1H NMR Studies of Drugs with Achiral and Chiral Lanthanide Shift Reagents. CGP29953: Analog of the Aromatase Inhibitor, Aminoglutethimide
作者:
Robert Rothchild,
Navroz Shariff,
期刊:
Spectroscopy Letters
(Taylor Available online 1998)
卷期:
Volume 31,
issue 7
页码: 1335-1351
ISSN:0038-7010
年代: 1998
DOI:10.1080/00387019808001643
出版商: Taylor & Francis Group
关键词: Anti-cancer agent;Stereoisomers;Enantiomers;Eu(FOD)3;Eu(HFC)3;1-(4-Aminophenyl)-3-n-propyl-3-azabicyclo[3.1.0]hexane-2, 4-dione;One- and two-dimensional1H NMR
数据来源: Taylor
摘要:
1-(4-Aminophenyl)-3-n-propyl-3-azabicyclo[3.1.0]hexane-2, 4-dione, compound1(CGP29953), is an analog of the aromatase inhibitor aminoglutethimide (AG); AG has applications in cancer treatment. We have studied the1H NMR spectra of racemic compound1(in CDC13, ambient temperatures, 300-MHz) with the added achiral LSR, tris(6, 6, 7, 7, 8, 8, 8-heptafluoro-2, 2-dimethyl-3, 5-octanedionato) europium (III), compound2, and the chiral LSR, tris[3-(heptafluoropropylhydroxymethylene)-(+) - camphorato]europium (III), compound3. Use of compound3produced substantial enantiomeric shift differences for several nuclei of compound1.1H-1H COSY spectra were used to determine the relative sense of magnetic nonequivalence for selected nuclei of compound1with added compound3. Relative lanthanide induced shift (LIS) magnitudes for compound1. with added LSR are discussed.
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