期刊
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
卷 68, 期 1, 页码 384-389出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.jafc.9b06418
关键词
5-hydroxymethylfurfural; glycine; adduct; adol condensation; cytotoxicity
资金
- National Natural Science Foundation of China [31671957, 31972180, 31171749]
- Department of Science and Technology of Guangdong Province [2018B050502008]
- Open Fund of Key Laboratory of Biotechnology and Bioresources Utilization (Dalian Minzu University), Ministry of Education, China [KF2018003]
Our previous research showed that thioacetal and Schiff base formed between 5-hydroxymethylfurfural (HMF) and cysteine or lysine considerably decreased the cytotoxicity of HMF. In this study, two adol condensation adducts, named 2 beta-amino-3 alpha-hydroxy-3-(5-(hydroxymethyl)furan-2-yl)propanoic acid (HGA) and 2 alpha-amino-3 beta-hydroxy-3-(5-(hydroxymethyl)furan-2-yl)propanoic acid (HGB), were prepared from the reaction products of glycine and HMF, and their cytotoxicities were investigated in Caco-2 cells. Compared with HMF, HGA and HGB displayed lower cytotoxicities against Caco-2 cells with IC50 values of 36.50 and 43.47 mM, respectively, versus 16.11 mM (HMF). In contrast to our findings in thioacetal and Schiff base products, HGA and HGB underwent a very high metabolism rate (99%) in Caco-2 cells. HGA and HGB may degrade to other products instead of HMF since no extracellular or intracellular HMF was detected.
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