Novel Prenylated 2‐Quinolinones from East Asian Zanthoxylum Species

Liebigs Annalen der Chemie
1993.0

Abstract

<jats:title>Abstract</jats:title><jats:p>In addition to already known 2‐quinolinones [flindersine (<jats:bold>3</jats:bold>), <jats:italic>N</jats:italic>‐methylflindersine (<jats:bold>4</jats:bold>), 8‐methoxyflindersine (<jats:bold>5</jats:bold>), zanthobungeanine (<jats:bold>6</jats:bold>), glycolone (<jats:bold>1</jats:bold>), <jats:italic>O</jats:italic>‐methylglycosolone (<jats:bold>2</jats:bold>)], four novel derivatives have been isolated and identified by spectroscopic methods. The roots of <jats:italic>Zanthoxylum schinifolium</jats:italic> and <jats:italic>Z. simulans</jats:italic> contain the novel prenylated schinifoline (<jats:bold>7</jats:bold>) and <jats:italic>N</jats:italic>‐methylschinifoline (<jats:bold>8</jats:bold>), whereas the leaves of <jats:italic>Z. simulans</jats:italic> predominantly form <jats:italic>N</jats:italic>‐acetoxymethylflindersine (<jats:bold>10</jats:bold>). From the roots of <jats:italic>Z. scandens</jats:italic> zascanol epoxide (<jats:bold>9</jats:bold>) has been isolated whose prenyl side chain is characterized by an epoxide ring and a terminal hydroxy group.

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