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Modiolide and pyrone derivatives from the sea fan-derived fungus Curvularia sp. PSU-F22

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Abstract

Investigation of secondary metabolites from the sea fan-derived fungus Curvularia sp. PSU-F22 resulted in isolation of three new metabolites, curvulapyrone (1), curvulalide (2) and curvulalic acid (3) together with six known compounds, modiolides A (4) and B (5), pyrenolide A (6), stagonolide E (7), mycoepoxydiene (8), and deacetylmycoepoxydiene (9). Their antimicrobial activity against Staphylococcus aureus ATCC 25923, methicillin-resistant S. aureus and Microsporum gypseum SH-MU-4 were examined.

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References

  • Clinical and Laboratory Standards Institute (CLSI). Reference method for dilution antimicrobial susceptibility tests for bacteria that grow aerobically. Approved standard M7-A4. Clinical and Laboratory Standards Institute, Wayne, Pa, (2002a).

    Google Scholar 

  • Clinical and Laboratory Standards Institute (CLSI). Reference method for broth dilution antifungal susceptibility testing of yeasts. Approved standard, 2nd ed, M27-A4. Clinical and Laboratory Standards Institute, Wayne, Pa, (2002b).

    Google Scholar 

  • Clinical and Laboratory Standards Institute (CLSI). Reference method for broth dilution antifungal susceptibility testing of filamentous fungi. Approved standard. CLSI document M38-A. Clinical and Laboratory Standards Institute, Wayne, Pa, (2002c).

    Google Scholar 

  • Drummond, A. J. and Waigh, R. D., The development of microbiological methods for phytochemical screening. Recent Research Developments in Phytochemistry, 4, pp. 143–152, (2000).

    CAS  Google Scholar 

  • Evidente, A., Cimmino, A., Berestetskiy, A., Mitina, G., Andolfi, A., and Motta, A., Stagonolides B-F, nonenolides produced by Stagonospora cirsii, a potential mycoherbicide of Cirsium arvense. J. Nat. Prod., 71, 31–34 (2008).

    Article  PubMed  CAS  Google Scholar 

  • Greve, H., Schupp, P. J., Eguereva, E., Kehraus, S., Kelter, G., Maier, A., Fiebig, H. -H., and König, G. M., Apralactone A and a new stereochemical class of curvularins from the marine fungus Curvularia sp. Eur. J. Org. Chem., 2008, 5085–5092 (2008).

    Article  Google Scholar 

  • Greve, H., Schupp, P. J., Eguereva, E., Kehraus, S., and König, G. M., Ten-membered lactones from the marine-derived fungus Curvularia sp. J. Nat. Prod., 71, 1651–1653 (2008).

    Article  PubMed  CAS  Google Scholar 

  • Jadulco, R., Brauers, G., Edrada, R. A., Ebel, R., Wray, V., Sudarsono, S., and Proksch, P., New metabolites from sponge-derived fungi Curvularia lunata and Cladosporium herbarum. J. Nat. Prod., 65, 730–733 (2002).

    Article  PubMed  CAS  Google Scholar 

  • Jones, G. B., Huber, R. S., and Chapman, B. J., Catalytic enantioselective synthesis of macrolides via asymmetric alkylation. Tetrahedron: Asymmetry, 8, 1797–1809 (1997).

    Article  CAS  Google Scholar 

  • Kim, J. -C., Choi, G. J., Kim, H. T., Kim, H. -J., and Cho, K. Y., Pathogenicity and pyrenocine production of Curvularia inaequalis isolated from zoysia grass. Plant Disease, 84, 684–688 (2000).

    Article  CAS  Google Scholar 

  • Lee, J. C., Yang, X., Schwartz, M., Strobel, G., and Clardy, J., The relationship between an endangered North American tree and an endophytic fungus. Chem. Biol., 2, 721–727 (1995).

    Article  PubMed  CAS  Google Scholar 

  • Nukina, M., Sassa, T., and Ikeda, M., A new fungal morphogenic substance, pyrenolide A from Pyrenophora teres. Tetrahedron Lett., 21, 301–302 (1980).

    Article  CAS  Google Scholar 

  • Sommart, U., Rukachaisirikul, V., Sukpondma, Y., Phongpaichit, S., Towatana, N. H., Graidist, P., Hajiwangoh, Z., and Sakayaroj, J., A cyclohexenone derivative from Diaporthaceous fungus PSU-H2. Arch. Pharm. Res., 32, 1227–1231 (2009).

    Article  PubMed  CAS  Google Scholar 

  • Teles, H. L., Silva, G. H., Castro-Gamboa, I., Bolzani, V. S., Pereira, J. O., Costa-Neto, C. M., Haddad, R., Eberlin, M. N., Young, M. C. M., and Araújo, Â. R., Benzopyrans from Curvularia sp., an endophytic fungus associated with Ocotea corymbosa (Lauraceae). Phytochemistry, 66, 2363–2367 (2005).

    Article  PubMed  CAS  Google Scholar 

  • Trisuwan, K., Rukachaisirikul, V., Sukpondma, Y., Preedanon, S., Phongpaichit, S., Rungjindamai, N., and Sakayaroj, J., Epoxydons and a pyrone from the marine-derived fungus Nigrospora sp. PSU-F5. J. Nat. Prod., 71, 1323–1326 (2008).

    Article  PubMed  CAS  Google Scholar 

  • Tsuda, M., Mugishima, T., Komatsu, K., Sone, T., Tanaka, M., Mikami, Y., and Kobayashi, J., Modiolides A and B, two new 10-membered macrolides from a marine-derived fungus. J. Nat. Prod., 66, 412–415 (2003).

    Article  PubMed  CAS  Google Scholar 

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Correspondence to Vatcharin Rukachaisirikul.

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Trisuwan, K., Rukachaisirikul, V., Phongpaichit, S. et al. Modiolide and pyrone derivatives from the sea fan-derived fungus Curvularia sp. PSU-F22. Arch. Pharm. Res. 34, 709–714 (2011). https://doi.org/10.1007/s12272-011-0502-8

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  • DOI: https://doi.org/10.1007/s12272-011-0502-8

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