Caffeate and piperidine-3-ol derivatives from the stem bark of Cassia sieberiana

Abstract

A new caffeate derivative from the ethanol extract of the stem bark of Cassia sieberiana DC. is described herein along with the known secondary metabolites spectaline (2), iso-6-cassine (3), 3-O-methyl-chiro-inositol (4), monobehenin (5), octyl nonadecyloate (6), β-sitosterol (7), stigmasterol (8) and sitosterol 3-O-β-D-glucopyranoside (9). The chemical structures were elucidated by means of various spectroscopic and spectrometric techniques. Extract and isolated compounds were devoid of inhibitory action against the herein selected bacterial strains (MICs > 256 μg/mL) but showed capacities to reduce 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical (EC₅₀ < 3 μg/mL) considerably better than the “gold standard” trolox (EC₅₀ 6.47 ± 0.48 μg/mL).

Graphical Abstract

Keywords:

• Cassia sieberiana
• Fabaceae
• caffeate derivative
• antioxidant activity
• antibacterial activity

Acknowledgements

GTBM is grateful to the German Academic Exchange Service (DAAD) (57381410) and the Institute for Organic Chemistry of the University Johannes Gutenberg of Mainz for financial support.

Disclosure statement

No potential conflict of interest was reported by the author(s).