Chemical Profile of Lipophilic Fractions of Different Parts of Zizyphus lotus L. by GC-MS and Evaluation of Their Antiproliferative and Antibacterial Activities

Molecules. 2022 Jan 13;27(2):483. doi: 10.3390/molecules27020483.

Abstract

Zizyphus lotus L. is a perennial shrub particularly used in Algerian folk medicine, but little is known concerning the lipophilic compounds in the most frequently used parts, namely, root bark, pulp, leaves and seeds, which are associated with health benefits. In this vein, the lipophilic fractions of these morphological parts of Z. lotus from Morocco were studied by gas chromatography-mass spectrometry (GC-MS), and their antiproliferative and antimicrobial activities were evaluated. GC-MS analysis allowed the identification and quantification of 99 lipophilic compounds, including fatty acids, long-chain aliphatic alcohols, pentacyclic triterpenic compounds, sterols, monoglycerides, aromatic compounds and other minor components. Lipophilic extracts of pulp, leaves and seeds were revealed to be mainly composed of fatty acids, representing 54.3-88.6% of the total compounds detected. The leaves and seeds were particularly rich in unsaturated fatty acids, namely, (9Z,12Z)-octadeca-9,12-dienoic acid (2431 mg kg-1 of dry weight) and (9Z)-octadec-9-enoic acid (6255 mg kg-1 of dry weight). In contrast, root bark contained a high content of pentacyclic triterpenic compounds, particularly betulinic acid, accounting for 9838 mg kg-1 of dry weight. Root bark extract showed promising antiproliferative activity against a triple-negative breast cancer cell line, MDA-MB-231, with a half-maximal inhibitory concentration (IC50) = 4.23 ± 0.18 µg mL-1 of extract. Leaf extract displayed interesting antimicrobial activity against Escherichia coli, methicillin-sensitive Staphylococcus aureus and Staphylococcus epidermis, presenting minimum inhibitory concentration (MIC) values from 1024 to 2048 µg mL-1 of extract. Our results demonstrate that Zizyphus lotus L. is a source of promising bioactive components, which can be exploited as natural ingredients in pharmaceutical formulations.

Keywords: Zizyphus lotus L.; antimicrobial activity; gas chromatography–mass spectrometry; lipophilic extracts; pentacyclic triterpenic compounds; triple-negative breast cancer.

MeSH terms

  • Alcohols / analysis
  • Anti-Bacterial Agents / analysis
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Antineoplastic Agents, Phytogenic / analysis
  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Escherichia coli / drug effects
  • Fatty Acids / analysis
  • Gas Chromatography-Mass Spectrometry
  • Humans
  • Microbial Sensitivity Tests
  • Monoglycerides / analysis
  • Morocco
  • Plant Extracts / analysis
  • Plant Extracts / chemistry*
  • Plant Extracts / pharmacology*
  • Staphylococcus aureus / drug effects
  • Staphylococcus epidermidis / drug effects
  • Sterols / analysis
  • Triterpenes / analysis
  • Ziziphus / chemistry*

Substances

  • Alcohols
  • Anti-Bacterial Agents
  • Antineoplastic Agents, Phytogenic
  • Fatty Acids
  • Monoglycerides
  • Plant Extracts
  • Sterols
  • Triterpenes