Conversion of Natural (S)-Bulbocapnine into Two (Ring A)-Substituted Derivatives of (R)-Apomorphine

✍ Scribed by Max Greecke; René Borer; Arnold Brossi

• Publisher: John Wiley and Sons
• Year: 1979
• Tongue: German
• Weight: 367 KB
• Volume: 62
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19790620519

✦ Synopsis

Abstract

(6a__R__)‐1,2‐(Methylenedioxy)aporphine‐10, 11‐diol (8) and (6a__R__)‐aporphine‐1, 1, 10, 11‐tetrol (16) have been prepared from natural (S)‐bulbocapnine (4). For both compounds, the partial synthesis included racemic intermediates which have been resolved into their enantiomers. Both compounds 8 and 16 showed dopaminergic activity in rats, although to a lower extent than (R)‐apomorphine (1) itself.