Hexahydrobenzophenanthridine alkaloids from Corydalis bungeana Turcz. and their anti-inflammatory activity

Bioorg Med Chem Lett. 2018 Jul 15;28(13):2265-2269. doi: 10.1016/j.bmcl.2018.05.039. Epub 2018 May 18.

Abstract

As part of a bioprospecting program aimed at the discovery of anti-inflammatory agents from the Corydalis bungeana Turcz. (C. bungeana), five new hexahydrobenzophenanthridine alkaloids, corycaline A-E (1-5), along with four known alkaloids, were isolated from the whole plant of C. bungeana. Their structures including absolute configurations were elucidated on the basis of extensive spectroscopic analyses and electronic circular dichroism (ECD) calculations. The inhibitory activities of the nine compounds on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW 264.7 mouse macrophage cells were determined; all tested compounds except 2 and 7 exhibited significant inhibitory effects with IC50 values in the range of 1.00-2.79 μM.

Keywords: Alkaloids; Anti-inflammatory activity; Corydalis bungeana Turcz; Hexahydrobenzophenanthridine; Traditional Chinese medicines.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / isolation & purification
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Benzophenanthridines / chemistry
  • Benzophenanthridines / isolation & purification
  • Benzophenanthridines / pharmacology*
  • Corydalis / chemistry*
  • Mice
  • Nitric Oxide / metabolism
  • RAW 264.7 Cells
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Benzophenanthridines
  • Nitric Oxide