Pyridocarbazole alkaloids from Ochrosia borbonica: lipid-lowering agents inhibit the cell proliferation and adipogenesis of 3T3-L1 adipocyte via intercalating into supercoiled DNA

Chin J Nat Med. 2019 Sep;17(9):663-671. doi: 10.1016/S1875-5364(19)30080-9.

Abstract

Bioassay-guided fractionation of an ethanolic extract of Ochrosia borbonica led to the isolation of two known pyridocarbazole alkaloids, ellipticine (1) and 9-methoxyellipticine (2), and six known monoterpenoid indole alkaloids (3-8). Lipid-lowering assay in 3T3-L1 cell model revealed that 1 and 2 could significantly inhibit the lipid droplet formation (EC50 = 0.41 and 0.92 μmol·L-1, respectively) and lower triglyceride levels by 50%-60% at the concentration of 1 μmol·L-1, being more potent than the positive drug luteolin (EC50 = 2.63 μmol·L-1). A mechanistic study indicated that 1 and 2 could intercalate into supercoiled DNA, which consequently inhibited the mitotic clonal expansion of 3T3-L1 cells at the early differentiation phase, leading to the retardance of following adipogenesis and lipogenesis. These findings suggest that 1 and 2 may serve as promising leads for further development of anti-obesity drugs.

Keywords: Lipid-lowering agents; Ochrosia borbonica; Pyridocarbazole alkaloids.

MeSH terms

  • 3T3-L1 Cells
  • Adipocytes / drug effects
  • Adipocytes / metabolism
  • Adipocytes / pathology
  • Adipogenesis / drug effects*
  • Animals
  • Carbazoles / chemistry
  • Carbazoles / metabolism
  • Carbazoles / pharmacology*
  • Cell Proliferation / drug effects*
  • DNA Damage
  • DNA, Superhelical / chemistry*
  • Ellipticines / chemistry
  • Ellipticines / metabolism
  • Ellipticines / pharmacology
  • Hypolipidemic Agents / chemistry
  • Hypolipidemic Agents / metabolism
  • Hypolipidemic Agents / pharmacology*
  • Lipid Metabolism / drug effects
  • Mice
  • Molecular Structure
  • Ochrosia / chemistry*
  • Plant Extracts / chemistry
  • Topoisomerase Inhibitors / chemistry
  • Topoisomerase Inhibitors / metabolism
  • Topoisomerase Inhibitors / pharmacology

Substances

  • Carbazoles
  • DNA, Superhelical
  • Ellipticines
  • Hypolipidemic Agents
  • Plant Extracts
  • Topoisomerase Inhibitors
  • carbazole
  • ellipticine
  • 9-methoxyellipticine