Cholinesterase‐Inhibiting New Steroidal Alkaloids from Sarcococca hookeriana of Nepalese Origin

Helvetica Chimica Acta
2004.0

Abstract

<jats:title>Abstract</jats:title><jats:p>Bioassay‐guided phytochemical investigation of <jats:italic>Sarcococca hookeriana</jats:italic> has resulted in the isolation and structure elucidation of five new pregnane‐type steroidal alkaloids: (−)‐hookerianamide A (=(2<jats:italic>β</jats:italic>,3<jats:italic>β</jats:italic>,4<jats:italic>β</jats:italic>,20<jats:italic>S</jats:italic>)‐20‐(dimethylamino)‐3‐[(3‐methylbut‐2‐enoyl)amino]‐5<jats:italic>α</jats:italic>‐pregn‐16‐ene‐2,4‐diol; <jats:bold>1</jats:bold>), (+)‐hookerianamide B (=(2<jats:italic>α</jats:italic>,3<jats:italic>β</jats:italic>,4<jats:italic>β</jats:italic>,20<jats:italic>S</jats:italic>)‐4‐acetoxy‐20‐(dimethylamino)‐3‐[(3‐methylbut‐2‐enoyl)amino]‐5<jats:italic>α</jats:italic>‐pregnan‐2‐ol; <jats:bold>2</jats:bold>), (−)‐hookerianamide C (=(2<jats:italic>β</jats:italic>,3<jats:italic>β</jats:italic>,20<jats:italic>S</jats:italic>)‐2‐acetoxy‐20‐(dimethylamino)‐3‐[(3‐methylbut‐2‐enoyl)amino]‐5<jats:italic>α</jats:italic>‐pregnane; <jats:bold>3</jats:bold>), (−)‐hookerianamine A (=(3<jats:italic>β</jats:italic>,20<jats:italic>S</jats:italic>)‐20‐(dimethylamino)‐3‐(methylamino)‐5<jats:italic>α</jats:italic>‐pregn‐14‐ene; <jats:bold>4</jats:bold>), and (+)‐phulchowkiamide A (=(3<jats:italic>β</jats:italic>,20<jats:italic>S</jats:italic>)‐20‐(methylamino)‐3‐[(2‐methylbut‐2‐enoyl)amino]‐5<jats:italic>α</jats:italic>‐pregn‐2‐en‐4‐one; <jats:bold>5</jats:bold>). These compounds, as well as the two chemically derived acetyl derivatives <jats:bold>6</jats:bold> and <jats:bold>7</jats:bold>, displayed cholinesterase inhibition in a concentration‐dependent manner.

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