Antidesmone, a novel type isoquinoline alkaloid from Antidesma membranaceum (Euphorbiaceae)

✍ Scribed by A. Buske; S. Busemann; J. Mühlbacher; J. Schmidt; A. Porzel; G. Bringmann; G. Adam

• Publisher: Elsevier Science
• Year: 1999
• Tongue: French
• Weight: 384 KB
• Volume: 55
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(98)01107-7

✦ Synopsis

A novel type of tetrahydroisoquinoline alkaloid, antidesmone (1), was isolated from Antidesma membranaceum Mtill. Arg.. The structure of 1 was determined to be (5S)-l-hydroxy-4-methoxy-3-methyl-5octyl-5,6,7,8-tetrahydroisoquinolin-8-one by spectroscopic methods (MS, 1H, 13C 2D NMR, CD) and chemical derivatisation. The absolute (S)-configuration was determined by quantumchemical calculation of CD spectra.