Structurally diverse isobutylamides from Zanthoxylum nitidum

Fitoterapia. 2023 Jan:164:105381. doi: 10.1016/j.fitote.2022.105381. Epub 2022 Dec 7.

Abstract

Five pairs of new racemic alkamides (1a/1b and 4a/4b-7a/7b) and two new achiral derivatives (2-3), as well as five known ones (8-12), were purified from the 95% EtOH extract of Zanthoxylum nitidum. Their structures were elucidated based on spectroscopic analyses (NMR and HR-ESI-MS), electronic circular dichroism (ECD) and NMR calculations. The enantiomeric separation was successfully achieved by chiral-phase HPLC-ECD measurements. Among all the isolates, compounds 2, 3, and 10 showed inhibitory effects against five human cancer cell lines, with IC50 values in range of 18.51-48.03 μM.

Keywords: Antiproliferative activity; Isobutylamides; Zanthoxylum nitidum (Roxb.) DC.; Zanthoxylumamides.

MeSH terms

  • Circular Dichroism
  • Humans
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Zanthoxylum* / chemistry