Bakuchiol, an antibacterial component of Psoralidium tenuiflorum.
Bioactivity guided fractionation of an EtOAc extract from Psoralidium tenuiflorum (Pursh) Rydb. (family : Fabaceae) yielded the known compound bakuchiol as a racemic mixture. This compound was purified by liquid-liquid partitioning and chromatography followed by NMR and GCMS characterisation. This compound exhibited Staphylococcus epidermidis cytotoxicity. COSY and HETCOR spectra of the isolated bakuchiol indicated two disagreements with previously reported NMR structural assignments; reassignments are described herein. Long-term storage of bakuchiol resulted in degradation to 4-hydroxybenzaldehyde, which was purified and characterised.
Hsu
P-J
PJ
Department of Chemistry and Biochemistry, Montclair State University, Montclair, NJ 07043, USA.
Miller
J S
JS
Berger
J M
JM
D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D008401:Gas Chromatography-Mass Spectrometry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D029907:Psoralea / Q000737:chemistry*; D013212:Staphylococcus epidermidis / Q000187:drug effects*
D000900:Anti-Bacterial Agents; D010636:Phenols; C012765:bakuchiol