Phenylpropanoids and neolignans from Smilax trinervula

Fitoterapia. 2015 Jul:104:64-8. doi: 10.1016/j.fitote.2015.05.010. Epub 2015 May 16.

Abstract

A new phenylpropanoid glucoside and two new neolignans, namely (1S, 2R)-1-(3, 4, 5-trimethoxyphenyl)-3-(β-d-glucopyranosyloxy)-1, 2, 3-propanetriol (1), and (7R, 8R)-4, 7, 9, 9'-tetrahydroxy-3, 5, 3', 5'-tetramethoxy-8-4'-oxyneolignan 4-O-β-d-glucopyranoside (2) and 3', 9, 9'-trihydroxy-3, 5-dimethoxy-8-O-4'-neolignan-4-O-β-d-glucopyranoside (3), together with a new natural product (1S, 2R)-1-(3, 4, 5-trimethoxyphenyl)-1, 2, 3-propanetriol (4) and four known compounds (5-8) were isolated from the rhizomes of Smilax trinervula. Their structures were established mainly on the basis of 1D and 2D NMR spectral data, ESI-MS and literature comparisons. Compounds 1-8 were tested in vitro for their cytotoxic activities against 5 human tumor cell lines (SH-SY5Y, SGC-7901, HCT-116, Lovo and Vero). Compounds 7 and 8 exhibited cytotoxic activity against Lovo, with IC50 values of 18.7μM and 16.8μM, respectively.

Keywords: Cytotoxic activity; Neolignans; Phenylpropanoids; Smilax trinervula.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Cell Line, Tumor / drug effects
  • Glucosides / chemistry*
  • Glucosides / isolation & purification
  • Humans
  • Lignans / chemistry*
  • Lignans / isolation & purification
  • Molecular Structure
  • Plant Extracts / chemistry
  • Rhizome / chemistry*
  • Smilax / chemistry*

Substances

  • Antineoplastic Agents, Phytogenic
  • Glucosides
  • Lignans
  • Plant Extracts