Document Type

Journal Article

Department/Unit

School of Chinese Medicine

Language

English

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—HO 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, RORγt antagonist, crystal structure, natural product, biosynthetic pathway

Publication Date

2018

Source Publication Title

International Union of Crystallography

Volume

74

Start Page

635

End Page

640

Publisher

International Union of Crystallography

DOI

10.1107/S2053229618005740

Link to Publisher's Edition

https://doi.org/10.1107/S2053229618005740

ISSN (electronic)

20532296

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