Echiumin E, an Aryl Dihydronaphthalene Lignan from the Australian Invasive Plant Paterson's Curse (Echium plantagineum)

  • J Nat Prod. 2022 Oct 28;85(10):2474-2479. doi: 10.1021/acs.jnatprod.2c00151.
Ju Jin  1  2 ,  Darren C Holland  3  4 ,  Anthony R Carroll  3  4 ,  Matthew Zunk  1  2
Affiliations
  • 1. School of Pharmacy and Medical Science, Griffith University, Gold Coast Campus, Queensland 4222, Australia.
  • 2. Menzies Health Institute Queensland, Griffith University, Gold Coast Campus, Queensland 4222, Australia.
  • 3. School of Environment and Science, Griffith University, Southport, Queensland 4222, Australia.
  • 4. Griffith Institute for Drug Discovery, Griffith University, Nathan, Queensland 4111, Australia.
PMID: 36126331 DOI: 10.1021/acs.jnatprod.2c00151
Abstract

A new aryl dihydronaphthalene lignan, echiumin E (1), and four known compounds, echiumin A, globoidnan A, (-)-rabdosiin, and rosmarinic acid (2-5), were isolated from the Australian invasive plant Echium plantagineum (Paterson's curse) for the first time. Echiumin E (1) was characterized by 1D/2D NMR spectroscopy and MS spectrometry, with its absolute configuration assigned through comparison of experimental and TDDFT-calculated ECD data. Echiumin E (1) along with compounds 3-5 were screened in vitro against three Cancer cell lines (SH-SY5Y, HeLa, and PC-3) and a prostate stromal (normal) cell line (WPMY-1) using a resazurin reduction assay. Echiumin E (1) was found to be active toward HeLa cells (IC50 0.21 μM).