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

✍ Scribed by M. Iqbal Choudhary; Krishna Prasad Devkota; Sarfraz Ahmad Nawaz; Farzana Shaheen; Atta-ur-Rahman

• Publisher: John Wiley and Sons
• Year: 2004
• Tongue: German
• Weight: 135 KB
• Volume: 87
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.200490100

✦ Synopsis

Abstract

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