Simple, Selective, and Rapid Quantification of 1-Deoxynojirimycin in Mulberry Leaf Products by High-Performance Anion-Exchange Chromatography with Pulsed Amperometric Detection
1‐Deoxynojirimycin (DNJ) occurs in mulberry and other plants and is a highly potent glycosidase inhibitor reported to suppress blood glucose levels, thus preventing diabetes. Derivatization is required for quantification of DNJ upon use of spectral detection methods. Because of this difficulty, the...
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Published in | Journal of food science Vol. 75; no. 3; pp. C246 - C250 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
Malden, USA
Blackwell Publishing Inc
01.04.2010
Wiley Wiley Subscription Services, Inc |
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Abstract | 1‐Deoxynojirimycin (DNJ) occurs in mulberry and other plants and is a highly potent glycosidase inhibitor reported to suppress blood glucose levels, thus preventing diabetes. Derivatization is required for quantification of DNJ upon use of spectral detection methods. Because of this difficulty, the DNJ contents of mulberry‐based food products are rarely stated, even if DNJ is their active component. A simple, selective, and rapid method of high‐performance anion‐exchange chromatography with pulsed amperometric detection (HPAEC‐PAD) to quantify DNJ in mulberry‐based food products was developed. Stability testing of DNJ under heat treatment was also performed. A water extract of mulberry tea sample was subjected to HPAEC‐PAD in a CarboPac MA1 column with a sodium hydroxide gradient. DNJ was clearly separated at a retention time of 7.26 min without interference and was selectively detected in the water extract. The detection limit was 5 ng. Heat stability studies suggested that DNJ was heat stable. HPAEC‐PAD was not subject to interference, was highly selective for DNJ, and was superior to other high‐performance liquid chromatography (HPLC) techniques in terms of sample preparation, resolution, and sensitivity. The method allowed simple, selective, and rapid analysis of DNJ in food matrices and might be useful for development of mulberry‐based food products. Heat treatment could be an option for sterilizing mulberry‐based products. |
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AbstractList | 1-Deoxynojirimycin (DNJ) occurs in mulberry and other plants and is a highly potent glycosidase inhibitor reported to suppress blood glucose levels, thus preventing diabetes. Derivatization is required for quantification of DNJ upon use of spectral detection methods. Because of this difficulty, the DNJ contents of mulberry-based food products are rarely stated, even if DNJ is their active component. A simple, selective, and rapid method of high-performance anion-exchange chromatography with pulsed amperometric detection (HPAEC-PAD) to quantify DNJ in mulberry-based food products was developed. Stability testing of DNJ under heat treatment was also performed. A water extract of mulberry tea sample was subjected to HPAEC-PAD in a CarboPac MA1 column with a sodium hydroxide gradient. DNJ was clearly separated at a retention time of 7.26 min without interference and was selectively detected in the water extract. The detection limit was 5 ng. Heat stability studies suggested that DNJ was heat stable. HPAEC-PAD was not subject to interference, was highly selective for DNJ, and was superior to other high-performance liquid chromatography (HPLC) techniques in terms of sample preparation, resolution, and sensitivity. The method allowed simple, selective, and rapid analysis of DNJ in food matrices and might be useful for development of mulberry-based food products. Heat treatment could be an option for sterilizing mulberry-based products. 