Two new bicyclic sulfoxides from Welsh onion

J Nat Med. 2016 Apr;70(2):260-5. doi: 10.1007/s11418-015-0947-z. Epub 2015 Dec 16.

Abstract

Newly identified bicyclic sulfoxides, welsonins A1 (1) and A2 (2), were isolated from acetone extracts of the bulbs of the Welsh onion (Allium fistulosum). In this study, the structures of 1 and 2, which are tetrahydrothiophene-S-oxide derivatives, were characterized by spectroscopic analysis. These compounds appeared to be derived from the coupling of 1-propenyl sulfenic acid and uronic acid. Welsonin A1 (1) showed the potential to suppress tumor-cell proliferation by inhibiting the polarization of alternatively activated M2 macrophages.

Keywords: Allium fistulosum; Anticancer function; Bicyclic sulfoxide; M2 macrophage; Tetrahydrothiophene derivative; Welsonin A1.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Cell Line
  • Cell Proliferation / drug effects
  • Humans
  • Macrophages / drug effects
  • Neoplasms
  • Onions / chemistry*
  • Plant Extracts / chemistry*
  • Plant Extracts / pharmacology
  • Plant Roots / chemistry
  • Sulfoxides / chemistry
  • Sulfoxides / isolation & purification*
  • Sulfoxides / pharmacology
  • Thiophenes / analysis

Substances

  • Antineoplastic Agents, Phytogenic
  • Plant Extracts
  • Sulfoxides
  • Thiophenes
  • welsonin A1
  • welsonin A2
  • tetrahydrothiophene