• Archives of Pharmacal Research
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• v.27 no.12
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• pp.1290-1294
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• 2004

The ${\beta}$-blockers possess at least one chiral center and the S(-)-enantiomer shows higher affinity for binding to the ${\beta}$-adrenergic receptors than antipode. The stability constants of acebutolol, celiprolol, propranolol and terbutaline in the inclusion complexes with single-isomer heptakis (2,3-dimethyl-6-sulfato)- ${\beta}$-cyclodextrin (HDMS-${\beta}$-CD) were determined by capillary electrophoresis. The approximation and linear double reciprocal methods were adapted with comparable results. Among the ${\beta}$-blockers studied, propranolol had the lowest stability constant but the highest enantioselectivity, indicating that the magnitudes of the stability constants carried little information about enantioseparation. The magnitudes of enantioselectivities between the enantiomer pair were in the order of propranolol > celiprolol > terbutaline > acebutolol.

• YAKHAK HOEJI
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• v.55 no.5
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• pp.426-431
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• 2011

This study was performed to investigate the current regulatory guidances of safety and efficacy evaluation for the development and approval of stereoisomeric drugs in US, EU, Canada and Japan. The important categories for the development of stereoisomeric drugs are classified as 1) development of a single enantiomer as a new active substance 2) development of a racemate as a new active substance 3) development of a new single enantiomer from an approved racemate. The regulatory documents adopted in major countries for the safety and efficacy evaluation of stereoisomeric drugs were investigated with the focus on three major categories mentioned above. For the regulatory approval of stereoisomeric drugs in Korea, it is expected that the investigated results obtained in this study will be useful for the basic materials to ensure the safety and efficacy of stereoisomeric drugs as well as the stereochemical issues in chiral drug development in domestic pharmaceutical company.

• Bulletin of the Korean Chemical Society
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• v.9 no.6
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• pp.355-359
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• 1988

The Pfeiffer effect was examined on the systems of racemic [$Co^{II}(acac)_2$(diamine)] with d-cinchonine and l-cinchonidine as chiral environment substances in methanol, ethanol, chloroform and methanol-chloroform mixture solvents. It was found that the ${\Delta}$-enantiomer is enriched for the [$Co^{II}(acac)_2$(diamine)]-d-cinchonine system, but the Λ -enantiomer is enriched for the [$Co^{II}(acac)_2$(diamine)]-l-cinchonidine system. The complexes having no N-H protons such as [$Co^{II}(acac)_2$(bpy)] and [$Co^{II}(acac)_2$(phen)] were Pfeiffer-inactive in alcoholic solvents, where bpy = 2,2'-bipyridine and phen = 1,10-phenanthroline. This was interpreted to mean that the hydrogen bonding between N-H proton of diamine ligand and C-9 hydroxyl group of alkalid plays an important role in the chiral discrimination. And the rate of antiracemization ($k_{anti}$) by the Pfeiffer effect was also measured for the [$Co^{II}(acac)_2$(diamine)]-d-cinchonine system in alcoholic solvents. It was found that the rate of appearance of the Pfeiffer effect was enhanced as the concentration of added chloroform is increased.

• Bulletin of the Korean Chemical Society
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• v.26 no.5
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• pp.823-825
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• 2005

• Bulletin of the Korean Chemical Society
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• v.31 no.7
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• pp.2054-2056
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• 2010

• Proceedings of the PSK Conference
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• 2002.10a
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• pp.356.3-357
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• 2002

Metoprolol (MT) is one kinds of adrenergic beta-blockers. Its (S)-enantiomer is known to be more active than the (R). Recently. the x-ray structure of beta-blocker. (S)-propranolol (a-naphthyl analogue), complexed in a mould fungal cellulase. Cel7A. was reported and the (R)-form did not build any complex. And in our previous study the conformation and stability of MT in carboxymethylated beta-cyclodextrin (BCD) complex was determined by NMR. HPLC, UV and electrophoresis measurement. (omitted)

• Bulletin of the Korean Chemical Society
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• v.32 no.12
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• pp.4423-4426
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• 2011

• Bulletin of the Korean Chemical Society
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• v.32 no.7
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• pp.2493-2496
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• 2011

• Archives of Pharmacal Research
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• v.17 no.4
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• pp.244-248
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• 1994

A stereoselective and sensitive high performance liquid chromatography using fluoresecence deterctor was examined for the determination of R(-) and S(+)-salbutamol in human plasma. Solid phase extraction method using silica as sorbent was used to extract salbutamol racemates from the plasma matrices. After fractionation and freeze-drying of the eluates containing salbutamol racemates, they were separated and quantified on a chirla stationary column. The detection limit of each enantiomer was 2 ng/ml in human plasma (S/N=3).

• Bulletin of the Korean Chemical Society
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• v.25 no.3
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• pp.400-402
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• 2004