Celosiadines A and B, unusual guanidine alkaloids from Iresine diffusa

Nat Prod Res. 2022 Jan;36(1):356-360. doi: 10.1080/14786419.2020.1784174. Epub 2020 Jul 3.

Abstract

Two unusual di-isopentenyl guanidine alkaloids, named celosiadines A (1) and B (2), were isolated from Iresine diffusa aerial parts. The structures of the compounds were elucidated from extensive spectroscopic analyses including HRMS, NMR and ECD. Celosiadines A and B showed favorable binding affinity to the androgen receptor (AR) in silico and were cytotoxic towards AR-sensitive (LNCaP) but not AR-insensitive (PC3) human prostate cancer cells in vitro.

Keywords: Iresine diffusa; androgen receptor; celosiadine; guanidine alkaloids; prostate cancer.

MeSH terms

  • Alkaloids*
  • Amaranthaceae*
  • Cell Line, Tumor
  • Guanidine
  • Guanidines
  • Humans
  • Male
  • Prostatic Neoplasms* / drug therapy

Substances

  • Alkaloids
  • Guanidines
  • Guanidine