Cytotoxic and antioxidant dihydrobenzofuran neolignans from the seeds of Crataegus pinnatifida

Fitoterapia. 2013 Dec:91:217-223. doi: 10.1016/j.fitote.2013.09.011. Epub 2013 Sep 20.

Abstract

Eight new dihydrobenzofuran neolignans, pinnatifidanin C I-VIII (1-8), together with two known analogs (9-10) were isolated from the seeds of Crataegus pinnatifida. Their structures were elucidated by spectroscopic analyses, especially 1D, 2D NMR and CD spectra. The cytotoxic activities of all isolates against human cancer cell lines were assayed, and most interestingly, compound 10 revealed preferred cytotoxicity on the HT-1080 cell line and displayed much stronger inhibitory activity (IC50=8.86 μM) compared with positive control 5-fluorouracil (IC50=35.62 μM). Meanwhile, antioxidant activities of all the isolates were evaluated using 2,2-diphenyl-1-pikrylhydrazyl (DPPH) and 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) assays, and the results showed that most of the isolates exhibited potent antioxidant activity.

Keywords: Antioxidant activities; Crataegus pinnatifida; Cytotoxicities; Dihydrobenzofuran neolignans.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Antineoplastic Agents, Phytogenic / therapeutic use*
  • Antioxidants / chemistry
  • Antioxidants / isolation & purification
  • Antioxidants / pharmacology
  • Antioxidants / therapeutic use*
  • Benzofurans / chemistry
  • Benzofurans / isolation & purification
  • Benzofurans / pharmacology
  • Benzofurans / therapeutic use*
  • Benzothiazoles / metabolism
  • Biphenyl Compounds / metabolism
  • Cell Line, Tumor
  • Crataegus / chemistry*
  • Humans
  • Inhibitory Concentration 50
  • Lignans / chemistry
  • Lignans / isolation & purification
  • Lignans / pharmacology
  • Lignans / therapeutic use*
  • Molecular Structure
  • Neoplasms / drug therapy*
  • Phytotherapy*
  • Picrates / metabolism
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plant Extracts / therapeutic use
  • Seeds / chemistry
  • Sulfonic Acids / metabolism

Substances

  • Antineoplastic Agents, Phytogenic
  • Antioxidants
  • Benzofurans
  • Benzothiazoles
  • Biphenyl Compounds
  • Lignans
  • Picrates
  • Plant Extracts
  • Sulfonic Acids
  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
  • 1,1-diphenyl-2-picrylhydrazyl