24240-04-8Relevant articles and documents
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Umarov,Kh.S. et al.
, (1968)
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Teitel,S. et al.
, p. 553 - 557 (1973)
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From berbines to protopines: Regiocontrolled Hofmann elimination/ hydroboration/oxidation of N-substituted berbinium salts
Valpuesta, Maria,Diaz, Amelia,Suau, Rafael,Torres, Gregorio
, p. 964 - 971 (2007/10/03)
An improved synthetic approach to protopines based on the sequential Hofmann elimination, hydroboration and oxidation of N-(arylmethyl)berbinium salts has been designed. By using berberine chloride as the starting material, this sequence of reactions has provided two new nonnatural protopines, N-benzyl-N-nordihydroallocriptopine and N-(p-methoxybenzyl)-N- nordihydroallocriptopine and the natural allocriptopine. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
ENZYMATIC FORMATION OF PROTOPINES BY A MICROSOMAL CYTOCHROME P-450 SYSTEM OF CORYDALIS VAGINANS
Rueffer, M.,Zenk, M. H.
, p. 5307 - 5310 (2007/10/02)
A microsomal cytochrome P-450-NADPH dependent enzyme which hydroxylates stereo- and regiospecifically carbon atom 14 of (S)-cis-N-methyltetrahydroprotoberberines has been discovered in a number of plant cell cultures originating from species containing protopine alkaloids; the monooxygenase was solubilized, partially purified (100-fold) and characterized.