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Titolo:
Direct enantiomeric purity determination of the chiral anesthetic drug bupivacaine by H-1 NMR spectroscopy
Autore:
Hanna, GM;
Indirizzi:
US FDA, Dept Hlth & Human Serv, NE Reg Lab, Jamaica, NY 11433 USA US FDA Jamaica NY USA 11433 Human Serv, NE Reg Lab, Jamaica, NY 11433 USA
Titolo Testata:
PHARMAZIE
fascicolo: 4, volume: 56, anno: 2001,
pagine: 314 - 317
SICI:
0031-7144(200104)56:4<314:DEPDOT>2.0.ZU;2-Z
Fonte:
ISI
Lingua:
ENG
Soggetto:
MAGNETIC-RESONANCE SPECTROSCOPY; LIQUID-CHROMATOGRAPHIC RESOLUTION; ALPHA-1-ACID GLYCOPROTEIN COLUMN; MEDICINAL CHEMISTRY; STATIONARY PHASE; OPTICAL PURITY; STEREOCHEMISTRY; METABOLISM; SEPARATION;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Citazioni:
27
Recensione:
Indirizzi per estratti:
Indirizzo: Hanna, GM US FDA, Dept Hlth & Human Serv, NE Reg Lab, 158-15 Liberty Ave, Jamaica, NY 11433 USA US FDA 158-15 Liberty Ave Jamaica NY USA 11433 ica, NY 11433 USA
Citazione:
G.M. Hanna, "Direct enantiomeric purity determination of the chiral anesthetic drug bupivacaine by H-1 NMR spectroscopy", PHARMAZIE, 56(4), 2001, pp. 314-317

Abstract

The direct determination of the enantiomeric purity of the chiral anaesthetic drug bupivacaine has been developed using H-1 NMR (400 MHz) spectroscopy with a chiral solvating agent. Optimization of experimental conditions interms of temperature, substrate concentration and solvating agent to substrate molar ratio provided two significant signal splittings for chiral recognition resulting from diastereomeric solvation. Based on the relative intensities of the aliphatic methyl resonances assigned to (S)-(-)- and (R)-(+)-bupivacaine, the analysis of synthetic mixtures of the enantiomers by the proposed NMR method resulted in assay values which agreed closely with the known quantities of each enantiomer in the mixtures tested. The mean PSD recovery values for the (R)-(+)-enantiomer was 100.0 +/- 0.6% of added antipode (n = 7). The optically pure enantiomers were used to establish the minimum sensitivity of the NMR spectroscopic method of chiral analysis.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 03/04/20 alle ore 18:37:05