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New polyoxygenated polyketide from pathogenic fungus Cylindrocarpon destructans with α-glycosidase inhibitory activity

Dilfaraz Khan, Shahid Ullah Khan, Shah Iram Niaz, Muhammad Haroon, Syed Badshah, Shafiullah Khan, Salahud Din, Lui Lan

Abstract


Phytochemical investigation on pathogenic fungus Cylindrocarpon destructans isolated form Meconopsisgrandis plant led to the isolation of one new polyoxygenated polyketides, namely cylindrocarpolide A along with five known compounds. The structures of the isolated compounds were elucidated by 1D and 2D NMR and mass spectroscopic data analysis. The isolated compounds were evaluated for α-glycosidase inhibition activity. The compounds isolated compounds were found to have strong to weak inhibition against the α-glycosidase enzymes


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- D. Brayford, Cylindrocarpon. In: Methods for research on soil-borne phytopathogenic fungi. (Singleton LL, Mihail JD, Rush M, eds). APS Press, Saint. Paul, U.S.A.1993, 103-106.

- C. Booth, The Genus Cylindrocarpon. Mycological Papers No. 104, Commonwealth Mycological Institute, England, pp. 1966,35-37.

- K. A. Seifert, C. R. McMullen, D. Yee, R. D. Reeleder and K. F. Dobinson, Molecular differentiation and detection of ginseng-adapted isolates of the root rot fungus Cylindrocarpon destructans, Phytopathology, 2003b, 93, 1533-1542.

- D. R. Maluta and P. Larignon, Pied-noir : mieuxvautprévenir. Viticulture, 1991,11,71-72.

- S. Grasso andS. L. di Magnano,Infections of Cylindrocarpon obtusisporum on grape vines in Sicily, Vitis, 1975, 14, 36-39.

- H. J. Scheck, S. J. Vasquez, D. Fogle and W. D. Gubler, Grape growers report losses to black-foot and grapevine decline,Calif. Agric.,1998a,52, 19-23.

- J. Kaliamurthy, C. Jesudasan, D. A. Prasanth and P. A. Thomas. Keratitis due to Cylindrocarpon lichenicola, J. Postgrad. Med., 2006, 52, 155-157.

- T. Gaujoux, E. Borsali, J. C. Gavrilov, O. Touzeau, P. Goldschmidt and M. O. Despiau.Fungal keratitis caused by Cylindrocarpon lichenicola, J. Fr. Ophtalmol., 2012, 35(5), 356.

- D. E. ZoutmanandL. Singler. Mycetoma of the foot caused by Cylindrocarpon destructans, J. Clin. Microbiol., 1991, 29 (9), 1855-1859.

- R. Sharma, C. K. Farmer, W. R. Gransden and C. S. Ogg, Peritonitisin continuous ambulatory peritoneal dialysis due to Cylindrocarpon lichenicola infection, Nephrol. Dial. Transplant., 1988, 13, 2662-2664.

- B. Lancy, C. Blanc and J. Lapalu, Cylindrocarpon: a new athlete's foot agent, Bull. Trimest. Soc. Mycolo. Fr., 1985, 14, 73-76.

- R. Sharma, C.K. Farmer, W. R. Gransden and C. S. Ogg. Peritonitisin continuous ambulatory peritoneal dialysis due to Cylindrocarpon lichenicola infection. Nephrol. Dial Transplant., 1988, 13, 2662-2664.

- P. C. Iwen, S. R. Tarantolo, D. A. Sutton, M. G. Rinaldi and S. H. Hinrichs, Cutaneous infections caused by Cylindrocarpon lichenicolain a patient with acute leukemia, J. Clin. Microbiol., 2000, 38 (9), 3375-3378.

- E. A. James, D. K. Orchar, P. H. Mcwhinney, D. W. Warnock, E. M. Johnson and A. B. Mehta, disseminated infection due to Cylindrocarpon lichenicola in a patient with acute myeloid leukemia, J. Infect., 1997, 34, 65-67.

