4.2 Article

BIOLOGICALLY ACTIVE METABOLITES FROM THE MARINE ISOLATE OF THE FUNGUS Myceliophthora lutea

Journal

CHEMISTRY OF NATURAL COMPOUNDS
Volume 47, Issue 3, Pages 385-390

Publisher

SPRINGER
DOI: 10.1007/s10600-011-9940-2

Keywords

acremines; marine isolate of the fungus Myceliophthora lutea; NMR data; 1-oxaspiro[4,5] decenes

Funding

  1. Russian Foundation for Basic Research [09-04-00388, 08-04-00289]
  2. RAS Presidium
  3. RF Federal Agency for Science and Innovation [02.518.11.7169]
  4. RF [NSh-3531.2010.4]

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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 mu g/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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