Premium
Detection of 9‐methoxy substitution in tetrahydroprotoberberine alkaloids by mass spectrometry
Author(s) -
Richter Wilhelm J.,
BrochmannHanssen Einar
Publication year - 1975
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19750580128
Subject(s) - chemistry , diazomethane , substitution (logic) , ring (chemistry) , mass spectrum , mass spectrometry , structural isomer , stereochemistry , medicinal chemistry , organic chemistry , chromatography , computer science , programming language
9‐Methoxytetrahydroprotoberberines are found to exhibit pronounced ( M OCH 3 ) + ions in their mass spectra as opposed to isomers or homologs lacking such substitution, yet carrying methoxyl substituents at other sites. Locating such substituents originally present, or produced from 9‐hydroxy groups by treatment with diazomethane, allows to differentiate 9, 10‐ from 10, 11‐oxygenation patterns in ring D , and thus to secure an important step in the structure elucidation of unknown alkaloids of this class.