Bioactive isopimarane and 3,4-seco isopimarane diterpenoids from Isodon amethystoides

Chenliang Zhao, Lang Zhou, Wenjian Xie, Lihan Zhao, Chiyuan Zhang, Kang He, Jianghai Ye, Jingjie Zhang, Lutai Pan, Juan Zou*, Hongjie Zhang*

*Corresponding author for this work

Research output: Contribution to journalJournal articlepeer-review

1 Citation (Scopus)

Abstract

Isodon amethystoides (Lamiaceae) is a popular plant in folk medicine in the southern provinces of China. Our phytochemical investigation of the twigs and leaves of this plant led to the discovery of five new diterpenoids with isopimarane and 3,4-seco isopimarane scaffolds [isoamethinols A–E (15)], along with the known compound 3,4-seco isopimara-4(18),7,15-triene-3-oic acid methylester (6). The chemical structures of these compounds, including the absolute configurations of the new diterpenoids, were determined by comprehensive spectroscopic analyses and single crystal X-ray diffraction measurements. These compounds were evaluated for their biological activities against a panel of human cancer cell lines, gram-positive bacterial strains and HIV. Notably, the 3,4-seco-isopimarane isoamethinol D (4) showed toxicity to the cervical Hela cancer (Hela) cells with an IC50 value of 27.21 μM and the lung (A549) cancer cells with an IC50 value of 21.47 μM. Compound 4 also exhibited mild antimicrobial activity against the oral bacterial strain Streptococcus mutans. These findings suggested that the diterpenoids with a 3,4-seco-isopimarane diterpenoids isolated from I. amethystoides could provide a novel structure scaffold for the discovery of anticancer and antimicrobial compounds.

Original languageEnglish
Article number96
Number of pages11
JournalBMC Chemistry
Volume16
DOIs
Publication statusPublished - 14 Nov 2022

Scopus Subject Areas

  • Chemistry(all)

User-Defined Keywords

  • Antibacterial
  • Cytotoxicity
  • Isodon amethystoides
  • Isopimarane diterpenoids
  • Lamiaceae

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