The new compound isoacremine D (1) and acremine A (2) that was previously unknown for marine organisms were isolated from the marine isolate of the fungus Myceliophthora lutea. It was found that acremine A in CHCl3 was converted through the action of light into spirocompounds called by us spiroacremines A (3) and B (4). The structures of the compounds were elucidated based on NMR spectroscopic and high-resolution mass spectrometric data. The absolute stereochemistry of the spiroacremines was determined by Mosher’s method. It was shown that isoacremine D exhibited antimicrobial activity against Staphylococcus aureus at a concentration of 200 μg/mL and cytotoxic activity against embryos of the sea urchin Strongylocentrotus nudus. It was found that 1–4 exhibited cytotoxic activity against sea urchin sperm cells.
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Acknowledgment
The work was supported financially by the Russian Foundation for Basic Research (Projects Nos. 09-04-00388 and 08-04-00289), the RAS Presidium (Molecular and Cellular Biology Program), the RF Federal Agency for Science and Innovation (State Contract No. 02.518.11.7169), and a Grant of the RF President (Project NSh-3531.2010.4).
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T. A. Kuznetsova (Deceased).
Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 345–349, May–June, 2011.
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Smetanina, O.F., Yurchenko, A.N., Kalinovskii, A.I. et al. Biologically active metabolites from the marine isolate of the fungus Myceliophthora lutea . Chem Nat Compd 47, 385–390 (2011). https://doi.org/10.1007/s10600-011-9940-2
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DOI: https://doi.org/10.1007/s10600-011-9940-2