Dibenzocyclooctadiene lignans from Kadsura heteroclita

Fitoterapia. 2017 Jun:119:150-157. doi: 10.1016/j.fitote.2017.04.013. Epub 2017 Apr 27.

Abstract

Sixteen dibenzocyclooctadiene lignans, including eight new ones, kadheterins A-H (1-8), and a new natural product, 9-benzoyloxy-gomisin B (9), were isolated from the stems of K. heteroclita. The structures of 1-9 were elucidated by extensive spectroscopic methods, and their absolute configurations were determined by combining CD with ROESY experiments. Additionally, the absolute configuration of 1 was further confirmed by single crystal X-ray crystallographic analysis. In vitro activity assays showed that 1 exhibited moderate cytotoxicity against HL-60 with IC50 value at 14.59μM.

Keywords: (+)-Gomisin K(3) (PubChem CID: 73057); Cytotoxicity; Dibenzocyclooctadiene lignans; Heteroclitin P (PubChem CID: 101845163); Heteroclitin Q (PubChem CID: 101845164); Kadsuphilin F (PubChem CID: 102155783); Kadsuphilol C (PubChem CID: 102471193); Kadsuphilol R (PubChem CID: 102484884); Kadsuphilol T (PubChem CID: 102484886); Kadsura heteroclita.

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Cyclooctanes / chemistry*
  • Cyclooctanes / isolation & purification
  • HL-60 Cells
  • Humans
  • Kadsura / chemistry*
  • Lignans / chemistry*
  • Lignans / isolation & purification
  • Macrophages / drug effects
  • Mice
  • Molecular Structure
  • Nitric Oxide / metabolism
  • Plant Stems / chemistry
  • RAW 264.7 Cells

Substances

  • Cyclooctanes
  • Lignans
  • dibenzocyclooctadiene lignan
  • Nitric Oxide