- K. Diongue, M. A. Dialloa, M. C. Secka, M. Ndiayea, A. S. Badianea, A. Diop, Y. D. Ndiaye, O. Ndir and D. Ndiaye, Tinea pedis due to Cylindrocarpon lichenicola beginning onycholysis, Med. Mycol. Case Rep., 2016, 11, 13-15.

- H. Champa, P. Sreeshma, P. Y. Prakash and M. Divya, Cutaneous infection with Cylindrocarpon lichenicola, Med. Mycol. Case Rep., 2013, 2, 55-58.

- C. Booth, Y. M. Clayto and M. Usherwood, Cylindrocarpon species associated with mycotickeratitis, Proc. Ind. Acad. Sci., 1985, 2 (3), 433-436.

- K. Mio, F. Takashi, U. Ryuji, N. Kenichi, M. Rokuro and T. Hiroshi, A new ascochlorin derivative from Cylindrocarpon sp. FKI-4602, J. Antibiot., 2013, 66, 23-29.

- B. S. Sheo, G. B. Richard, F. B. Gerald, C. Carmen, B. G. Jackson, A. G. Michael, H. Karst, G. J. Rosalind, M. L. Jerrold, B. L. Russell, C. S. Keith and L. Z. Deborah, Chemistry and Biology of Cylindrols: Novel Inhibitors of Ras Farnesyl-Protein Transferase from Cylindrocarpon lucidum, J. Org.Chem., 1996, 61, 7727-7737.

- W. Daniela, E. Gilda, S. Olov and A. Timm., Cylindrocyclin A, a New Cytotoxic Cyclopeptide from Cylindrocarpon sp, J. Antibiot., 2006, 59 (8), 495-499.

- G. R. Margarita, T. Cristina, R. Jaime, L. Mauricio and S. H. Guillermo. Bioactive Metabolites from the Fungus Nectria galligena, the Main Apple Canker Agent in Chile, J. Agric. Food Chem., 2005, 53, 7701-7708.

- G. Evans and N. H. White., Radicicolin and radicicol, two new antibiotics produced by Cylindrocarpon radicicola, Trans. Brit. Mycol. Soc., 1966, 49(4), 563-576

- Y. Liu, Q. Yang, G. Xia, H. Huang, H. Li, L. Ma, Y. Lu, L. He, X. Xia and Z. She, Polyketides with a-glucosidase inhibitory activity from a mangrove endophytic fungus Penicillium sp, J. Nat. Prod., 2015, 78, 1816-1822.

- F. M. Talontsi, B. Dittrich, A. Schüffler, H. Sun and H. Laatsch,Epicoccolides: Antimicrobial and Antifungal Polyketides from an Endophytic Fungus Epicoccumsp, Associated with Theobroma cacao. Eur.J. Org.Chem., 2013, 3174–3180.

- T. Ahsan, J. Chen, X. Zhao, M. Irfan and Y. Wu, Extraction and identification of bioactive compounds (eicosane and dibutyl phthalate) produced by Streptomyces strain KX852460 for the biological control of Rhizoctonia solani, AG-3 strain KX852461 to control target spot disease in tobacco leaf. AMB Expr., 2017, 7: 54

- T. M. Ha, W. Ko, S. J. Lee, Y. C. Kim, J. Y. Son, J. H. Sohn, J. H. Yim and H. Oh, Anti-Inflammatory Effects of Curvularin-Type Metabolites from a Marine-Derived Fungal Strain Penicillium sp. SF-5859in Lipopolysaccharide-Induced RAW264.7 Macrophages, Mar. Drugs., 2017, 15, 282-293.

- J. He, P. Fan, S. Feng, P. Shao and P. Sun, Isolation and Purification of wo Isoflavones from Hericium erinaceum Mycelium by High-Speed Counter-Current Chromatography. Molecules, 2018, 23, 560.

- A.M.D.A. Siriwardanea, N. S. Kumar, L. Jayasinghe and Y. Fujimoto., Chemical investigation of metabolites produced by an endophytic Aspergillus sp. isolated from Limonia acidissima, Natural Product Research, 2015, 29, 1384-87.




DOI: http://dx.doi.org/10.13171/mjc74181124-dilfaraz

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