1-Deoxynojirimycin (DNJ) occurs in mulberry and other plants and is a highly potent glycosidase inhibitor reported to suppress blood glucose levels, thus preventing diabetes. Derivatization is required for quantification of DNJ upon use of spectral detection methods. Because of this difficulty, the DNJ contents of mulberry-based food products are rarely stated, even if DNJ is their active component. A simple, selective, and rapid method of high-performance anion-exchange chromatography with pulsed amperometric detection (HPAEC-PAD) to quantify DNJ in mulberry-based food products was developed. Stability testing of DNJ under heat treatment was also performed. A water extract of mulberry tea sample was subjected to HPAEC-PAD in a CarboPac MA1 column with a sodium hydroxide gradient. DNJ was clearly separated at a retention time of 7.26 min without interference and was selectively detected in the water extract. The detection limit was 5 ng. Heat stability studies suggested that DNJ was heat stable. HPAEC-PAD was not subject to interference, was highly selective for DNJ, and was superior to other high-performance liquid chromatography (HPLC) techniques in terms of sample preparation, resolution, and sensitivity. The method allowed simple, selective, and rapid analysis of DNJ in food matrices and might be useful for development of mulberry-based food products. Heat treatment could be an option for sterilizing mulberry-based products. [PUBLICATION ABSTRACT] 1-Deoxynojirimycin (DNJ) occurs in mulberry and other plants and is a highly potent glycosidase inhibitor reported to suppress blood glucose levels, thus preventing diabetes. Derivatization is required for quantification of DNJ upon use of spectral detection methods. Because of this difficulty, the DNJ contents of mulberry-based food products are rarely stated, even if DNJ is their active component. A simple, selective, and rapid method of high-performance anion-exchange chromatography with pulsed amperometric detection (HPAEC-PAD) to quantify DNJ in mulberry-based food products was developed. Stability testing of DNJ under heat treatment was also performed. A water extract of mulberry tea sample was subjected to HPAEC-PAD in a CarboPac MA1 column with a sodium hydroxide gradient. DNJ was clearly separated at a retention time of 7.26 min without interference and was selectively detected in the water extract. The detection limit was 5 ng. Heat stability studies suggested that DNJ was heat stable. HPAEC-PAD was not subject to interference, was highly selective for DNJ, and was superior to other high-performance liquid chromatography (HPLC) techniques in terms of sample preparation, resolution, and sensitivity. The method allowed simple, selective, and rapid analysis of DNJ in food matrices and might be useful for development of mulberry-based food products. Heat treatment could be an option for sterilizing mulberry-based products.1-Deoxynojirimycin (DNJ) occurs in mulberry and other plants and is a highly potent glycosidase inhibitor reported to suppress blood glucose levels, thus preventing diabetes. Derivatization is required for quantification of DNJ upon use of spectral detection methods. Because of this difficulty, the DNJ contents of mulberry-based food products are rarely stated, even if DNJ is their active component. A simple, selective, and rapid method of high-performance anion-exchange chromatography with pulsed amperometric detection (HPAEC-PAD) to quantify DNJ in mulberry-based food products was developed. Stability testing of DNJ under heat treatment was also performed. A water extract of mulberry tea sample was subjected to HPAEC-PAD in a CarboPac MA1 column with a sodium hydroxide gradient. DNJ was clearly separated at a retention time of 7.26 min without interference and was selectively detected in the water extract. The detection limit was 5 ng. Heat stability studies suggested that DNJ was heat stable. HPAEC-PAD was not subject to interference, was highly selective for DNJ, and was superior to other high-performance liquid chromatography (HPLC) techniques in terms of sample preparation, resolution, and sensitivity. The method allowed simple, selective, and rapid analysis of DNJ in food matrices and might be useful for development of mulberry-based food products. Heat treatment could be an option for sterilizing mulberry-based products. |
