Phytochemical, antibacterial, antioxidant and cytoxicity investigation of Tarenna grandiflora

Z Naturforsch C J Biosci. 2020 Dec 17;76(7-8):285-290. doi: 10.1515/znc-2020-0187. Print 2021 Jul 27.

Abstract

The phytochemical investigation of Tarenna grandiflora led to the isolation of 18 known compounds of which were four flavones, three anthraquinones, one phenyl propanoic derivative, five triterpenoids, four steroids and a mixture of glucose. Luteolin (1) and soranjidiol (6) were allylated and/or prenylated to give four new semisynthesized derivatives which were fully characterized as 7,3',4'-O-triallylluteolin (1a), luteolin-7,3',4'-O-triprenyls (1b), luteolin-5,7,3',4'-O-tetraprenyls (1c) and 6-O-allylsoranjidiol (6a). Their structures were established using spectroscopic analysis including 1D, 2D NMR and MS data. The cytotoxic, antioxidant and antimicrobial activities of extracts, fractions, isolated compounds and semi-synthesized derivatives were evaluated. The petroleum ether and EtOAc extracts exhibited good cytotoxic potency on KB-3-1 cell line with IC50 of >0.1 and 0.025 mg/mL respectively, while compounds 1b and 11 were the most active (IC50 > 0.0001 M). Compounds 1 and 3 showed the best antioxidant activities (45.5 and 55.8 µM); while compounds 9 and 12 showed the best antibacterial activities with MICs values ranges from 8.55 to 132 µM.

Keywords: Tarenna grandiflora; antimicrobial; antioxidant; cytotoxicity; phytochemicals.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology
  • Antioxidants / chemistry
  • Antioxidants / isolation & purification*
  • Antioxidants / pharmacology
  • Bacteria / classification
  • Bacteria / drug effects
  • Biphenyl Compounds / metabolism
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Chromatography / methods
  • Humans
  • Mass Spectrometry / methods
  • Microbial Sensitivity Tests / methods
  • Molecular Structure
  • Oxidation-Reduction / drug effects
  • Phytochemicals / chemistry
  • Phytochemicals / isolation & purification*
  • Phytochemicals / pharmacology
  • Picrates / metabolism
  • Plant Bark / chemistry
  • Plant Leaves / chemistry
  • Plant Stems / chemistry
  • Rubiaceae / chemistry*

Substances

  • Anti-Bacterial Agents
  • Antioxidants
  • Biphenyl Compounds
  • Phytochemicals
  • Picrates
  • 1,1-diphenyl-2-picrylhydrazyl