Three bianthraquinone derivatives from the mangrove endophytic fungus Alternaria sp. ZJ9-6B from the South China Sea

Mar Drugs. 2011;9(5):832-843. doi: 10.3390/md9050832. Epub 2011 May 12.

Abstract

Three new bianthraquinone derivatives, alterporriol K (1), L (2) and M (3), along with six known compounds were obtained from extracts of the endophytic fungus Alternaria sp. ZJ9-6B, isolated from the mangrove Aegiceras corniculatum collected in the South China Sea. Their structures were elucidated by one- and two-dimensional NMR spectroscopy, MS data analysis and circular dichroism measurements. Compounds 1, 2 and 3 were first isolated alterporriols with a C-2-C-2' linkage. The crystallographic data of tetrahydroaltersolanol B (7) was reported for the first time. In the primary bioassays, alterporriol K and L exhibited moderate cytotoxic activity towards MDA-MB-435 and MCF-7 cells with IC₅₀ values ranging from 13.1 to 29.1 μM.

Keywords: Alternaria sp.; alterporriol; bianthraquinone; cytotoxicity; endophytic fungus.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alternaria / chemistry*
  • Anthraquinones / chemistry
  • Anthraquinones / isolation & purification*
  • Anthraquinones / pharmacology
  • Antineoplastic Agents / isolation & purification*
  • Cell Line, Tumor
  • China
  • Circular Dichroism
  • Humans
  • Magnetic Resonance Spectroscopy
  • Seawater / microbiology*
  • Water Microbiology

Substances

  • 4,4',5,7',8-pentahydroxy-1,1'-dimethoxy-6',8-dimethyl-5,6,7,8-tetrahydro(2,2'-bianthracene)-9,9',10,10'-tetraone
  • 4,4',6,7,7',8-hexahydroxy-1,1'-dimethoxy-6',7-dimethyl-5,6,7,8-tetrahydro-(2,2'-bianthracene)-9,9',10,10'-tetraone
  • Anthraquinones
  • Antineoplastic Agents