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Isolation,evaluation of bioactivity and structure determination of amethinol A,a prototypic amethane diterpene from Isodon amethystoides bearing a six/five/seven‐membered carbon‐ring system
Abstract:We report the isolation of a novel diterpene, designated as `amethane', from Isodon amethystoides (Lamiaceae). The diterpene [amethinol A; systematic name: (4aR,4bR,7R,10aS)‐4b,7‐dihydroxy‐7‐isopropyl‐1,1‐dimethyl‐9‐oxododecahydrobenzo[a]azulene‐4a(2H)‐carboxylic acid], possesses a unique skeleton containing a six/five/seven‐membered tricyclic system. Intermolecular O—H…O close contacts were found to the carboxyl, carbonyl and hydroxy groups, connecting molecules into a two‐dimensional structure. A possible biosynthetic pathway has been proposed. In addition, the compound was evaluated for its biological activities against different disease targets, and was found to significantly attenuate RORγt‐dependent autoimmune responses.
Keywords:Isodon amethystoides  Lamiaceae  amethane diterpene  amethinol A  RORγ  t antagonist  crystal structure  natural product  biosynthetic pathway
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