Phenylpropanoids and lignoids from the whole plant of Vaccinium emarginatum and their cytotoxicity against prostate cancer cells

Nat Prod Res. 2021 Jun;35(12):2028-2036. doi: 10.1080/14786419.2019.1655412. Epub 2019 Sep 9.

Abstract

One new naturally occurring quinone, 3',4'-dihydroxy-1,2,6-trimethoxy-[1,1'-biphenyl]-4(1H)-one (1), one new diarylpropane, emarginone A (2), and one new neolignan, emarginone B (3), along with eighteen known compounds have been isolated from the chemical investigation of the EtOAc-soluble fraction of the Vaccinium emarginatum whole plant methanolic extract. The new structures were elucidated by combined analysis of spectroscopic analytical methods and comparison with the literature data obtained from known analogues. In addition, the cytotoxicity of compounds 2, 4, and 14-20 against Du145 and PC-3 prostate cancer cell lines using MTT cell proliferation assay was evaluated. Compounds 2 and 19 showed most potent cytotoxicity against Du145 with IC50 values of 7.53 and 6.63 μg/mL, respectively. Furthermore, compounds 2, 17, and 19 also exhibited significant cytotoxicity against PC-3 with IC50 values ranging from 3.44-6.64 μg/mL.

Keywords: Du145; PC-3; Vaccinium emarginatum; cytotoxicicty; lignoids; phenylpropanoids; quinones.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Humans
  • Magnetic Resonance Spectroscopy
  • Male
  • Molecular Structure
  • PC-3 Cells
  • Phenylpropionates / chemistry
  • Phenylpropionates / pharmacology
  • Plant Extracts / chemistry
  • Prostatic Neoplasms / drug therapy*
  • Prostatic Neoplasms / pathology
  • Quinones / chemistry
  • Quinones / pharmacology
  • Vaccinium / chemistry*

Substances

  • Antineoplastic Agents, Phytogenic
  • Phenylpropionates
  • Plant Extracts
  • Quinones