Food Toxicology Laboratory, School of Food Science and Technology, Chung-Ang University, Anseong, 17546, Republic of Korea.
Food Toxicology Laboratory, School of Food Science and Technology, Chung-Ang University, Anseong, 17546, Republic of Korea.
Food Microbiol. 2023 Feb;109:104141. doi: 10.1016/j.fm.2022.104141. Epub 2022 Sep 14.
Aflatoxins are strong carcinogenic and mutagenic fungal metabolites, and aflatoxin contamination is a critical issue in agriculture and food production. Natural flavonoids can suppress aflatoxin biosynthesis; however, the structure-activity relationship remains unclear. In the present study, a total of 36 structurally related natural flavonoids were tested against the aflatoxigenic Aspergillus flavus, both in-vitro and in-situ (on maize kernels), to investigate their structure-activity relationship and biological activity. Aflatoxin production (IC values: 10.85-20.09 μg/mL) and the expression of related genes (aflD, aflK, aflQ, and aflR) were found to be strongly inhibited. Structure-activity relationship studies revealed that the [-OH] or [-O-CH] groups at position 6 of ring A and position 4' of ring B were closely associated with antifungal and antiaflatoxigenic activities. These findings provide valuable information for the development of clean and safe methods to prevent aflatoxin contamination in food.
黄曲霉毒素是一种强致癌和致突变的真菌代谢物，黄曲霉毒素污染是农业和食品生产中的一个关键问题。天然类黄酮可以抑制黄曲霉毒素的生物合成；然而，其结构-活性关系尚不清楚。在本研究中，共测试了 36 种结构相关的天然类黄酮对产黄曲霉毒素的黄曲霉菌的体外和原位（在玉米粒上）抑制作用，以研究其结构-活性关系和生物活性。发现黄曲霉毒素的产生（IC 值：10.85-20.09μg/mL）和相关基因（aflD、aflK、aflQ 和 aflR）的表达受到强烈抑制。结构-活性关系研究表明，A 环 6 位和 B 环 4'位的 [-OH]或[-O-CH]基团与抗真菌和抗黄曲霉毒素活性密切相关。这些发现为开发清洁、安全的方法预防食品中黄曲霉毒素污染提供了有价值的信息。
