PMID- 33608884 OWN - NLM STAT- MEDLINE DCOM- 20210811 LR - 20210811 IS - 1097-0010 (Electronic) IS - 0022-5142 (Linking) VI - 101 IP - 12 DP - 2021 Sep TI - The study of citrus-derived flavonoids as effective bitter taste inhibitors. PG - 5163-5171 LID - 10.1002/jsfa.11162 [doi] AB - BACKGROUND: The pericarp of citrus in rutaceae is rich in flavonoids that may possess diverse biological activities. Some citrus flavonoids have been used as natural bitterness inhibitors; however, many citrus flavonoid analogues that possess merit taste amelioration functions have not been reported with respect to utilization in food industry. RESULTS: The effects of 12 citrus flavonoids on the inhibition of the bitter taste of naringin, quinine hydrochloride and stevioside were evaluated both by a sensory panel and electronic tongue analysis. Among the flavonoid compounds evaluated, both neohesperidin dihydrochalcone (NHDC) and neodiosmin were identified to show an excellent bitterness inhibition effect on all three bitterness vehicles tested. The results of the electronic tongue evaluation also showed that the addition of neodiosmin, NHDC or hesperidin dihydrochalcone-7-o-glucoside (HDC-7-G) was able to reduce significantly the bitterness response value of quinine hydrochloride, which is consistent with the sensory panel evaluation. Structure-activity relationship analysis found that the 7-linked neohesperidosyloxy group in the A-ring of the citrus flavonoid skeleton has the best bitterness inhibition effect. In addition, a ternary mixture of NHDC, neodiosmin and naringin, and neodiosmin/beta-cyclodextrin was formulated and it demonstrated, for the first time in the flavor improvement of citrus fruit wine, an enhancement of sweetness and a reduction of bitter taste. CONCLUSION: Twelve citrus flavonoids were found to inhibit the bitter taste of naringin, quinine hydrochloride and stevioside. With respect to the structure-activity relationship analysis, it was found that the 7-linked neohesperidosyloxy group in the A-ring of the citrus flavonoid skeleton possessed the best bitterness inhibition effect. (c) 2021 Society of Chemical Industry. CI - (c) 2021 Society of Chemical Industry. FAU - Huang, Jiali AU - Huang J AD - School of Chemical Engineering and Light Industry, School of Biomedical and Pharmaceutical Sciences, Guangdong University of Technology, Guangzhou, China. FAU - Lu, Yu-Jing AU - Lu YJ AD - School of Chemical Engineering and Light Industry, School of Biomedical and Pharmaceutical Sciences, Guangdong University of Technology, Guangzhou, China. AD - Goldenpomelo Biotechnology Co. Ltd, Meizhou, China. AD - Zhongke Institute (Meizhou) of High-Value Utilization of Green Plants, Meizhou, China. FAU - Guo, Chenglong AU - Guo C AD - School of Chemical Engineering and Light Industry, School of Biomedical and Pharmaceutical Sciences, Guangdong University of Technology, Guangzhou, China. FAU - Zuo, Shanshan AU - Zuo S AD - School of Chemical Engineering and Light Industry, School of Biomedical and Pharmaceutical Sciences, Guangdong University of Technology, Guangzhou, China. FAU - Zhou, Jin-Lin AU - Zhou JL AD - Goldenpomelo Biotechnology Co. Ltd, Meizhou, China. AD - Zhongke Institute (Meizhou) of High-Value Utilization of Green Plants, Meizhou, China. FAU - Wong, Wing-Leung AU - Wong WL AUID- ORCID: 0000-0001-7191-7578 AD - School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, China. AD - International Healthcare Innovation Institute (Jiangmen), Jiangmen, China. FAU - Huang, Baohua AU - Huang B AD - School of Chemical Engineering and Light Industry, School of Biomedical and Pharmaceutical Sciences, Guangdong University of Technology, Guangzhou, China. LA - eng GR - 81473082/National Natural Science Foundation of China/ GR - 2016A020209009/The Science and Technology Planning Project of Guangdong Province, China/ PT - Journal Article DEP - 20210318 PL - England TA - J Sci Food Agric JT - Journal of the science of food and agriculture JID - 0376334 RN - 0 (Flavonoids) RN - 0 (Flavoring Agents) RN - 0 (Plant Extracts) SB - IM MH - Citrus/*chemistry MH - Electronic Nose MH - Flavonoids/*chemistry/isolation & purification MH - Flavoring Agents/*chemistry/isolation & purification MH - Humans MH - Plant Extracts/*chemistry/isolation & purification MH - Taste MH - Wine/analysis OTO - NOTNLM OT - bitterness inhibitor OT - citrus-derived flavonoids OT - electronic tongue OT - natural additive OT - sensory evaluation EDAT- 2021/02/21 06:00 MHDA- 2021/08/12 06:00 CRDT- 2021/02/20 05:38 PHST- 2020/12/26 00:00 [revised] PHST- 2020/10/03 00:00 [received] PHST- 2021/02/19 00:00 [accepted] PHST- 2021/02/21 06:00 [pubmed] PHST- 2021/08/12 06:00 [medline] PHST- 2021/02/20 05:38 [entrez] AID - 10.1002/jsfa.11162 [doi] PST - ppublish SO - J Sci Food Agric. 2021 Sep;101(12):5163-5171. doi: 10.1002/jsfa.11162. Epub 2021 Mar 18.