Celosiadines A and B, unusual guanidine alkaloids from Iresine diffusa

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.

New biflavonoids from Iresine diffusa

“…Iresine diffusa, the target species of this study, is commonly used in Peru to treat hemorrhages, malaria, and ovary inflammations (Pabon et al, 2009), in Mexico the specie is used by the Mayas for the treatment of several diseases such as malaria, typhoid, and prostate cancer (Rios et al, 2005). Previous phytochemical studies of this plant have shown the isolation of steroids, glycosylated triterpenes and drimenes (Rios et al, 2005), guanidines alkaloids (Killian et al, 2020). In Venezuela, this plant is known as valerian, and it is recognized for sedative properties.…”