Two new alkaloids from the tubers of Corydalis ambigua subsp. amurensis and their anti-proliferative activity

Nat Prod Res. 2020 Dec;34(23):3305-3312. doi: 10.1080/14786419.2019.1566821. Epub 2019 Mar 25.

Abstract

Two new alkaloids, including one benzophenanthridine type, dehydroambiguanine A (1) and one isoquinoline type, ambiguanine J (2) together with four (3-6) known alkaloids were isolated from the n-butanol fraction of Corydalis ambigua subsp. amurensis. Their structures were elucidated by comprehensive spectroscopic methods including HR-ESIMS and NMR, and the absolute configuration of compound 1 was further confirmed by the quantum ECD calculations. In addition, all isolated alkaloids (1-6) were determined their anti-proliferative effects of on A549 and HCT 116 cell by colorimetric MTT assay. Among them, Compounds 1 and 4 exhibited anti-proliferative activity on HCT 116 cell line with the IC50 value at 49.8 ± 4.79, and 89.2 ± 1.86 μM, respectively. Compounds 2 and 5 showed mild anti-proliferative activity against A549 cell with IC50 values at 60.2 ± 10.7, and 89.2 ± 12.9 μM, respectively. Their preliminary structure-activity relationship was also discussed.

Keywords: Alkaloids; anti-proliferative activity; corydalis ambigua subsp. amurensis.

MeSH terms

  • A549 Cells
  • Alkaloids / chemistry*
  • Alkaloids / pharmacology*
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cell Proliferation / drug effects
  • Corydalis / chemistry*
  • Drug Screening Assays, Antitumor
  • HCT116 Cells
  • Humans
  • Isoquinolines / chemistry
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plant Tubers / chemistry
  • Spectrometry, Mass, Electrospray Ionization
  • Structure-Activity Relationship

Substances

  • Alkaloids
  • Antineoplastic Agents, Phytogenic
  • Isoquinolines
  • isoquinoline