Antioxidant and cytotoxic lignans from the roots of Bupleurum chinense

J Asian Nat Prod Res. 2017 May;19(5):519-527. doi: 10.1080/10286020.2016.1234456. Epub 2016 Sep 21.

Abstract

In the search for biologically active compounds from the roots of Bupleurum chinense D C., phytochemical investigation of its ethanol extract led to the isolation and identification of a new 8-O-4' neolignan glucoside, saikolignanoside A (1), along with eight known lignans (2-9). Their structures were determined on the basis of IR, UV, HRESIMS, and NMR spectroscopic analyses. The antioxidant and cytotoxic effects of isolated compounds were evaluated in vitro. The isolated compounds (IC50 > 200 μM) did not display 2, 2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity. Whereas compounds 1-2, 5, 7, and 9 exhibited potent 2, 2'-azinobis(3-ethyl-benzothiazoline-6-sulfonic acid) (ABTS) free radical scavenging properties with IC50 values ranging from 8.34 to 15.24 μM, while compounds 3-4, 6, 8 showed moderate properties. In addition, all compounds were evaluated for cytotoxicities against A549, HepG2, U251, Bcap-37, and MCF-7 cell lines. Compounds 5 and 9 (IC50 < 51.62 μM) possessed stronger cytotoxic activities against all the tested tumor cell lines, compared with the positive control 5-Fluorouracil.

Keywords: Bupleurum chinense; antioxidant activities; cytotoxicities; lignans; structural elucidation.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Antioxidants / chemistry
  • Antioxidants / isolation & purification*
  • Antioxidants / pharmacology*
  • Benzothiazoles / chemistry
  • Biphenyl Compounds / pharmacology
  • Bupleurum / chemistry*
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Fluorouracil / pharmacology
  • Humans
  • Inhibitory Concentration 50
  • Lignans / chemistry
  • Lignans / isolation & purification*
  • Lignans / pharmacology*
  • MCF-7 Cells
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Picrates / pharmacology
  • Plant Roots / chemistry

Substances

  • Antineoplastic Agents, Phytogenic
  • Antioxidants
  • Benzothiazoles
  • Biphenyl Compounds
  • Lignans
  • Picrates
  • benzothiazoline
  • 1,1-diphenyl-2-picrylhydrazyl
  • Fluorouracil