Author | Boonbumrung, Sumitra Yoshihashi, Tadashi Do, Huong Thi Thu Yamaki, Kohji Tungtrakul, Patcharee |
Author_xml | – sequence: 1 givenname: Tadashi surname: Yoshihashi fullname: Yoshihashi, Tadashi email: Authors Yoshihashi and Do are with Postharvest Science and Technology Div., Japan Intl. Research Center for Agricultural Sciences, 1-1 Ohwashi, Tsukuba, Ibaraki 305-8686 Japan. Authors Tungtrakul and Boonbumrung are with Inst. of Food Research and Product Development, Kasetsart Univ., P.O. Box 1043, Kasetsart, Bangkok 10903 Thailand. Author Yamaki is with Natl. Food Research Inst., 2-1-12 Kannondai, Tsukuba, Ibaraki 305-8642 Japan. Direct inquiries to author Yamaki ( kyamaki@affrc.go.jp). organization: Authors Yoshihashi and Do are with Postharvest Science and Technology Div., Japan Intl. Research Center for Agricultural Sciences, 1-1 Ohwashi, Tsukuba, Ibaraki 305-8686 Japan. Authors Tungtrakul and Boonbumrung are with Inst. of Food Research and Product Development, Kasetsart Univ., P.O. Box 1043, Kasetsart, Bangkok 10903 Thailand. Author Yamaki is with Natl. Food Research Inst., 2-1-12 Kannondai, Tsukuba, Ibaraki 305-8642 Japan. Direct inquiries to author Yamaki (E-mail: kyamaki@affrc.go.jp) – sequence: 2 givenname: Huong Thi Thu surname: Do fullname: Do, Huong Thi Thu email: Authors Yoshihashi and Do are with Postharvest Science and Technology Div., Japan Intl. Research Center for Agricultural Sciences, 1-1 Ohwashi, Tsukuba, Ibaraki 305-8686 Japan. Authors Tungtrakul and Boonbumrung are with Inst. of Food Research and Product Development, Kasetsart Univ., P.O. Box 1043, Kasetsart, Bangkok 10903 Thailand. Author Yamaki is with Natl. Food Research Inst., 2-1-12 Kannondai, Tsukuba, Ibaraki 305-8642 Japan. Direct inquiries to author Yamaki ( kyamaki@affrc.go.jp). organization: Authors Yoshihashi and Do are with Postharvest Science and Technology Div., Japan Intl. Research Center for Agricultural Sciences, 1-1 Ohwashi, Tsukuba, Ibaraki 305-8686 Japan. Authors Tungtrakul and Boonbumrung are with Inst. of Food Research and Product Development, Kasetsart Univ., P.O. Box 1043, Kasetsart, Bangkok 10903 Thailand. Author Yamaki is with Natl. Food Research Inst., 2-1-12 Kannondai, Tsukuba, Ibaraki 305-8642 Japan. Direct inquiries to author Yamaki (E-mail: kyamaki@affrc.go.jp) – sequence: 3 givenname: Patcharee surname: Tungtrakul fullname: Tungtrakul, Patcharee email: Authors Yoshihashi and Do are with Postharvest Science and Technology Div., Japan Intl. Research Center for Agricultural Sciences, 1-1 Ohwashi, Tsukuba, Ibaraki 305-8686 Japan. Authors Tungtrakul and Boonbumrung are with Inst. of Food Research and Product Development, Kasetsart Univ., P.O. Box 1043, Kasetsart, Bangkok 10903 Thailand. Author Yamaki is with Natl. Food Research Inst., 2-1-12 Kannondai, Tsukuba, Ibaraki 305-8642 Japan. Direct inquiries to author Yamaki ( kyamaki@affrc.go.jp). organization: Authors Yoshihashi and Do are with Postharvest Science and Technology Div., Japan Intl. Research Center for Agricultural Sciences, 1-1 Ohwashi, Tsukuba, Ibaraki 305-8686 Japan. Authors Tungtrakul and Boonbumrung are with Inst. of Food Research and Product Development, Kasetsart Univ., P.O. Box 1043, Kasetsart, Bangkok 10903 Thailand. Author Yamaki is with Natl. Food