Isolation and identification of an antiproliferative substance from fructose–tyrosine Maillard reaction products |
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| Authors: | In Guk Hwang Hyun Young Kim Sang Hoon Lee Koan Sik Woo Jung Ok Ban Jin Tae Hong Kwang Won Yu Junsoo Lee Heon Sang Jeong |
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| Affiliation: | 1. Department of Agrofood Resources, National Academy of Agricultural Science, RDA, Suwon 441-853, Republic of Korea;2. Department of Food Science and Technology, Chungbuk National University, Cheongju 361-763, Republic of Korea;3. Department of Functional Crop, National Institute of Crop Science, RDA, Miryang 627-803, Republic of Korea;4. College of Pharmacy, Chungbuk National University, Cheongju 361-763, Republic of Korea;5. Division of Food and Biotechnology, Chungju National University, Chungbuk 368-701, Republic of Korea |
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| Abstract: | We isolated a substance from fructose–tyrosine Maillard reaction products (MRPs) and investigated its antiproliferative effect on six human cancer cell lines. The ethyl acetate fraction of fructose–tyrosine MRPs showed a strong antiproliferative effect; this fraction was isolated and purified using silica gel column chromatography, semipreparative RP-HPLC, and recycling HPLC. The structure of the purified compound was determined using spectroscopic methods. The isolated compound was identified as 2,4-bis(p-hydroxyphenyl)-2-butenal (C16H14O3, HPB242). HPB242 inhibited cell growth in a dose-dependent manner (10–80 μg/ml) on the six human cancer cell lines. The IC50 values of HPB242 on the six human cancer cell lines were 17.34 μg/ml (MCF-7), 29.21 μg/ml (HCT-116), 34.57 μg/ml (H-460), 34.87 μg/ml (HepG2), 48.77 μg/ml (PC-3), and 55.83 μg/ml (MKN-45). |
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