PMID- 35243840
OWN - NLM
STAT- MEDLINE
DCOM- 20220307
LR  - 20220915
IS  - 1872-2059 (Electronic)
IS  - 1000-8713 (Print)
IS  - 1000-8713 (Linking)
VI  - 40
IP  - 3
DP  - 2022 Mar 8
TI  - [Separation of budesonide enantiomers with amylose-tris-[(S)-1-phenylethyl 
      carbamate] chiral stationary phase and determination of its contents in 
      pharmaceutical preparations].
PG  - 296-301
LID - 10.3724/SP.J.1123.2021.06048 [doi]
AB  - The drug budesonide exists as 22R and 22S enantiomers. However, the drug activity 
      of 22R-budesonide is 2-3 times stronger than that of 22S-budesonide. The 
      development of enantiomeric separation and quantitative analysis methods for 
      budesonide can provide an important basis for its drug development and quality 
      control. At present, the enantiomers of budesonide are separated on a reversed 
      C(18) solid phase column. However, chiral stationary phases are rarely reported 
      for the separation of the enantiomers of budesonide. In this study, a high 
      performance liquid chromatography (HPLC) method with a chiral stationary phase 
      was developed for the rapid separation and determination of budesonide 
      enantiomers. The effects of the type of chiral stationary phase, mobile phase 
      additives, and column temperature on the resolution of the budesonide enantiomers 
      were also investigated. The results showed that the chiral stationary phase 
      amylose-tris-[(S)-1-phenylethyl carbamate] was more suitable for the separation 
      of budesonide enantiomers. The mobile phase additives used in the experiment had 
      no significant effect on the chromatographic parameters (peak height, peak width, 
      and resolution) of the budesonide enantiomers. However, with an increase in the 
      column temperature, the peak width of the budesonide enantiomers decreased, while 
      the peak height and resolution increased. The optimized HPLC conditions were as 
      follows: column, Chiralpak AS-RH (150 mmx4.6 mm, 5.0 mum); mobile phase, 
      acetonitrile-water (45ratio55, v/v); column temperature, 40 ℃; flow rate, 1.0 mL/min; 
      detector, diode array detector (DAD); detection wavelength, 246 nm; injection 
      volume, 10 muL. The external standard method was used to quantify the budesonide 
      enantiomers. Under the optimized conditions, the enantiomers were well separated, 
      and the retention times of 22R-budesonide and 22S-budesonide were 6.40 min and 
      7.77 min, respectively. The resolution of the enantiomers was 4.64. The linear 
      ranges of 22R-budesonide and 22S-budesonide were 0.16-1000 mug/mL and 0.20-1000 
      mug/mL, respectively. The peak area of the enantiomers showed a good linear 
      relationship with the corresponding concentration, and the correlation 
      coefficients (R(2)) were 0.9999. The limits of detection (LODs) of 22R-budesonide 
      and 22S-budesonide were 0.05 mug/mL and 0.07 mug/mL, respectively, based on a 
      signal-to-noise ratio of 3. The limits of quantification (LOQs) were calculated 
      to be 0.16 mug/mL and 0.20 mug/mL, respectively, based on a signal-to-noise ratio 
      of 10. The recoveries at four spiked levels were in the range of 102.63% to 
      104.17%, with the relative standard deviations (RSDs) of 0.08% to 0.57% (n=6). 
      The budesonide solution was stored in dark at 4 ℃ for 24 h, and no obvious 
      degradation was observed. Finally, the method was applied to determine four 
      actual samples of budesonide suspension for inhalation in a batch. The samples 
      were dissolved in methanol, filtered through a 0.45 mum microporous membrane, and 
      then analyzed. The amounts of 22R-budesonide and 22S-budesonide in the samples 
      were in the ranges of 283.15-284.63 mug/mL and 259.86-261.51 mug/mL, respectively. 
      This method is simple and rapid, in addition to having good repeatability and 
      high accuracy. It can be used for the resolution of budesonide enantiomers and 
      for quality control in budesonide preparations.
FAU - Huang, Yongpeng
AU  - Huang Y
AD  - State Key Laboratory of NBC Protection for Civilian, Beijing 102205, China.
FAU - Tang, Hui
AU  - Tang H
AD  - State Key Laboratory of NBC Protection for Civilian, Beijing 102205, China.
FAU - Meng, Xiangyan
AU  - Meng X
AD  - State Key Laboratory of NBC Protection for Civilian, Beijing 102205, China.
FAU - Chen, Bo
AU  - Chen B
AD  - State Key Laboratory of NBC Protection for Civilian, Beijing 102205, China.
FAU - Zhong, Hui
AU  - Zhong H
AD  - State Key Laboratory of NBC Protection for Civilian, Beijing 102205, China.
FAU - Zou, Zhiyun
AU  - Zou Z
AD  - State Key Laboratory of NBC Protection for Civilian, Beijing 102205, China.
LA  - chi
PT  - Journal Article
PL  - China
TA  - Se Pu
JT  - Se pu = Chinese journal of chromatography
JID - 9424804
RN  - 0 (Carbamates)
RN  - 0 (Pharmaceutical Preparations)
RN  - 51333-22-3 (Budesonide)
RN  - 9005-82-7 (Amylose)
SB  - IM
MH  - *Amylose
MH  - Budesonide
MH  - Carbamates
MH  - Chromatography, High Pressure Liquid
MH  - *Pharmaceutical Preparations
MH  - Stereoisomerism
PMC - PMC9404101
OTO - NOTNLM
OT  - budesonide
OT  - chiral stationary phase
OT  - enantiomers
OT  - high performance liquid chromatography (HPLC)
EDAT- 2022/03/05 06:00
MHDA- 2022/03/08 06:00
PMCR- 2022/03/08
CRDT- 2022/03/04 05:48
PHST- 2022/03/04 05:48 [entrez]
PHST- 2022/03/05 06:00 [pubmed]
PHST- 2022/03/08 06:00 [medline]
PHST- 2022/03/08 00:00 [pmc-release]
AID - 1000-8713-40-3-296 [pii]
AID - 10.3724/SP.J.1123.2021.06048 [doi]
PST - ppublish
SO  - Se Pu. 2022 Mar 8;40(3):296-301. doi: 10.3724/SP.J.1123.2021.06048.