Uncommon secondary metabolites from Etlingera pavieana rhizomes

Nat Prod Res. 2016 Oct;30(19):2215-9. doi: 10.1080/14786419.2016.1146884. Epub 2016 Feb 22.

Abstract

From the rhizomes of Etlingera pavieana (Pierre ex Gagnep.) R.M. Sm., four phenylpropens, (E)-3-(4-methoxyphenyl)prop-2-en-1-amine (1), (E)-4-methoxycinamaldehyde (2), (E)-4-methoxycinamic acid (3) and (E)-1-methoxy-4-(3-methoxyprop-1-enyl)benzene (4), together with two other compounds, (E)-((E)-3-(4-methoxyphenyl)allyl)3-(4-hydroxyphenyl)acrylate (5) and 4-methoxybenzoic acid (6) were isolated. This is the first report on the presence of all compounds in Etlingera. Compounds 1 and 5 have been previously synthesised, but this is the first report of their isolation from a natural source. Compound 5 exhibited weak activity against Mycobacterium tuberculosis with MIC 50.00 μg/mL and cytotoxic activity against the KB, MCF7 and NCI-H187 cells with IC50 values of 25.11, 20.16 and 34.83 μg/mL, respectively.

Keywords: (E)-((E)-3-(4-methoxyphenyl)allyl)3-(4-hydroxyphenyl)acrylate; (E)-3-(4-methoxyphenyl)prop-2-en-1-amine; Etlingera pavieana; Zingiberaceae; cytotoxic activity.

MeSH terms

  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Cell Line
  • Humans
  • Mycobacterium tuberculosis / drug effects
  • Rhizome / metabolism*
  • Zingiberaceae / metabolism*

Substances

  • Antineoplastic Agents, Phytogenic