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(1?,8?)-6?-Benzo-yloxy-6-dehydroxy-heteratisine from Aconitum zeravschanicum.

ABSTRACT: The title compound, C(29)H(37)NO(6), was isolated from Aconitum zeravschanicum and exhibits anti-arhythmic activity. It is a derivative of the diterpenoid alkaloid heteratisine and as such the core framework of the mol-ecule contains four six-membered, three seven-membered and one five-membered ring. The chair conformation of one of the meth-oxy-substituted six-membered rings is different from that observed in heteratisine hydro-bromide monohydrate. In the latter case, this ring adopts a boat conformation due to a stabilizing intra-molecular 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 inter-molecular O-H?O hydrogen bond that links mol-ecules into infinite chains along the b axis.

SUBMITTER: Tashkhodjaev B

PROVIDER: S-EPMC2969503 | biostudies-literature | 2009 Jun

REPOSITORIES: biostudies-literature

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(1α,8β)-6β-Benzo-yloxy-6-dehydroxy-heteratisine from Aconitum zeravschanicum.

Tashkhodjaev Bakhodir B Salimov Bakhodir T BT

Acta crystallographica. Section E, Structure reports online 20090627 Pt 7

The title compound, C(29)H(37)NO(6), was isolated from Aconitum zeravschanicum and exhibits anti-arhythmic activity. It is a derivative of the diterpenoid alkaloid heteratisine and as such the core framework of the mol-ecule contains four six-membered, three seven-membered and one five-membered ring. The chair conformation of one of the meth-oxy-substituted six-membered rings is different from that observed in heteratisine hydro-bromide monohydrate. In the latter case, this ring adopts a boat co ...[more]

PMID: 21582940

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