Five new cyotoxic steroidal glycosides from the fruits of Solanum torvum

Fitoterapia. 2014 Mar:93:209-15. doi: 10.1016/j.fitote.2014.01.009. Epub 2014 Jan 18.

Abstract

The fruits of Solanum torvum Swartz, commonly known as Turkey berry, are edible and commonly used as a vegetable in the South Indian population's diet and as an essential ingredient in Thai cuisine. Five new steroidal glycosides together with five known ones were isolated from the fruits of S. torvum Swartz. Based on chemical and spectral evidence, the five new compounds were identified to be 25(S)-26-O-β-D-glucopyranosyl-5α-furost-22(20)-en-3β,6α,26-triol-6-O-[α-L-rhamnopyranosyl-(1→3)-O-β-D-quinovopyranoside] (1), 25(S)-26-O-β-D-glucopyranosyl-5α-furost-22(20)-en-3-one-6α,26-diol-6-O-[α-L-rhamnopyranosyl-(1→3)-O-β-D-quinovopyranoside] (2), 25(S)-26-O-β-D-glucopyranosyl-5α-furost-22(20)-en-3β,6α,26-triol-6-O-β-D-quinovopyranoside (3), 5α-pregn-16-en-20-one-3β,6α-diol-6-O-[α-L-rhamnopyranosyl-(1→3)-β-D-quinovopyranoside] (4), and 5α-pregn-16-en-3,20-dione-6α-ol-6-O-[α-L-rhamnopyranosyl-(1→3)-β-D-quinovopyranoside] (5). These new compounds were assayed for cytotoxicities in vitro, and 1 to 4 showed cyotoxic activity against the human melanoma cell line A375, with IC50 values of 30 μM to 260 μM.

Keywords: Cytotoxic activity; Solanum torvum; Steroidal glycosides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Fruit / chemistry
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Humans
  • Inhibitory Concentration 50
  • Molecular Structure
  • Phytosterols / chemistry
  • Phytosterols / isolation & purification*
  • Solanum / chemistry*

Substances

  • Antineoplastic Agents, Phytogenic
  • Glycosides
  • Phytosterols