An Alkaloid Related to Dehydrolaudanosoline

FROM the oxidation of laudanosoline, Robinson and Sugasawa 1 , and independently Schopf and Thierfelder 2 , isolated an optically inactive quaternary ammonium salt which they showed had the structure (I) and which was named ‘dehydrolaudanosoline’. Since the oxidation proceeded so readily and so smoo...

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Bibliographic Details
Published in:Nature (London) 1952-04, Vol.169 (4302), p.618-619
Main Authors: EWING, JEAN, HUGHES, G. K, RITCHIE, E, TAYLOR, W. C
Format: Article
Language:English
Subjects:
Humanities and Social Sciences
letter
multidisciplinary
Science
Science (multidisciplinary)
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Summary:FROM the oxidation of laudanosoline, Robinson and Sugasawa 1 , and independently Schopf and Thierfelder 2 , isolated an optically inactive quaternary ammonium salt which they showed had the structure (I) and which was named ‘dehydrolaudanosoline’. Since the oxidation proceeded so readily and so smoothly, the latter authors suggested that it might reasonably be assumed that it also occurred in the plant cell, but they were unable to cite any alkaloid which was, or could be, a derivative of (I). Later, Folkers, Koniuszy and Shavel 3 ascribed to certain alkaloids of Eyrthrina species structures based on the ring system of (I); but recent work of Carmack, McKusick and Prelog 4 has shown that other structures are more likely.
ISSN:0028-0836
1476-4687
DOI:10.1038/169618b0