Sorokiniol: a new enzymes inhibitory metabolite from fungal endophyte Bipolaris sorokiniana LK12

BMC Microbiol. 2016 Jun 9:16:103. doi: 10.1186/s12866-016-0722-7.

Abstract

Background: Medicinal plants harboring endophytic fungi could carry significant potential for producing bioactive secondary metabolites. Endophytic fungi serve as alternate source of interesting compounds in their natural and modified synthetic forms to treat different diseases. In this regard, endophytic microflora associated with alkaloid-rich medicinal plants Rhazya stricta is least known.

Results: We isolated one new bioactive compound sorokiniol (1) along with two known cyclic peptides BZR-cotoxin I (2) and BZR-cotoxin IV (3) from fungal endophyte Bipolaris sorokiniana LK12. The structures of the isolated new and known compounds were elucidated through spectroscopic data, including 1D and 2D NMR ((1)H, (13)C, HSQC, HMBC, and NOESY), mass, and UV. The known peptides (2-3) were characterized by ESI-MS, MS/MS, and by comparing the NMR data with the literature. The isolated metabolites were assayed for their role against enzyme inhibition. Compound 1 was significantly inhibitory towards acetyl cholinestrase while the other compounds (2-3) had moderate anti-lipid peroxidation and urease activities.

Conclusion: The present results suggest that the endophytic microorganism associated with indigenously important medicinal plants can offer a rich source of biologically active chemical constituents which could help in discovering enzyme inhibitory lead drugs.

Keywords: Bipolaris sorokiniana LK12; Cyclic peptides; Endophytic fungi; Enzyme inhibition and antioxidant; Secondary metabolites; Structure elucidation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Apocynaceae / microbiology*
  • Ascomycota / chemistry
  • Ascomycota / growth & development*
  • Cholinesterase Inhibitors / isolation & purification
  • Cholinesterase Inhibitors / pharmacology
  • Endophytes / chemistry
  • Endophytes / growth & development
  • Enzyme Inhibitors / isolation & purification*
  • Enzyme Inhibitors / pharmacology*
  • Lipid Peroxidation / drug effects
  • Magnetic Resonance Spectroscopy
  • Secondary Metabolism
  • Tandem Mass Spectrometry

Substances

  • Cholinesterase Inhibitors
  • Enzyme Inhibitors