Kaemtakols A–D, highly oxidized pimarane diterpenoids with potent anti-inflammatory activity from Kaempferia takensis
Issued Date
2023-12-01
Resource Type
ISSN
21922195
eISSN
21922209
Scopus ID
2-s2.0-85178194201
Journal Title
Natural Products and Bioprospecting
Volume
13
Issue
1
Rights Holder(s)
SCOPUS
Bibliographic Citation
Natural Products and Bioprospecting Vol.13 No.1 (2023)
Suggested Citation
Jongsomjainuk O., Boonsombat J., Thongnest S., Prawat H., Batsomboon P., Charoensutthivarakul S., Ruchisansakun S., Chainok K., Sirirak J., Mahidol C., Ruchirawat S. Kaemtakols A–D, highly oxidized pimarane diterpenoids with potent anti-inflammatory activity from Kaempferia takensis. Natural Products and Bioprospecting Vol.13 No.1 (2023). doi:10.1007/s13659-023-00420-0 Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/91384
Title
Kaemtakols A–D, highly oxidized pimarane diterpenoids with potent anti-inflammatory activity from Kaempferia takensis
Other Contributor(s)
Abstract
Four highly oxidized pimarane diterpenoids were isolated from Kaempferia takensis rhizomes. Kaemtakols A–C possess a tetracyclic ring with either a fused tetrahydropyran or tetrahydrofuran motif. Kaemtakol D has an unusual rearranged A/B ring spiro-bridged pimarane framework with a C-10 spirocyclic junction and an adjacent 1-methyltricyclo[3.2.1.02,7]octene ring. Structural characterization was achieved using spectroscopic analysis, DP4 + and ECD calculations, as well as X-ray crystallography, and their putative biosynthetic pathways have been proposed. Kaemtakol B showed significant potency in inhibiting nitric oxide production with an IC50 value of 0.69 μM. Molecular docking provided some perspectives on the action of kaemtakol B on iNOS protein. Graphical Abstract: [Figure not available: see fulltext.].