Abstract
A large proportion of the drugs available in market are either of plant or microbial origin. Microbes produce various secondary metabolites and these metabolites turned out to be biologically active. Endophytic fungi are considered to be more creative in case of producing novel secondary metabolites. Lichens also harbor endophytes i.e. endolichenic fungi, which produces a large number of metabolites (alkaloids, cyclic peptides, polyketides, steroids and terpeniods) including a great proportion of novel metabolites displaying a wide spectrum of bio-activities. A great diversity of lichens is known across the world of which only a lichens have been screened for their endolichenic fungal diversity and secondary metabolites. So a huge proportion of work is left to be completed regarding the secondary metabolites of endolichenic fungi. This chapter entails all the possible metabolites of endolichenic fungi known so farĀ and their bioactive potential.
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References
Boonpragob K, Crittenden PD, Lumbsch TH (2012) Lichens: from genome to ecosystems in a changing world. MycoKeys 6:1ā2
Chang W, Zhang M, Li Y et al (2015) Lichen endophyte derived pyridoxatin inactivates Candida growth by interfering with ergosterol biosynthesis. Biochim Biophys Acta 1850(9):1762ā1771
Chen GD, Li YJ, Gao H et al (2012) New azaphilones and chlorinated phenolic glycosides from Chaetomium elatum with caspase-3 inhibitory activity. Planta Med 78:1683ā1689
Chen GD, Chen Y, Gao H et al (2013) Xanthoquinodins from the endolichenic fungal strain Chaetomium elatum. J Nat Prod 76:702ā709
Chen GD, Bao YR, Huang YF et al (2014) Three pairs of variecolortide enantiomers from Eurotium sp. with caspase-3 inhibitory activity. Fitoterapia 92:252ā259
Demain AL (1999) Pharmaceutically active secondary metabolites of microorganisms. Appl Microbiol Biotechnol 52:455ā463
Ding G, Li Y, Fu S et al (2009) Ambuic acid and torreyanic acid derivatives from the endolichenic fungus Pestalotiopsis sp. J Nat Prod 72(1):182ā186
Dou Y, Wang X, Jiang D et al (2014) Metabolites from Aspergillus versicolor, an endolichenic fungus from the lichen Lobaria retigera. Drug Discov Ther 8(2):84ā88
Dreyfuss MM, Chapela IH (1994) Potential of fungi in the discovery of novel, low-molecular weight pharmaceuticals. In: Gullo VP (ed) The discovery of natural products with therapeutic potential. Butterworth-Heinmann, Boston, pp 49ā80
Feuerer T, Hawksworth DL (2007) Biodiversity of lichens, including a world-wide analysis of checklist data based on Takhtajanās floristic regions. Biodivers Conserv 16:85ā98
Firakova S, Sturdikova M, Muckova M (2007) Bioactive secondary metabolites produced by microorganisms associated with plants. Biologia 62(3):251ā257
Gloer JB (1997) Applications of fungal ecology in the search for new bioactive natural products. In: Wicklow DT, Soderstrom BE (eds) The mycota, Environmental and microbial relationships, vol 4. Springer, New York, pp 249ā268
Hanson JR (2008) Chemistry of fungi. RSC Publishing, Cambridge, pp 231
Hassan RS, Strobel GA, Booth E et al (2012) Modulation of volatile organic compound formation in the mycodiesel producing endophyte- Hypoxylon sp. C1-4. Microbiology 158:464ā473
Hawksworth DL (1991) The fungal dimension of biodiversity: magnitude, significance, and conservation. Mycol Res 95:641ā655
Hawksworth DL (2001) The magnitude of fungal diversity: the 1.5 million species estimate revisited. Mycol Res 105:1422ā1432
He JW, Chen GD, Gao H et al (2012) Heptaketides with antiviral activity from three endolichenic fungal strains Nigrospora sp., Alternaria sp. and Phialophora sp. Fitoterapia 83(6):1087ā1091
Heywood VH (ed) (1995) Global biodiversity assessment. Cambridge University Press, Cambridge
Huang YF, Li XX, Chen GD et al (2012) A new diphenyl ether from an endolichenic fungal strain, I sp. Mycosystema 31:769ā774
Jiao Y, Li G, Wang HY et al (2015) New metabolites from endolichenic fungus Pleosporales sp. Chem Biodivers 12(7):1095ā1104
Keller NP, Turner G, Bennett JW (2005) Fungal secondary metabolism-from biochemistry to genomics. Nat Rev Microbiol 3:937ā947
Kim KH, Beemelmanns C, Murillo C et al (2014) Naphthalenones and isocoumarins from a Costa Rican fungus Xylariaceae sp. CR1546C. J Chem Res 38(12):722ā725
