Isolation, characterization, and antimicrobial activity of communic acid from Juniperus phoenicea

J Complement Integr Med. 2021 Jul 29;19(2):467-470. doi: 10.1515/jcim-2019-0319. eCollection 2022 Jun 1.

Abstract

Objectives: A mixture of Z and E communic acid is isolated for the first time from the cones of Juniperus phoenicea. Its biological activity was studied.

Methods: The plant material was extracted in a Soxhlet apparatus with n-hexane, the resulting extract was subjected to column chromatography (CC) on silica gel. The structure elucidation of the constituents of the isolated fraction was identified by comparison of its spectroscopic properties 1H and 13C NMR data with those reported in the literature. The antimicrobial assay of hexanic extract and isolated compounds was carried out by the disc diffusion and micro-dilution methods.

Results: A mixture of two diterpene acids isomers was isolated, with a high yield (68%). Their chemical structures were confirmed after comparing their spectral data with published reports. These natural products exhibited a significant antibacterial and antifungal activity against the tested strains. Indeed, for Bacillus cereus, Staphylococcus aureus, and Pseudomonas aeruginosa, the inhibition zone diameters (36-37 mm) was better than penicillin, novobiocin, and amoxicillin. For Candida albicans activity, it show that the mixture possess an activity similar to that of Metrazol. Against Escherichia coli, the inhibitory activity was found less than Amoxicillin. This is the first report of isolation of communic acid from J. phoenicea.

Conclusions: These results showed that the cones of J. phoenicea were an important source of communic acid, and its hexanic extract had the greatest potential antibacterial activity against both Gram-negative and Gram-positive bacteria and C. albicans.

Keywords: Juniperus phoenicea; antimicrobial activity; communic acid; diterpenoids; natural products.

MeSH terms

  • Amoxicillin
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Candida albicans
  • Diterpenes*
  • Juniperus* / chemistry
  • Microbial Sensitivity Tests
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology

Substances

  • Anti-Bacterial Agents
  • Diterpenes
  • Plant Extracts
  • communic acid
  • Amoxicillin