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Archives of Pharmacal Research

, Volume 30, Issue 7, pp 816–819 | Cite as

Isocoumarin derivatives from the sea squirt-derived fungus penicillium stoloniferum QY2-10 and the halotolerant fungus penicillium notatum B-52

  • Zhi -Hong Xin
  • Li -Tian
  • Tian -jiao Zhu
  • Wen -Liang Wang
  • Lin Du
  • Yu-chun Fang
  • Qian -Qun Gu
  • Wei -Ming Zhu
Article Drug discovery

Abstract

Two isocoumarin derivatives, stoloniferol A (1) and B (2), a known 5a, 8a-epidioxy-23-methyl-(22E, 24R)-ergosta-6, 22-dien-3 β-ol (3), and a known dihydrocitrinone (4) were isolated from the ethyl acetate extract of the sea squirt-derived fungus,Penicillium stoloniferum QY2-10, and a halophilic fungus,Penicillium notatum B-52, respectively. Their structures were elucidated by spectroscopic methods and optical rotation. The stereochemistry of 2 was determined on the basis of different NOE experiments and chemical transformation. Compound 3 showed cytotoxicity against P388 cells, with an IC50 value of 4.07 μ.M.

Key words

Sea squirt-derived fungus Penicillium stoloniferum Halotolerant fungus Penicillium notatum Stoloniferol A and B 

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References

  1. Brown, J. P., Robertson, A., Whalley, W. B., and Cartwright, N. J., Chemistry of fungi. V. The constitution of citrinin.J. Chem. Soc, 867 879 (1949).Google Scholar
  2. Bugni, T. S. and Ireland, C. M., Marine-derived fungi: a chemically and biologically diverse group of microorganisms.Nat. Prod. Rep., 21, 143–163 (2004).PubMedCrossRefGoogle Scholar
  3. Chien, M. M., Schiff, P. L. Jr., Slatkin, D. J., and Knapp, J. E., Metabolites of Aspergilli. III. The isolation of citrinin, dihydro-citrinone and sclerin fromAspergillus carneus.Lloydia, 40, 301–302(1977).PubMedGoogle Scholar
  4. Han, X. X., Cui, C. B., Gu, Q. Q., Zhu, W. M., Liu, H. B., Gu, J. Y., and OsActa, H., ZHD-0501, a novel naturally occurring staurosporine analog fromActinomadura sp. 007.Tetrahedron Lett., 46, 6137–6140 (2005).CrossRefGoogle Scholar
  5. Hassall, C. H. and Jones, D. W., The biosynthesis of phenols. IV. A new metabolic product ofAspergillus terreus.J. Chem. Soc, 4189–4191 (1962).Google Scholar
  6. Liu, R., Gu, Q. Q., Zhu, W. M., Cui, C. B., Fan, G T., Fang, Y.C., Zhu, T. J., and Liu, H. B., Three new 10-phenyl-[12]-cytochalasins Z7, Z8 and Z9 from Marine-derived FungusSpicaria elegans.J. Nat. Prod., 69, 871–875 (2006).PubMedCrossRefGoogle Scholar
  7. Yaoita, Y, Amemiya, K., Ohnuma, H., Furumura, K., Masaki, A., Matsuki, T., and Kikuchi, M., Sterol constituents from five edible mushrooms.Chem. Pharm. Bull., 46, 944–950 (1998).Google Scholar

Copyright information

© The Pharmaceutical Society of Korea 2007

Authors and Affiliations

  • Zhi -Hong Xin
    • 1
    • 2
  • Li -Tian
    • 3
  • Tian -jiao Zhu
    • 1
  • Wen -Liang Wang
    • 1
  • Lin Du
    • 1
  • Yu-chun Fang
    • 1
  • Qian -Qun Gu
    • 1
  • Wei -Ming Zhu
    • 1
  1. 1.Key laboratory of Marine Drugs, Chinese Ministry of Education; Institute of Marine Drugs and FoodOcean University of ChinaQingdaoP R China
  2. 2.College of Food and TechnologyNanjing Agriculture UniversityNanjingP R China
  3. 3.First Institute of OceanographyState Oceanic AdministrationQingdaoP R China

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