Indolalkaloide aus Kopsia dasyrachis Ridl. 185.Mitteilung über organische Naturstoffe

Helvetica Chimica Acta
1982.0

Abstract

<jats:p><jats:bold>Indole Alkaloids of <jats:italic>Kopsia dasyrachis</jats:italic> Ridl.</jats:bold><jats:p>From the leaves of <jats:italic>Kopsia dasyrachis</jats:italic> Ridl. three new indole alkaloids, kopsidasine‐<jats:italic>N</jats:italic>‐oxide (<jats:bold>1</jats:bold>), kopsidasine (<jats:bold>2</jats:bold>) and kopsidasinine (<jats:bold>3</jats:bold>) have been isolated. Reduction of <jats:bold>1</jats:bold> with <jats:bold>SO<jats:sup>2</jats:sup></jats:bold> afforded <jats:bold>2</jats:bold>; treatment of <jats:bold>2</jats:bold> with <jats:italic>m</jats:italic>‐chloroperbenzoic acid gave <jats:bold>1</jats:bold>. The structure elucidation of <jats:bold>1</jats:bold> and <jats:bold>2</jats:bold>, and the deternmination of their relative configurations are based mainly on the correlation of derivative <jats:bold>6</jats:bold> with the known ring skeleton of pleiocarpine (<jats:bold>9</jats:bold>) (<jats:italic>Scheme 1</jats:italic>). The structure of <jats:bold>3</jats:bold> has been established <jats:italic>via</jats:italic> its <jats:italic>Hofmann</jats:italic> degradation product <jats:bold>13</jats:bold> also prepared by treatment of <jats:bold>2</jats:bold> with CH<jats:sub>3</jats:sub>I (<jats:italic>Scheme 3</jats:italic>).

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