Isolation and antibacterial activity of anomanol B and other secondary metabolites from the stem bark of Anonidium mannii (Annonaceae)

Nat Prod Res. 2024 Jun;38(11):1813-1822. doi: 10.1080/14786419.2023.2223728. Epub 2023 Jun 22.

Abstract

A new Lanosta-7,9(11),22-trien-3,15,20-triol named Anomanol B 1, together with five known compounds: manniindole 2, arborinine 3, polycarpol 4, 8,9-dimethoxyphenanthridin-6(5H)-one 5 and 3-O-β-D-glucopyranosyl-β-sitosterol 6 were isolated from the stem bark extract of Anonidium mannii by routine chromatography techniques. 8,9-dimethoxyphenanthridin-6(5H)-one 5, was reported from natural origin for the first time. The structures of the compounds were established by comprehensive elucidation of spectroscopic data and by comparison with literature data. Evaluation of the isolates on Gram-negative bacteria such as Escherichia coli, Enterobacter aerogenes, Klebsiella pneumoniae, Providencia stuartii, and Pseudomonas aeruginosa showed that, compound 1 had weak antibacterial activity with minimal inhibitory concentrations (MIC) varying from 128 to 256 µg/mL. Compounds 3, 5, and 6 exhibited moderate to weak activity with MIC of 32 to 128 µg/mL and 64 to 256 µg/mL compared to the reference drug chloramphenicol which inhibited the growth of all studied bacteria with MIC values of 16 to 64 µg/mL.

Keywords: Anonidium mannii; a phenanthridine-6(5H)-one alkaloid; antibacterial activity; lanostane-type triterpene.

MeSH terms

  • Annonaceae* / chemistry
  • Anti-Bacterial Agents* / chemistry
  • Anti-Bacterial Agents* / pharmacology
  • Gram-Negative Bacteria / drug effects
  • Microbial Sensitivity Tests*
  • Molecular Structure
  • Plant Bark* / chemistry
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology

Substances

  • Anti-Bacterial Agents
  • Plant Extracts