Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2012 Dec;10(12):2691-2697.
doi: 10.3390/md10122691.

A new dibenz[b,e]oxepine derivative, 1-hydroxy-10-methoxy-dibenz[b,e]oxepin-6,11-dione, from a marine-derived fungus, Beauveria bassiana TPU942

Hiroyuki Yamazaki  1 , Henki Rotinsulu, Tsuyoshi Kaneko, Kazuki Murakami, Hiromu Fujiwara, Kazuyo Ukai, Michio Namikoshi
Affiliations

A new dibenz[b,e]oxepine derivative, 1-hydroxy-10-methoxy-dibenz[b,e]oxepin-6,11-dione, from a marine-derived fungus, Beauveria bassiana TPU942

Hiroyuki Yamazaki et al. Mar Drugs. 2012 Dec.

Abstract

1-Hydroxy-10-methoxy-dibenz[b,e]oxepin-6,11-dione (1) was obtained from the culture broth of a marine-derived fungus, Beauveria bassiana TPU942, isolated from a marine sponge collected at Iriomote Island in Okinawa, together with two known compounds, chrysazin (2) and globosuxanthone A (3). The structure of 1 was elucidated on the basis of its spectroscopic data (HREIMS, 1D and 2D NMR experiments including ¹H--¹H COSY, HMQC and HMBC spectra). Dibenz[b,e]oxepines are rare in nature, and only six natural products have been reported. Therefore, compound 1 is the seventh natural product in this class. Compounds 2 and 3 showed an antifungal activity against Candida albicans, and 3 inhibited the cell growth against two human cancer cell lines, HCT-15 (colon) and Jurkat (T-cell lymphoma). Compound 1 did not show an apparent activity in the same bioassays.

PubMed Disclaimer

Figures

Figure 1
Figure 1
Structures of compounds 1–3 isolated from Beauveria bassiana TPU942.
Figure 2
Figure 2
1H-1H COSY and HMBC correlations of compound 1.
Figure 3
Figure 3
Structures of related compounds 4–9.
See this image and copyright information in PMC

References

    1. Faulkner D.J. Marine natural products. Nat. Prod. Rep. 2002;19:1–48. - PubMed
    1. Blunt J.W., Copp B.R., Munro M.H.G., Northcote P.T., Prinsep M.R. Marine natural products. Nat. Prod. Rep. 2012;29:144–222. doi: 10.1039/c2np00090c. - DOI - PubMed
    1. Robert A.H. Marine natural products. Annu. Rep. Prog. Chem. 2012;108:131–146.
    1. Mostafa E.R., Rainer E. Secondary metabolites of fungi from marine habitats. Nat. Prod. Rep. 2011;28:290–344. - PubMed
    1. Namikoshi M. Biologically Active Natural Products from Marine Fungi. In: Fingerman M., Nagabhushanam R., editors. Biomaterials from Aquatic and Terrestrial Organism. Science Publishers; Enfield, NH, USA: 2006. pp. 285–359.

Publication types

MeSH terms

LinkOut - more resources