Research Inst., 2-1-12 Kannondai, Tsukuba, Ibaraki 305-8642 Japan. Direct inquiries to author Yamaki (E-mail: kyamaki@affrc.go.jp) – sequence: 4 givenname: Sumitra surname: Boonbumrung fullname: Boonbumrung, Sumitra email: Authors Yoshihashi and Do are with Postharvest Science and Technology Div., Japan Intl. Research Center for Agricultural Sciences, 1-1 Ohwashi, Tsukuba, Ibaraki 305-8686 Japan. Authors Tungtrakul and Boonbumrung are with Inst. of Food Research and Product Development, Kasetsart Univ., P.O. Box 1043, Kasetsart, Bangkok 10903 Thailand. Author Yamaki is with Natl. Food Research Inst., 2-1-12 Kannondai, Tsukuba, Ibaraki 305-8642 Japan. Direct inquiries to author Yamaki ( kyamaki@affrc.go.jp). organization: Authors Yoshihashi and Do are with Postharvest Science and Technology Div., Japan Intl. Research Center for Agricultural Sciences, 1-1 Ohwashi, Tsukuba, Ibaraki 305-8686 Japan. Authors Tungtrakul and Boonbumrung are with Inst. of Food Research and Product Development, Kasetsart Univ., P.O. Box 1043, Kasetsart, Bangkok 10903 Thailand. Author Yamaki is with Natl. Food Research Inst., 2-1-12 Kannondai, Tsukuba, Ibaraki 305-8642 Japan. Direct inquiries to author Yamaki (E-mail: kyamaki@affrc.go.jp) – sequence: 5 givenname: Kohji surname: Yamaki fullname: Yamaki, Kohji email: Authors Yoshihashi and Do are with Postharvest Science and Technology Div., Japan Intl. Research Center for Agricultural Sciences, 1-1 Ohwashi, Tsukuba, Ibaraki 305-8686 Japan. Authors Tungtrakul and Boonbumrung are with Inst. of Food Research and Product Development, Kasetsart Univ., P.O. Box 1043, Kasetsart, Bangkok 10903 Thailand. Author Yamaki is with Natl. Food Research Inst., 2-1-12 Kannondai, Tsukuba, Ibaraki 305-8642 Japan. Direct inquiries to author Yamaki ( kyamaki@affrc.go.jp). organization: Authors Yoshihashi and Do are with Postharvest Science and Technology Div., Japan Intl. Research Center for Agricultural Sciences, 1-1 Ohwashi, Tsukuba, Ibaraki 305-8686 Japan. Authors Tungtrakul and Boonbumrung are with Inst. of Food Research and Product Development, Kasetsart Univ., P.O. Box 1043, Kasetsart, Bangkok 10903 Thailand. Author Yamaki is with Natl. Food Research Inst., 2-1-12 Kannondai, Tsukuba, Ibaraki 305-8642 Japan. Direct inquiries to author Yamaki (E-mail: kyamaki@affrc.go.jp) |
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Keywords | High performance Mulberry Stability Fruit 1-deoxynojirimycin Plant leaf Chromatography pulsed amperometric detection high-performance anion-exchange chromatography Anion exchange Alkaloid Heat Analysis method Plant part Quality Control method heat stability Detection By product Quantitative analysis |
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References | Kimura M, Chen FJ, Nakashima N, Kimura I, Asano N, Koya S. 1995. Antihyperglycemic effects of N-containing sugars derived from mulberry leaves in streptozocin-induced diabetic mice. J Trad Med 12:214-9. Yagi M, Kouno T, Aoyagi Y, Murai H. 1976. The structure of Moraoline, a piperidine alkaloid from Morus species. Nippon Nougei Kagaku Kaishi 50(11):571-2. Zechel DL, Boraston AB, Gloster T, Boraston CM, MacDonald JM, Tilbrook DMG, Stick RV, Davies GJ. 2003. Iminosugar glycosidase inhibitors: structural and thermodynamic dissection of the binding of isofagomine and 1-deoxynojirimycin to beta-glucosidases. J Am Chem Soc 125(47):14313-23. Hardick DJ, Hatchinson DW. 1993. The biosynthesis of 1-deoxynojirimycin in Bacillus subtilis var niger. Tetrahedron 49(30):6707-16. Nojima H, Kimura I, Chen FJ, Sugihara Y, Haruno M. 1998. Antihyperglycemic effects of N-containing sugars from Xanthocercis zambesiaca, Morus bombycis, Aglaonema treubii, and Castanospermum australe in streptozotocin-diabetic mice. J Nat Prod 61(3):397-400. Winchester B, Fleet GWJ. 2000. Modification