Leojaponic acids A and B, two new homologous terpenoids, isolated from Leonurus japonicus

Chin J Nat Med. 2016 Apr;14(4):303-307. doi: 10.1016/S1875-5364(16)30032-2.

Abstract

The present study aimed at isolation and purification of the bioactive terpenoids from the herb of Leonurus japonicus by chromatographic separations such as silica gel, sephadex LH-20 and C18 reversed phase silica gel, as well as preparative HPLC. As a result, leojaponic acids A (1, C17H24O4) and B (2, C18H26O4), two homologous terpenoids, together with (-)-loliolide (3), 1-(3-ethylphenyl) ethane-1, 2-diol (4) and dibutyl phthalate (5), were isolated from the EtOH extract of L. japonicus. All the chemical structures of the isolates were elucidated on the basis of 1D and 2D NMR analyses. Compounds 1 and 2 were new terpenoids, and Compounds 3 and 4 were isolated and identified for the first time from this plant. In addition, the α-glucosidase and tyrosinase inhibitory activity of the new compounds were evaluated.

Keywords: Leojaponic acid; Leonurus japonicus; Terpenoid.

MeSH terms

  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification
  • Fruit / chemistry
  • Glucosidases / analysis
  • Glucosidases / antagonists & inhibitors
  • Leonurus / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plant Extracts / chemistry*
  • Plant Extracts / isolation & purification
  • Terpenes / chemistry*
  • Terpenes / isolation & purification

Substances

  • Enzyme Inhibitors
  • Plant Extracts
  • Terpenes
  • Glucosidases