New p-terphenyls from the endophytic fungus Aspergillus sp. YXf3

Bioorg Med Chem Lett. 2017 Jan 1;27(1):51-54. doi: 10.1016/j.bmcl.2016.11.033. Epub 2016 Nov 14.

Abstract

Five new p-terphenyls named prenylterphenyllin D (1), prenylterphenyllin E (2), 2'-O-methylprenylterphenyllin (3), 4-O-methylprenylterphenyllin (4) and 3'-O-methylterphenyllin (5) together with seven known compounds (6-12), were isolated from cultures of Aspergillus sp. YXf3. The structures of the new compounds were elucidated by extensive MS and NMR analyses. The NMR and MS data of 5 is reported for the first time, as its structure was listed in SciFinder Scholar with no associated reference. Compounds 6 and 7 were distinguished from each other on the basis of 2D NMR experiments. Compounds 1, 2, 3 and 8 showed antibacterial activities against X. oryzae pv. oryzicola Swings and E. amylovora with the same MIC values of 20μg/mL while 10 exhibited activities against E. amylovora with an MIC value of 10μg/mL.

Keywords: Anti-phytopathogenic activity; Aspergillus sp.; p-Terphenyls.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Aspergillus / chemistry*
  • Dose-Response Relationship, Drug
  • Erwinia amylovora / drug effects*
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Structure-Activity Relationship
  • Terphenyl Compounds / chemistry
  • Terphenyl Compounds / isolation & purification
  • Terphenyl Compounds / pharmacology*
  • Xanthomonas / drug effects*

Substances

  • Anti-Bacterial Agents
  • Terphenyl Compounds