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Peroxyoxalate chemiluminescence detection for the highly sensitive determination of fluorescence-labeled chlorpheniramine with Suzuki coupling reaction

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Abstract

A sensitive and selective high performance liquid chromatography-peroxyoxalate chemiluminescence (PO-CL) method has been developed for the simultaneous determination of chlorpheniramine (CPA) and monodesmethyl chlorpheniramine (MDCPA) in human serum. The method combines fluorescent labeling with 4-(4,5-diphenyl-1H-imidazole-2-yl)phenyl boronic acid using Suzuki coupling reaction with PO-CL detection. CPA and MDCPA were extracted from human serum by liquid–liquid extraction with n-hexane. Excess labeling reagent, which interfered with trace level determination of analytes, was removed by solid-phase extraction using a C18 cartridge. Separation of derivatives of both analytes was achieved isocratically on a silica column with a mixture of acetonitrile and 60 mM imidazole-HNO3 buffer (pH 7.2; 85:15, v/v) containing 0.015% triethylamine. The proposed method exhibited a good linearity with a correlation coefficient of 0.999 for CPA and MDCPA within the concentration range of 0.5–100 ng/mL. The limits of detection (S/N = 3) were 0.14 and 0.16 ng/mL for CPA and MDCPA, respectively. Using the proposed method, CPA could be selectively determined in human serum after oral administration.

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Abbreviations

CL:

Chemiluminescence

CPA:

Chlorpheniramine

CPPO:

Bis(2,4,5-trichlorophenyl-6-carbopentoxyphenyl)oxalate

DMF:

N,N-Dimethylformamide

DPA:

4-(4,5-Diphenyl-1H-imidazole-2-yl)phenyl boronic acid

FL:

Fluorescence

MDCPA:

Monodesmethyl chlorpheniramine

LOD:

Limit of detection

OTC:

Over the counter

PO-CL:

Peroxyoxalate chemiluminescence

RCI:

Relative chemiluminescence intensity

S/N:

Signal-to-noise ratio

TEA:

Triethylamine

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Acknowledgements

L. A. A. would like to express his sincere gratitude to the Japanese Government (MONBUKAGAKUSHO: MEXT) for scholarship. The authors also thank Schering-Plough, Japan for kindly donating MDCPA.

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Authors and Affiliations

  1. Graduate School of Biomedical Sciences, Course of Pharmaceutical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki, 852-8521, Japan

    Lawrence Asamoah Adutwum, Naoya Kishikawa, Kaname Ohyama, Kenichiro Nakashima & Naotaka Kuroda

  2. Lumica Corporation, 65 Itogaura, Koga, Fukuoka, 811-3136, Japan

    Shiro Harada

Authors
  1. Lawrence Asamoah Adutwum
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  2. Naoya Kishikawa
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  3. Kaname Ohyama
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  4. Shiro Harada
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  5. Kenichiro Nakashima
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  6. Naotaka Kuroda
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Correspondence to Naotaka Kuroda.

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Adutwum, L.A., Kishikawa, N., Ohyama, K. et al. Peroxyoxalate chemiluminescence detection for the highly sensitive determination of fluorescence-labeled chlorpheniramine with Suzuki coupling reaction. Anal Bioanal Chem 398, 823–829 (2010). https://doi.org/10.1007/s00216-010-3932-0

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  • DOI: https://doi.org/10.1007/s00216-010-3932-0

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