Seco- and isopimarane diterpenoids from Kaempferia marginata rhizomes and their NO inhibition activities

Kiep Minh Do, Takeshi Kodama, Hien Minh Nguyen, Naoki Ikumi, Chigusa Soeda, Ken ichi Shiokawa, Hiroyuki Morita*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

Three undescribed 9,10-seco-isopimarane diterpenoids, marginols I–K, and an unprecedent isopimara-8(9),15-diene diterpene, 14-epi-boesenberol F, together with a known 9,10-seco-isopimarane diterpenoid, kaemgalangol A, were isolated from the rhizomes of Vietnamese Kaempferia marginata. Marginols I and J contained a naturally very rare 6-oxabicyclo[3.2.1]octane-5-ol ring, while marginol K had a naturally rare oxepan-2-one ring in its structure. The unprecedented structures were elucidated by spectroscopic techniques, including HR-ESI-TOF-MS, UV, IR, and 1D and 2D NMR. The absolute configurations of marginols I–K and 14-epi-boesenberol F were determined by ECD calculations. The NO production inhibitory assay revealed that the isolated compounds, except marginol J, exhibited NO inhibitory activities with IC50 values ranging from 65.06 to 87.70 μM against lipopolysaccharide (LPS)-induced RAW264.7 cells.

Original languageEnglish
Article number113510
JournalPhytochemistry
Volume205
DOIs
StatePublished - 2023/01

Keywords

  • Kaempferia marginata Carey ex roscoe
  • Marginols
  • NO production Inhibitory activity
  • Seco-isopimarane diterpenoids
  • Zingiberaceae

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Plant Science
  • Horticulture

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