogenetic trees on personal computers. Computer Applications in the Biosciences. pp 357-358.
Pradeep, F. S., Begam, M,S., Palaniswamy, M and Pradeep, B.V. 2013. Influence of Culture Media on Growth and Pigment Production by Fusarium moniliforme KUMBF1201 Isolated from Paddy Field Soil. World Applied Sciences Journal. pp 70-77.
Ramayulis, R. 2015. Green Smoothie. PT Gramedia Pustaka Utama. Jakarta.
Saha, A., Mandal, P., Dasgupta, S., and Saha, D. 2008. Influence of Culture Media and Environmental Factors on Mycelia Growth and Sporulation of Lasiopdiplodia theobromae (Pat.) Griffon and Maubl. Journal of Enviromental Biology. Vol. 29. No. 3. pp 407-410.
Sharma, J.K and Heather, W.A. 1978. Parasitism Of Uredospores Of Malampsora larici-populina Kleb. By Cladosporium sp. European Journal Of Plant Pathology. pp 48-54.
Stroobel, G and Daisy, B. 2003. Bioprospecting for Microbial Endophytes and Their Natural Product. Microbiology and Molecular Biology Reviews. pp. 491-502.
Syahwiranto, G dan Theresih, K. 2018. Isolasi Senyawa Metabolit sekunder dari Biji Mahoni (switenia mahagoni JACQ) Metode Ekstraksi Soklet Pelarut Etanol. Jurnal Kimia Dasar. pp 184-190.
Tamura, K., Dudley, J., Nei, M. and Kumar, S. 2007. MEGA4: Molecular Evolutionary Genetics Analysis (MEGA) software version 4.0. Molecular Biology Evolution. pp 1596– 1599.
Thompson, J. D., Higgins, D. G. and Gibson, T. J. 1994. Clustal W: improving the sensitivity of progressive multiple sequence alignment through sequence weighting, positionspecific gap penalties and weight matrix choice. Nucleic Acids Research. pp 4673-4680.
White, T. J., Bruns, T., Lee, S. and Taylor, J. 1990. Amplification and direct sequencing of fungal ribosomal RNA genes for phylogenetics. Academic Press. pp 315-322.
Yadav, Manila., Yadaf, Amita and Yadav, Jaya.P. 2014. In vitro antioxidant activity and total phenolic content of endophytic fungi isolated from Eugenia jambolana Lam. Research In Enfironment And Life Sciences. pp 1328-1331.
Zhang.H.W., Song.Y.C., and Tan.R.X. 2006. Biology and chemistry of endophytes. Natural Product Report. pp 753–771.
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