Abstract

Raspberry ketone {RK, 4-(4-hydroxyphenyl)butan-2-one} is structurally resembles 4-(4-hydroxyphenyl)-2-butanol, which causes leukoderma on consumers’ skin. Therefore, it is important to measure in cosmetics for quality assessment. Very recently, an HPLC-fluorescence method for determination of RK in a fragrance mist by pre-column derivatization with 4-hydrazino-7-nitro-2,1,3-benzoxadiazole hydrazine was established. However, the derivatization conditions (80°C, 20 min) were severe. In this study, an improved pre-column derivatization with 4-(N,N-dimethylaminosulfonyl)-7-(N-chloro-formylmethyl-N-methylamino)-2,1,3-benzoxadiazole (DBD-COCl) is presented by HPLC-fluorescence method for determination of RK. The DBD-CO-RK derivative was eluted from a reversed-phase ODS column, and detected with excitation at 440 nm and emission at 543 nm. Derivatization was performed at room temperature for 3 min. The retention time of DBD-CO-RK derivative was 16.8 min. The standard curve was linear in the range of 0.05 to 2.5 μg/mL, with a correlation coefficient (r2) value of 0.9988. The lower limit of detection was 0.01 μg/mL (absolute amount of 0.3 pmol). The coefficients of variation were less than 10.0%. The content of RK in fragrance mist (1.00 mL) was 1.20 ± 0.08 mg (range, 1.10 to 1.31 mg, n = 5). Recovery tests were satisfactory (91.8 ± 5.4%; range, 84.2 to 98.2%, n = 5).

Highlights

  • Raspberry ketone {RK, 4-(4-hydroxyphenyl)butan-2-one}, which is present in red raspberry, was reported to have an anti-obesity effect [1] [2] [3], to possess a depigmenting activity in C57 black mice [4], to inhibit melanogenesis in cultivated murine B16 melanoma cells [5] and to suppress proliferation of normal melanocytes [6]

  • These findings indicated that RK would be useful for skin whitening, and RK-added cosmetics are already commercially available

  • A coupled loop-type High-performance liquid chromatographic (HPLC)-gas chromatographic (GC) method was established for analysis of RK in raspberry sauce, this technique may be unsuitable for broad application [11]

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Summary

Introduction

Raspberry ketone {RK, 4-(4-hydroxyphenyl)butan-2-one}, which is present in red raspberry, was reported to have an anti-obesity effect [1] [2] [3], to possess a depigmenting activity in C57 black mice [4], to inhibit melanogenesis in cultivated murine B16 melanoma cells [5] and to suppress proliferation of normal melanocytes [6]. These findings indicated that RK would be useful for skin whitening, and RK-added cosmetics are already commercially available.

Materials
HPLC Instrumentation and Chromatographic Conditions
Derivatization
Application to Fragrance Mist Sample and Evaluation of Recovery
Time Course of Derivatization of RK with DBD-COCl
Chromatogram
Standard Curves of RK
Precision and Accuracy
Analysis of a Fragrance Mist
Conclusion

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