Poly p-hydroxybenzyl substituted bibenzyls and phenanthrenes from Bletilla ochracea Schltr with anti-inflammatory and cytotoxic activity

Fitoterapia. 2018 Sep:129:241-248. doi: 10.1016/j.fitote.2018.07.007. Epub 2018 Jul 25.

Abstract

Ten previously undescribed stilbenoids, including six bibenzyls (bleochrins A-F, 1-6), three phenanthrenes derivatives (bleochrins G-J, 7-10) along with eleven known compounds were isolated from the rhizomes of Bletilla ochracea Schltr. The structural characterizations of 1-21 were accomplished by spectroscopic data, while the absolute stereostructure of 6 was confirmed by electronic circular dichroism (ECD) data analyses. All isolated metabolites except 7 were evaluated for cytotoxic activity against five human cancer cell lines (HL-60, SMMC-7721, A-549, MCF-7 and SW480). Four isolates exhibited significant inhibitory ability against HL-60, SMMC-7721, and MCF-7 cell lines, with IC50 values ranging from 0.79 to 6.57 μM. The isolates were tested further for inhibitory effects on the NO production of the liposaccharide (LPS)-induced RAW264.7 macrophages and showed activity with IC50 values at 15.29-24.02 μM.

Keywords: Bibenzyls; Bletilla ochracea; Cytotoxicity; Phenanthrenes; Stilbenoids.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology*
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Bibenzyls / isolation & purification
  • Bibenzyls / pharmacology*
  • Cell Line, Tumor
  • China
  • Humans
  • Mice
  • Molecular Structure
  • Nitric Oxide / metabolism
  • Orchidaceae / chemistry*
  • Phenanthrenes / isolation & purification
  • Phenanthrenes / pharmacology*
  • RAW 264.7 Cells
  • Rhizome / chemistry

Substances

  • Anti-Inflammatory Agents
  • Antineoplastic Agents, Phytogenic
  • Bibenzyls
  • Phenanthrenes
  • Nitric Oxide