Kim GS, Ko W, Kim JW et al (2018a) Bioactive Ī±-Pyrone derivatives from the endolichenic fungus dothideomycetes sp. EL003334. J Nat Prod 81:1084ā1088
Kim JW, Ko W, Kim E et al (2018b) Anti-inflammatory phomalichenones from an endolichenic fungus Phoma sp. J Antibiot 71:753ā756
Li YJ, Li XX, Chen GD et al (2012a) J Shenyang Pharm Univ 29:678ā701
Li G, Wang H, Zhu R et al (2012b) Phaeosphaerins A-F, cytotoxic perylenequinones from an endolichenic fungus Phaeosphaeria sp. J Nat Prod 75(2):142ā147
Li W, Li XB, Li L et al (2015a) Ī±-Pyrone derivatives from the endolichenic fungus Nectria sp. Phytochem Lett 12:22ā26
Li XB, Li L, Zhu RX et al (2015b) Tetramic acids and pyridone alkaloids from the endolichenic fungus Tolypocladium cylindrosporum. J Nat Prod 78(9):2155ā2160
Li XB, Zhou YH, Zhu RX et al (2015c) Identification and biological evaluation of secondary metabolites from the endolichenic fungus Aspergillus versicolor. Chem Biodivers 12:575ā592
MacMillan J (2002) Occurrence of gibberellins in vascular plants, fungi and bacteria. J Plant Growth Regul 20:387ā442
McAlpine JB, Bachmann BO, Piraee M et al (2005) Microbial genomics as a guide to drug discovery, structural elucidation: ECO02301, a novel antifungal agent, as an example. J Nat Prod 68:493ā496
Paranagama PA, Wijeratne EMK, Burns AM et al (2007) Heptaketides from Corynespora sp. inhabiting the cavern beard lichen, Usnea cavernosa: first report of metabolites of an endolichenic fungus. J Nat Prod 70(11):1700ā1705
Porras-Alfaro A, Bayman P (2011) Hidden fungi, emergent properties: endophytes and microbiomes. Annu Rev Phytopathol 49:291ā315
Proudfoot JR (2002) Drugs, leads and drug-likeness: an analysis of some recently launched drugs. Bioorg Med Chem Lett 12:1647ā1650
Samanthi KAU, Wickramaarachchi S, Wijeratne EMK et al (2015) Two new antioxidant active polyketides from Penicillium citrinum, an endolichenic fungus isolated from Parmotrema species in Sri Lanka. J Natl Sci Found Sri Lanka 43(2):119ā126
Schulz B, Boyle C, Draeger S et al (2002) Endophytic fungi: a source of novel biologically active secondary metabolites. Mycol Res 106:996ā1004
Staley JT, Castenholz RW, Colwell RR et al (1997) The microbial world: foundation of the biosphere. American Academy of Microbiology, Washington DC, pp 32
Stierle A, Strobel G, Stierle D (1993) Taxol and taxane production by Taxomyces andreanae, an endophytic fungus of Pacific yew. Science 260(9):214ā216
Strobel GA (2002) Microbial gifts from the rainforest. Can J Phytopathol 24:14ā20
Strobel G (2006) Harnessing endophytes for industrial microbiology. Curr Opin Microbiol 9:240ā244
Strobel G, Daisy B (2003) Bioprospecting for microbial endophytes and their products. Microbiol Mol Biol Rev 67:491ā502
Strobel GA, Hess WM, Ford E et al (1996) Taxol from fungal endophytes and the issue of biodiversity. J Ind Microbiol 17:417ā423
Tan RX, Zou WX (2001) Endophytes: a rich source of functional metabolites. Nat Prod Rep 18:448ā459
Taylor TN, Taylor EL (2000) The rhynie chert ecosystem: a model for understanding fungal interactions. In: Bacon CW, White JF (eds) Microbial endophytes. Marcel Decker, New York, pp 31ā48
Wang Y, Niu S, Liu S et al (2010a) The first naturally occurring thiepinols and thienol from an endolichenic fungus Coniochaeta sp. Org Lett 12(21):5081ā5083
Wang Y, Zheng Z, Liu S et al (2010b) Oxepinochromenones, furochromenone, and their putative precursors from the endolichenic fungus Coniochaeta sp. J Nat Prod 73(5):920ā924
Wang QX, Bao L, Yang XL et al (2012) Polyketides with antimicrobial activity from the solid culture of an endolichenic fungus Ulocladium sp. Fitoterapia 83(1):209ā214
Wang QX, Bao L, Yang XL et al (2013a) Tricycloalternarenes FāH: three new mixed terpenoids produced by an endolichenic fungus Ulocladium sp. using OSMAC method. Fitoterapia 85(1):8ā13
Wang QX, Bao L, Yang XL et al (2013b) Ophiobolins P-T, five new cytotoxic and antibacterial sesterterpenes from the endolichenic fungus Ulocladium sp. Fitoterapia 90:220ā227
Wijeratne EMK, Bashyal BP, Gunatilaka MK et al (2010) Maximizing chemical diversity of fungal metabolites: biogenetically related heptaketides of the endolichenic fungus Corynespora sp. J Nat Prod 73(6):1156ā1159
