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[Quantitative Analysis of Piperine and the Derivatives in Long Pepper Extract by HPLC Using Relative Molar Sensitivity].
Shokuhin Eiseigaku Zasshi. 2019; 60(5):134-143.SE

Abstract

A novel method was developed for quantification of five major piperine derivatives (piperanine, piperine, chavicine, isopiperine, and isochavicine) in a hot water extract of long pepper fruit (LPE) using the relative molar sensitivity (RMS) based on the combination of HPLC/UV and 1H- quantitative NMR (1H-qNMR). The RMSs of piperanine, chavicine, isopiperine, and isochavicine to piperine of which the absolute purity was determined by 1H-qNMR were calculated to be 0.3693, 1.138, 0.9164, and 1.277, respectively. The total amount of piperine derivatives in LPE was quantified by both 1H-qNMR and HPLC/UV based on the RMS using piperine as a single-reference material (RMS method). The relative difference in quantitation values of 1H-qNMR and calibration curve method from the RMS method was 2.01% or less. The relative difference of the total cis-trans piperine isomers content between before and after photoirradiation in piperine solution was quantified to be 2.84% by the RMS method. In addition, the interlaboratory difference of the RMS method was confirmed in the range of 0.600 to 4.00 μg/g when analysis was performed on piperine derivatives in LPE containing tablets, while the total amount of piperine derivatives in the tablets was quantified at 606 μg/g. Our proposed method is a reliable tool for determining the contents of piperine and the derivatives in LPE and processed foods containing LPE.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Mizumoto T
MARUZEN PHARMACEUTICALS CO., LTD.
Nakano F
MARUZEN PHARMACEUTICALS CO., LTD.
Nishizaki Y
National Institute of Health Scienses.
Masumoto N
National Institute of Health Scienses.
Sugimoto N
National Institute of Health Scienses.

MeSH

AlkaloidsBenzodioxolesChromatography, High Pressure LiquidFood AnalysisPiperPiperidinesPlant ExtractsPolyunsaturated AlkamidesTablets

Pub Type(s)

Journal Article

Language

jpn

PubMed ID

31956239

Citation

Mizumoto, Toshiyuki, et al. "[Quantitative Analysis of Piperine and the Derivatives in Long Pepper Extract By HPLC Using Relative Molar Sensitivity]." Shokuhin Eiseigaku Zasshi. Journal of the Food Hygienic Society of Japan, vol. 60, no. 5, 2019, pp. 134-143.
Mizumoto T, Nakano F, Nishizaki Y, et al. [Quantitative Analysis of Piperine and the Derivatives in Long Pepper Extract by HPLC Using Relative Molar Sensitivity]. Shokuhin Eiseigaku Zasshi. 2019;60(5):134-143.
Mizumoto, T., Nakano, F., Nishizaki, Y., Masumoto, N., & Sugimoto, N. (2019). [Quantitative Analysis of Piperine and the Derivatives in Long Pepper Extract by HPLC Using Relative Molar Sensitivity]. Shokuhin Eiseigaku Zasshi. Journal of the Food Hygienic Society of Japan, 60(5), 134-143. https://doi.org/10.3358/shokueishi.60.134
Mizumoto T, et al. [Quantitative Analysis of Piperine and the Derivatives in Long Pepper Extract By HPLC Using Relative Molar Sensitivity]. Shokuhin Eiseigaku Zasshi. 2019;60(5):134-143. PubMed PMID: 31956239.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - [Quantitative Analysis of Piperine and the Derivatives in Long Pepper Extract by HPLC Using Relative Molar Sensitivity]. AU - Mizumoto,Toshiyuki, AU - Nakano,Fusako, AU - Nishizaki,Yuzo, AU - Masumoto,Naoko, AU - Sugimoto,Naoki, PY - 2020/1/21/entrez PY - 2020/1/21/pubmed PY - 2020/2/11/medline KW - 1H-qNMR KW - HPLC/UV KW - RMS KW - chavicine KW - isochavicine KW - isopiperine KW - long pepper KW - piperanine KW - piperine SP - 134 EP - 143 JF - Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan JO - Shokuhin Eiseigaku Zasshi VL - 60 IS - 5 N2 - A novel method was developed for quantification of five major piperine derivatives (piperanine, piperine, chavicine, isopiperine, and isochavicine) in a hot water extract of long pepper fruit (LPE) using the relative molar sensitivity (RMS) based on the combination of HPLC/UV and 1H- quantitative NMR (1H-qNMR). The RMSs of piperanine, chavicine, isopiperine, and isochavicine to piperine of which the absolute purity was determined by 1H-qNMR were calculated to be 0.3693, 1.138, 0.9164, and 1.277, respectively. The total amount of piperine derivatives in LPE was quantified by both 1H-qNMR and HPLC/UV based on the RMS using piperine as a single-reference material (RMS method). The relative difference in quantitation values of 1H-qNMR and calibration curve method from the RMS method was 2.01% or less. The relative difference of the total cis-trans piperine isomers content between before and after photoirradiation in piperine solution was quantified to be 2.84% by the RMS method. In addition, the interlaboratory difference of the RMS method was confirmed in the range of 0.600 to 4.00 μg/g when analysis was performed on piperine derivatives in LPE containing tablets, while the total amount of piperine derivatives in the tablets was quantified at 606 μg/g. Our proposed method is a reliable tool for determining the contents of piperine and the derivatives in LPE and processed foods containing LPE. SN - 0015-6426 UR - https://www.unboundmedicine.com/medline/citation/31956239/[Quantitative_Analysis_of_Piperine_and_the_Derivatives_in_Long_Pepper_Extract_by_HPLC_Using_Relative_Molar_Sensitivity]_ DB - PRIME DP - Unbound Medicine ER -