A new cytotoxic plumbagin derivative from roots of Diospyros undulata

Nat Prod Res. 2021 May;35(10):1605-1612. doi: 10.1080/14786419.2019.1630120. Epub 2019 Jun 17.

Abstract

A new plumbagin derivative, 3-(5-oxohexyl)plumbagin (1), together with six known benzoquinone derivatives (2-7), four known triterpenoids (8-11) and coniferyl aldehyde (12) were isolated from Diospyros undulata roots. Their structures were elucidated by intensive spectroscopy including 1 D and 2 D NMR, UV, IR and MS spectrometric analysis. Compound 1 exhibited strong cytotoxicity against three cancer cell lines as lung cancer (NCI-H187), breast cancer (MCF-7), and oral cancer (KB) with IC50 values of 7.16, 12.85 and 28.67 µM, respectively. Moreover, it did not showed cytotoxicity to Vero cells. In addition, the antimicrobial activity of compound 1 was moderate that kill only S. aureus with MBC of 250 µg/mL while other compounds especially compound 4 showed a broader activity that kill all tested bacteria.

Keywords: Diospyros undulata; antibacterial activity; cytotoxicity; plumbagin derivatives.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Bacteria / drug effects
  • Cell Death / drug effects
  • Cell Line, Tumor
  • Chlorocebus aethiops
  • Diospyros / chemistry*
  • Humans
  • Microbial Sensitivity Tests
  • Naphthoquinones / isolation & purification
  • Naphthoquinones / pharmacology*
  • Plant Extracts / chemistry
  • Plant Roots / chemistry*
  • Vero Cells

Substances

  • Antineoplastic Agents
  • Naphthoquinones
  • Plant Extracts
  • plumbagin