Wijeratne EMK, Bashyal BP, Liu MX et al (2012) Geopyxins A-E, ent āKaurane diterpenoids from endolichenic fungal strains Geopyxis aff. majalis and Geopyxis sp. AZ0066: structure-activity relationships of geopyxins and their analogues. J Nat Prod 75(3):361ā369
Wijeratne EMK, Gunaherath GMKB, Chapla VM et al (2016) Oxaspirol B with p97 inhibitory activity and other Oxaspirols from Lecythophora sp. FL1375 and FL1031, endolichenic fungi inhabiting Parmotrema tinctorum and Cladonia evansii. J Nat Prod 79(2):340ā352
Wu W, Dai H, Bao L et al (2011) Isolation and structural elucidation of proline-containing cyclopentapeptides from an endolichenic Xylaria sp. J Nat Prod 74(5):1303ā1308
Wu YH, Chen GD, Wang CX et al (2015) Pericoterpenoid A, a new bioactive cadinane-type sesquiterpene from Periconia sp. J Asian Nat Prod Res 17(6):671ā675
Xiong H, Xiao GK, Chen GD et al (2014) Sporormiellin A, the first tetrahydrofuran-fused furochromone with an unprecedented tetracyclic skeleton from Sporormiella minima. RSC Adv 4(46):24295ā24299
Yang F, Chen GD, Gao H et al (2012) Two new naphthalene derivatives from an endolichenic fungal strain Scopulariopsis sp. J Asian Nat Prod Res 14(11):1059ā1063
Yang BJ, Chen GD, Li YJ et al (2016) A new xanthone glycoside from the endolichenic fungus Sporormiella irregularis. Molecules 21(6). https://doi.org/10.3390/molecules21060764
Yang Y, Bae WK, Nam SJ et al (2018) Acetonic extracts of the endolichenic fungus EL002332 isolated from Endocarpon pusillum exhibits anticancer activity in human gastric cancer cells. Phytomedicine 1(40):106ā115
Ye F, Chen GD, He JW et al (2013) Xinshengin, the first altenusin with tetracyclic skeleton core from Phialophora spp. Tetrahedron Lett 54(34):4551ā4554
Yuan C, Wang HY, Wu CS et al (2013) Austdiol, fulvic acid and citromycetin derivatives from an endolichenic fungus, Myxotrichum sp. Phytochem Lett 6(4):662ā666
Yuan C, Li G, Wu CS et al (2015) A new fatty acid from the endolichenic fungus Massarina sp. Chem Nat Compd 51(3):415ā417
Yuan C, Guo YH, Wang HY et al (2016) Allelopathic polyketides from an endolichenic fungus Myxotrichum sp. by using OSMAC strategy. Sci Rep 6:19350. https://doi.org/10.1038/srep19350
Yuan C, Ding G, Wang HY et al (2017) Polyketide-terpene hybrid metabolites from an endolichenic fungus Pestalotiopsis sp. Biomed Res Int 2017:1ā10. https://doi.org/10.1155/2017/6961928
Zhang F, Liu S, Lu X et al (2009) Allenyl and alkynyl phenyl ethers from the endolichenic fungus Neurospora terricola. J Nat Prod 72(10):1782ā1785
Zhang F, Li L, Niu S et al (2012) A thiopyranchromenone and other chromone derivatives from an endolichenic fungus, Preussia africana. J Nat Prod 75:230ā237
Zhang K, Ren J, Ge M et al (2014) Mono- and bis-furanone derivatives from the endolichenic fungus Peziza sp. Fitoterapia 92:79ā84
Zhao H, Wang GQ, Tong XP et al (2014) Diphenyl ethers from Aspergillus sp. and their anti-AĪ²42 aggregation activities. Fitoterapia 98:77ā83
Zhao Q, Chen GD, Feng XL et al (2015a) Nodulisporiviridins A-H, bioactive viridins from Nodulisporium sp. J Nat Prod 78(6):1221ā1230
Zhao Q, Wang CX, Yu Y et al (2015b) Nodulisporipyrones A-D, new bioactive a-pyrone derivatives from Nodulisporium sp. J Asian Nat Prod Res 17(5):567ā575
Zhao Q, Wang GQ, Chen GD et al (2015c) Nodulisporisteroids C-L, new 4-methyl-progesteroid derivatives from Nodulisporium sp. Steroids 102:101ā109
Zheng QC, Chen GD, Kong MZ et al (2013) Nodulisporisteriods A and B, the first 3,4-seco-4-methyl-progesteroids from Nodulisporium sp. Steroids 78(9):896ā901
Zheng QC, Kong MZ, Zhao Q et al (2014) Chaetoglobosin Y, a new cytochalasan from Chaetomium globosum. Fitoterapia 93:126ā131
Zhou YH, Zhang M, Zhu RX et al (2016a) Heptaketides from an endolichenic fungus Biatriospora sp. and their antifungal activity. J Nat Prod 79(9):2149ā2157
Zhou YH, Li XB, Zhang JZ et al (2016b) Three new drimane-type sesquiterpenoids, chaetothyrins AāC, from an endolichenic fungus Chaetothyriales sp. J Asian Nat Prod Res 18(5):409ā414
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Tripathi, M., Joshi, Y. (2019). Endolichenic Fungi: A Promising Source for Novel Bioactive Compounds. In: Endolichenic Fungi: Present and Future Trends . Springer, Singapore. https://doi.org/10.1007/978-981-13-7268-1_5
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