Abietane diterpenoids from Isodon amethystoides and their biological activities

Phytochemistry. 2024 Sep:225:114171. doi: 10.1016/j.phytochem.2024.114171. Epub 2024 Jun 4.

Abstract

Seven undescribed abietane diterpenoids [abietamethinols A-G (1-7)] were isolated from the twigs and leaves of Isodon amethystoides. Their structures were elucidated on the basis of spectroscopic methods including 2D NMR, and they were further confirmed by X-ray crystallographic data. Lophanic acid was considered as the precursor of 1-7 in the biosynthesis pathway hypothesis. These compounds were evaluated for their cytotoxic, anti-bacterial and anti-AIV (avian influenza virus) activities. Compound 5 showed 42.9% inhibitory activity against the cancer cell line SMMC-7721 at the concentration of 40 μM, 3 and 4 could inhibit the bacterial growth of Streptococcus sobrinus by 55.3% and 63.2% at the concentrations of 148.6 and 141.9 μM, respectively, and 4 was demonstrated with antiviral activity against AIV with the inhibitory effect of 68.4% at 25 μM.

Keywords: Abietane diterpenoids; Anti-HIV activity; Antibacterial activity; Cytotoxicity; Isodon amethystoides (Bentham) H. Hara; Lamiaceae.

MeSH terms

  • Abietanes* / chemistry
  • Abietanes* / isolation & purification
  • Abietanes* / pharmacology
  • Anti-Bacterial Agents* / chemistry
  • Anti-Bacterial Agents* / isolation & purification
  • Anti-Bacterial Agents* / pharmacology
  • Antineoplastic Agents, Phytogenic* / chemistry
  • Antineoplastic Agents, Phytogenic* / isolation & purification
  • Antineoplastic Agents, Phytogenic* / pharmacology
  • Antiviral Agents* / chemistry
  • Antiviral Agents* / isolation & purification
  • Antiviral Agents* / pharmacology
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Humans
  • Influenza A virus / drug effects
  • Isodon* / chemistry
  • Microbial Sensitivity Tests*
  • Molecular Conformation
  • Molecular Structure
  • Plant Leaves / chemistry
  • Structure-Activity Relationship

Substances

  • Abietanes
  • Antiviral Agents
  • Anti-Bacterial Agents
  • Antineoplastic Agents, Phytogenic