Ecdysteroids from the Korean Endemic Species Ajuga spectabilis with Activities against Glucocorticoid Receptors and 11β-Hydroxysteroid Dehydrogenase Type 1open access
- Authors
- Park, InWha; Park, Keunwan; Lee, Hyeon-Seong; Hong, Seong-Min; Sriramulu, Dinesh Kumar; Hwang, Hoseong; Song, Sungmin; Baek, Jong Gwon; Kim, Dong Hoon; Kim, Sun Yeou; Kwon, Jaeyoung; Kwon, Hak Cheol
- Issue Date
- Jul-2023
- Publisher
- AMER CHEMICAL SOC
- Citation
- ACS OMEGA, v.8, no.29, pp.26191 - 26200
- Journal Title
- ACS OMEGA
- Volume
- 8
- Number
- 29
- Start Page
- 26191
- End Page
- 26200
- URI
- https://scholarworks.bwise.kr/gachon/handle/2020.sw.gachon/88700
- DOI
- 10.1021/acsomega.3c02421
- ISSN
- 2470-1343
- Abstract
- Two new ecdysteroids, spectasterone A (1) and spectasteroneB (2), together with four known ecdysteroids, breviflorasterone(3), ajugalactone (4), 20-hydroxyecdysone(5), and polypodine B (6) were isolatedfrom the Korean endemic plant Ajuga spectabilis using feature-based molecular networking analysis. The chemicalstructures of 1 and 2 were determined basedon the interpretation of NMR and mass spectrometric data. Their absoluteconfigurations were established using (3) J (H, H) coupling constants, NOESY interactions, Mosher'smethod, and ECD and DP4+ calculations. To identify their biologicaltarget, a machine learning-based prediction system was applied, andthe results indicated that ecdysteroids may have 11 & beta;-hydroxysteroiddehydrogenase type 1 (11 & beta;-HSD1)-related activity, which wasfurther supported by molecular docking results of ecdysteroids with11 & beta;-HSD1. Following this result, all the isolated ecdysteroidswere tested for their ability to affect the expression of 11 & beta;-hydroxysteroiddehydrogenase type 1 and glucocorticoid receptors (GRs) in HaCaT cellsirradiated with UVB. Compounds 2-5 exhibited inhibition of 11 & beta;-HSD1 expression and increasesin GR activity.
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