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Biomedical subjects

J M Cook

Publications and source records attributed to J M Cook.

93 records · Page 6Linked to original sources

Characterization of aminosaccharins in commercial sodium saccharin produced by the Maumee process.

The most abundant polar impurities detected by ion-pair high-pressure liquid chromatography of sodium saccharin produced by the Maumee process were identified as 5- and 6-aminosaccharin. The combined levels of these compounds in the samples analysed ranged from 99 to 152 mg/kg. Other less abundant polar impurities identified in Maumee process sodium saccharin were 7-aminosaccharin and o-sulphamoylbenzoic acid. Mutagenicity assays of 5-aminosaccharin, 6-aminosaccharin and a polar impurity fraction isolated from Maumee saccharin, gave negative results.

Chromatography, High Pressure Liquid

The isolation and characterization of a new tetrahydroprotoberberine alkaloid from Corydalis clarkei.

The MeOH extract of Corydalis clarkei Prain yielded two tetrahydroprotoberberine alkaloids that bear the unusual 1,2- and 9, 10-tetraoxygenated substitution pattern observed previously only in caseanidine . The alkaloids have been identified as caseanidine (1) and the new alkaloid, clarkeanidine (2). The 1H- and 13C-nmr shifts of both alkaloids have been assigned unambiguously using 2-D nmr. The elucidation of the structure of 2 was achieved by comparison of the 1H- and 13C-nmr spectra of 2 with those of caseanidine coupled with additional spectroscopic evidence.

Alkaloids

Synthesis of 10,11-dihydroxydihydroquinidine N-oxide, a new metabolite of quinidine. Preparation and 1H-nmr spectroscopy of the metabolites of quinine and quinidine and conformational analysis via 2D COSY nmr spectroscopy.

The first synthesis of 10,11-dihydroxydihydroquinidine N-oxide [7b], a recently isolated metabolite of quinidine, was accomplished in three steps from 1b. The related congener 7a in the quinine series was also prepared, as well as two other analogues 3a and 4a. In addition, the previously reported human metabolites 2a, 5a, and 6a of quinine [1a] and those 2b, 3b, 4b, 5b, and 6b of quinidine [1b] were synthesized. The chemical shift and coupling constants for all of the metabolites of quinine and quinidine were assigned via 2D COSY 1H-nmr spectroscopy. Moreover, the conformations of these metabolites in solution were found to parallel those of the parent alkaloids, quinine [1a] and quinidine [1b], respectively.

Molecular Conformation