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(1α,8β)-6β-Benzoyloxy-6-dehydroxyheteratisine from Aconitum zeravschanicum

Bakhodir Tashkhodjaev, Bakhodir T. Salimov

Acta Crystallographica Section E · 2009

doi:10.1107/s1600536809023873 (opens in a new tab)

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Abstract

The title compound, C29H37NO6, was isolated from Aconitum zeravschanicum and exhibits antiarhythmic activity. It is a derivative of the diterpenoid alkaloid heteratisine and as such the core framework of the molecule contains four six-membered, three seven-membered and one five-membered ring. The chair conformation of one of the methoxy-substituted six-membered rings is different from that observed in heteratisine hydrobromide monohydrate. In the latter case, this ring adopts a boat conformation due to a stabilizing intramolecular N—H...O hydrogen bond. In the crystal structure of the title compound, there is only one acidic H atom. This hydroxyl group forms an intermolecular O—H...O hydrogen bond that links molecules into infinite chains along the b axis.

Abstract licence: CC BY

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