Jiangrines A-F and jiangolide from an actinobacterium, Jiangella gansuensis

J Nat Prod. 2014 Dec 26;77(12):2605-10. doi: 10.1021/np500402a. Epub 2014 Nov 20.

Abstract

Seven new compounds, including five pyrrol-2-aldehyde derivatives, jiangrines A-E (1-5), one indolizine derivative, jiangrine F (7), and one glycolipid, jiangolide (8), along with a known compound, pyrrolezanthine (6), were isolated from the fermentation broth of Jiangella gansuensis, an actinobacterium assigned to a novel family, Jiangellaceae, and a novel order, Jiangellales. The structures were elucidated by detailed spectroscopic analysis and through chemical methods. Compounds 1, 2, 3/4, 5, 6, and 8 demonstrated inhibitory effects on lipopolysaccharide-induced NO production in RAW 264.7 macrophage cells, with IC50 values of 97.8, 60.7, 30.1, 54.9, 58.8, and 61.4 μM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Actinomycetales / chemistry*
  • Aldehydes / chemistry
  • Aldehydes / isolation & purification*
  • Aldehydes / pharmacology
  • Animals
  • Fatty Acids / pharmacology
  • Gas Chromatography-Mass Spectrometry
  • Glycolipids / chemistry
  • Glycolipids / isolation & purification*
  • Glycolipids / pharmacology
  • Indolizines / chemistry
  • Indolizines / isolation & purification*
  • Indolizines / pharmacology
  • Inhibitory Concentration 50
  • Lipopolysaccharides / pharmacology
  • Macrophages / drug effects
  • Mice
  • Molecular Structure
  • Nitric Oxide / biosynthesis
  • Pyrroles / chemistry
  • Pyrroles / isolation & purification*
  • Pyrroles / pharmacology

Substances

  • Aldehydes
  • Fatty Acids
  • Glycolipids
  • Indolizines
  • Lipopolysaccharides
  • Pyrroles
  • jiangolide
  • jiangrine A
  • jiangrine F
  • Nitric Oxide