of glycosylation as a therapeutic strategy. J Carbohyd Chem 19(4-5):471-83. Kimura T, Nakagawa K, Kubota H, Kojima Y, Goto Y, Yamagishi K, Oita S, Oikawa S, Miyazawa T. 2007. Food-grade mulberry powder enriched with 1-deoxynojirimycin suppresses the elevation of postprandial blood glucose in humans. J Agric Food Chem 55(14):5869-74. Hardick DJ, Hutchinson DW, Trew SJ, Wellington EMH. 1991. The biosynthesis of deoxynojirimycin and deoxymannonojirimycin in Streptomyces subrutilus. J Chem Soc Chem Commun 10:729-30. Kim JW, Kim SU, Lee HS, Kim I, Ahn MY, Ryu KS. 2003. Determination of 1-deoxynojirimycin in Morus alba L. leaves by derivatization with 9-fluorenylmethyl chloroformate followed by reversed-phase high-performance liquid chromatography. J Chromatogr 1002(1-2): 93-9. Watson AA, Fleet GWJ, Asano N, Molyneux RJ, Nash RJ. 2001. Polyhydroxylated alkaloids-natural occurrence and therapeutic applications. Phytochem 56(3):265-95. Asano N, Tomioka E, Kizu H, Matsui K. 1994. Sugars with nitrogen in the ring isolated from the leaves of Morus bombycis. Carbohydr Res 253:235-45. Neungchamnong N, Ingkaninan K, Kaewruang W, Wongareonwanakij S, Hongthongdaeng B. 2007. Quantitative determination of 1-deoxynojirimycin in mulberry leaves using liquid chromatography-tandem mass spectrometry. J Pharm Biomed Anal 44(4):853-8. Asano N, Nash RJ, Molyneux RJ, Fleet GWJ. 2000. Sugar-mimic glycosidase inhibitors: natural occurrence, biological activity and prospects for therapeutic application. Tetrahedron Asymmetry 11(8):1645-80. Kimura T, Nakagawa K, Saito Y, Yamagishi K, Suzuki M, Yamaki K, Shinmoto H, Miyazawa T. 2004. Determination of 1-deoxynojirimycin in mulberry leaves using hydrophilic interaction chromatography with evaporative light scattering detection. J Agric Food Chem 52(6):1415-8. Kong WH, Oh SH, Ahn YR, Kim KW, Kim JH, Seo SW. 2008. Antiobesity effects and improvement of insulin sensitivity by 1-deoxynojirimycin in animal models. J Agric Food Chem 56(8):2613-9. 1994; 253 2004; 52 2000; 19 1993; 49 1991; 10 1976; 50 2000; 11 2003; 1002 1995; 12 2008; 56 1995 1998; 61 2001; 56 2003; 125 2007; 55 2007; 44 e_1_2_6_10_1 e_1_2_6_9_1 e_1_2_6_8_1 e_1_2_6_5_1 e_1_2_6_4_1 e_1_2_6_6_1 Kimura M (e_1_2_6_7_1) 1995; 12 e_1_2_6_13_1 e_1_2_6_14_1 e_1_2_6_3_1 e_1_2_6_11_1 e_1_2_6_2_1 e_1_2_6_12_1 e_1_2_6_17_1 e_1_2_6_15_1 e_1_2_6_16_1 |
References_xml | – reference: Watson AA, Fleet GWJ, Asano N, Molyneux RJ, Nash RJ. 2001. Polyhydroxylated alkaloids-natural occurrence and therapeutic applications. Phytochem 56(3):265-95. – reference: Asano N, Nash RJ, Molyneux RJ, Fleet GWJ. 2000. Sugar-mimic glycosidase inhibitors: natural occurrence, biological activity and prospects for therapeutic application. Tetrahedron Asymmetry 11(8):1645-80. – reference: Kimura T, Nakagawa K, Kubota H, Kojima Y, Goto Y, Yamagishi K, Oita S, Oikawa S, Miyazawa T. 2007. Food-grade mulberry powder enriched with 1-deoxynojirimycin suppresses the elevation of postprandial blood glucose in humans. J Agric Food Chem 55(14):5869-74. – reference: Neungchamnong N, Ingkaninan K, Kaewruang W, Wongareonwanakij S, Hongthongdaeng B. 2007. Quantitative determination of 1-deoxynojirimycin in mulberry leaves using liquid chromatography-tandem mass spectrometry. J Pharm Biomed Anal 44(4):853-8. – reference: Hardick DJ, Hatchinson DW. 1993. The biosynthesis of 1-deoxynojirimycin in Bacillus subtilis var niger. Tetrahedron 49(30):6707-16. – reference: Asano N, Tomioka E, Kizu H, Matsui K. 1994. Sugars with nitrogen in the ring isolated from the leaves of Morus bombycis. Carbohydr Res 253:235-45. – reference: Winchester B, Fleet GWJ. 2000. Modification of glycosylation as a therapeutic strategy. J Carbohyd Chem 19(4-5):471-83. – reference: Yagi M, Kouno T, Aoyagi Y, Murai H. 1976. The structure of Moraoline, a