A new synthesis resolution and in vitro activities of (R)- and (S)-β-Phenyl-Gaba

Autor:	Kenneth N. Mewett, Graham A.R. Johnston, Trevor W. Hambley, Ian Spence, R. D. Allan, Colleen A. Drew, M. C. Bates, Rujee K. Duke
Rok vydání:	1990
Předmět:	chemistry.chemical_classification Bicyclic molecule Chemistry Stereochemistry Organic Chemistry Diastereomer Total synthesis Crystal structure GABA analogue Biochemistry chemistry.chemical_compound Drug Discovery Enantiomer Imide Lactone
Zdroj:	Tetrahedron. 46:2511-2524
ISSN:	0040-4020
Popis:	β-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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d19e6927c5cfdc961135e3e3085cc488 https://doi.org/10.1016/s0040-4020(01)82032-9 Zobrazit plný text záznamu