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
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 ROR γ t-dependent autoimmune responses.
Source: Acta Crystallographica Section C - Category: Chemistry Authors: Zhao, C.-L. Sarwar, M.S. Ye, J.-H. Ku, C.F. Li, W.-F. Luo, G.-Y. Zhang, J.-J. Xu, J. Huang, Z.-F. Tsang, S.W. Pan, L.-T. Zhang, H.-J. Tags: Isodon amethystoides Lamiaceae amethane diterpene amethinol A ROR γ t antagonist crystal structure natural product biosynthetic pathway research papers Source Type: research
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