Phytochemistry, Volume 200 , 01/08/2022

Marginaols G–M, anti-inflammatory isopimarane diterpenoids, from the rhizomes of Kaempferia marginata

Ratchanaporn Chokchaisiri, Teerawut Thothaisong, Warangkana Chunglok, Wanatsanan Chulrik, Bunlawee Yotnoi, Suwadee Chokchaisiri, Lucksagoon Ganranoo, Sarot Cheenpracha, Chutamas Thepmalee, Apichart Suksamrarn

Abstract

Marginaols G–M, a series of undescribed isopimarane diterpenoids, together with four known analogs were isolated from the rhizomes of Kaempferia marginata. The structures of these isolated compounds were characterized using high-resolution mass spectrometry and extensive 1D- and 2D-nuclear magnetic resonance (NMR) analyses. In addition, the absolute configurations of marginaol G and H were determined by X-ray crystallographic analysis and comparison with the literature values. When compared to the standard drug dexamethasone (IC<inf>50</inf> 4.7 μM), marginaol G, H, and 6β-acetoxysandaracopimaradien-1α,9α-diol had an intriguing anti-inflammatory effect on NO inhibition in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophages, with IC<inf>50</inf> values ranging from 4.5 to 7.3 μM and being less cytotoxic to the cells. The anti-inflammatory action of these isopimarane diterpenoids from K. marginata supports the use of Thai traditional medicine for inflammation treatment.

Document Type

Article

Source Type

Journal

Keywords

Anti-inflammatory activityIsopimarane diterpenesKaempferia marginataMarginaolsZingiberaceae

ASJC Subject Area

Biochemistry, Genetics and Molecular Biology : BiochemistryAgricultural and Biological Sciences : HorticultureAgricultural and Biological Sciences : Plant ScienceBiochemistry, Genetics and Molecular Biology : Molecular Biology

Funding Agency

University of Phayao


Bibliography


Chokchaisiri, R., Thothaisong, T., Chunglok, W., Chulrik, W., Yotnoi, B., Chokchaisiri, S., Ganranoo, L., ... Suksamrarn, A. (2022). Marginaols G–M, anti-inflammatory isopimarane diterpenoids, from the rhizomes of Kaempferia marginata. Phytochemistry, 200doi:10.1016/j.phytochem.2022.113225

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