piperidine alkaloid from Morus species. Nippon Nougei Kagaku Kaishi 50(11):571-2. – reference: Hardick DJ, Hutchinson DW, Trew SJ, Wellington EMH. 1991. The biosynthesis of deoxynojirimycin and deoxymannonojirimycin in Streptomyces subrutilus. J Chem Soc Chem Commun 10:729-30. – reference: Kimura M, Chen FJ, Nakashima N, Kimura I, Asano N, Koya S. 1995. Antihyperglycemic effects of N-containing sugars derived from mulberry leaves in streptozocin-induced diabetic mice. J Trad Med 12:214-9. – reference: Kong WH, Oh SH, Ahn YR, Kim KW, Kim JH, Seo SW. 2008. Antiobesity effects and improvement of insulin sensitivity by 1-deoxynojirimycin in animal models. J Agric Food Chem 56(8):2613-9. – reference: Kimura T, Nakagawa K, Saito Y, Yamagishi K, Suzuki M, Yamaki K, Shinmoto H, Miyazawa T. 2004. Determination of 1-deoxynojirimycin in mulberry leaves using hydrophilic interaction chromatography with evaporative light scattering detection. J Agric Food Chem 52(6):1415-8. – reference: Kim JW, Kim SU, Lee HS, Kim I, Ahn MY, Ryu KS. 2003. Determination of 1-deoxynojirimycin in Morus alba L. leaves by derivatization with 9-fluorenylmethyl chloroformate followed by reversed-phase high-performance liquid chromatography. J Chromatogr 1002(1-2): 93-9. – reference: Nojima H, Kimura I, Chen FJ, Sugihara Y, Haruno M. 1998. Antihyperglycemic effects of N-containing sugars from Xanthocercis zambesiaca, Morus bombycis, Aglaonema treubii, and Castanospermum australe in streptozotocin-diabetic mice. J Nat Prod 61(3):397-400. – reference: Zechel DL, Boraston AB, Gloster T, Boraston CM, MacDonald JM, Tilbrook DMG, Stick RV, Davies GJ. 2003. Iminosugar glycosidase inhibitors: structural and thermodynamic dissection of the binding of isofagomine and 1-deoxynojirimycin to beta-glucosidases. 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Snippet | 1‐Deoxynojirimycin (DNJ) occurs in mulberry and other plants and is a highly potent glycosidase inhibitor reported to suppress blood glucose levels, thus... 1-Deoxynojirimycin (DNJ) occurs in mulberry and other plants and is a highly potent glycosidase inhibitor reported to suppress blood glucose levels, thus... |
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SubjectTerms | 1-Deoxynojirimycin 1-Deoxynojirimycin - analysis 1-Deoxynojirimycin - chemistry 1-Deoxynojirimycin - isolation & purification adverse effects analysis Berries Beverages Beverages - analysis Biological and medical sciences chemistry Chromatography Chromatography, High Pressure Liquid Chromatography, Ion Exchange Chromatography, Ion Exchange - methods detection Dietary Supplements Dietary Supplements - analysis Electrochemical Techniques enzyme inhibitors Extraction processes Fast Foods Fast Foods - analysis Food food analysis Food Analysis - methods Food industries Food science Fruit and vegetable industries Fundamental and applied biological sciences. Psychology General aspects Glucose glycosidases heat stability Heat treatment high-performance anion-exchange chromatography Hot Temperature Hot Temperature - adverse effects Hydrogen-Ion Concentration ion exchange chromatography isolation & purification Leaves Limit of Detection Liquid chromatography Mass Spectrometry methods Methods of analysis, processing and quality control, regulation, standards Morus Morus - chemistry mulberry plant extracts Plant Leaves Plant Leaves - chemistry pulsed amperometric detection quantitative analysis rapid methods Retention time Sample preparation Sodium hydroxide spectral analysis sterilizing tea thermal stability Time Factors |
Title | Simple, Selective, and Rapid Quantification of 1-Deoxynojirimycin in Mulberry Leaf Products by High-Performance Anion-Exchange Chromatography with Pulsed Amperometric Detection |
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