A new synthesis resolution and in vitro activities of (R)- and (S)-β-Phenyl-Gaba
1990; Elsevier BV; Volume: 46; Issue: 7 Linguagem: Inglês
10.1016/s0040-4020(01)82032-9
ISSN1464-5416
AutoresR. D. ALLAN, Martin Bates, Colleen A. Drew, Rujee K. Duke, Trevor W. Hambley, Graham A.R. Johnston, Kenneth N. Mewett, Ian Spence,
Tópico(s)Medicinal Plants and Neuroprotection
Resumoβ-Phenyl-GABA (2) was resolved by separation by crystallization and/or h.p.l.c. of the diastereoisomeric (R)-(-)-pantolactone esters of the N-phthalimido protected β-phenyl-GABA. The absolute stereochemical assignments obtained from chiroptical studies of the enantiomers(8a) and(8b) and an X-ray crystallographic study of the diastereoisomer(7a) were supported by the activities of the enantiomers(8a) and(8b) in binding and electrophysiological studies. Details of synthesis, binding, electrophysiological, chiroptical and X-ray crystallographic studies are reported.
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