Studies on the Alkaloids of Menispermaceous Plants. XCV

Electrochemistry of natural products. VI. Oxidative decarboxylation of some tetrahydroisoquinoline-1-carboxylic acids

“…In addition to the peaks noted, the compounds showed entirely predict- ch3 ch3 H A. Those containing two phenol groups (11 and 19) are oxidized at potentials 0.2-0.3 V lower than those containing one phenol group (20,(12)(13)(14)(15), and those containing no phenol groups (17 and 18) are relatively difficult to oxidize. Second, it makes little difference whether the free phenol group is meta (14 and m -hydroxyphenylacetic acid) or para (12 and p -hydroxyphenylacetic acid) to the phenylacetic acid part of the molecule.…”

Detection and determination of reticuline and N-methylcoculaurine in the Annonaceae family using liquid chromatography-tandem mass spectrometry

“…Authentic reticuline, norreticuline, and N-methylcoculaurine were synthesized by the reported methods [18,19]. Nicotinamide was purchased from Tokyo Kasei (Tokyo, Japan).…”