5,7-dihydroxychromone, a flavonoid decomposition product from peanut shells, inhibits the radicle elongation of velvetleaf, corn, peanut, and wheat [1]. 5,7-dihydroxychromonecan inhibit the growth of soil pathogenic fungi and suppress the germination of velvetleaf seeds[2]. 5,7-dihydroxychromone has been widely used as a model compound to develop new capillary electrophoresis techniques for the separation of related compounds[3].
In vitro, 5,7-dihydroxychromone treatment for 24h effectively inhibited 6-hydroxydopamine (6-OHDA)-induced cell death in SH-SY5Y cells, with an EC50 value of 1.9μM[4]. Treatment with 10μg/ml 5,7-dihydroxychromone for 9 days can effectively induce the differentiation of mouse 3T3-L1 preadipocytes[5]. Treatment with 5,7-dihydroxychromone for 3 days can effectively inhibit the replication of HIV virus in H9 Lymphocytic Cells, with an EC50 value of 18.65μg/ml[6]. Treatment with 10μM 5,7-dihydroxychromone for 24 hours inhibited the expression of activated caspase-3 and caspase-9 in SH-SY5Y cells induced by 6-OHDA, as well as the cleavage of PARP, and enhanced the binding activity of Nrf2/ARE and upregulated the expression of Nrf2-dependent antioxidant genes (including HO-1, NQO1 and GCLc)[7].
References:
[1] Vaughn S F. Phytotoxic and antimicrobial activity of 5, 7-dihydroxychromone from peanut shells[J]. Journal of chemical ecology, 1995, 21(2): 107-115.
[2] Spencer G F, Tjarks L W. Germination inhibition by 5, 7-dihydroxychromone, a flavanoid decomposition product[J]. Journal of Plant Growth Regulation, 1985, 4(1): 177-180.
[3] Sheng S, Zhang L, Chen G. Determination of 5, 7-dihydroxychromone and luteolin in peanut hulls by capillary electrophoresis with a multiwall carbon nanotube/poly (ethylene terephthalate) composite electrode[J]. Food chemistry, 2014, 145: 555-561.
[4] Kwon J, Hiep N T, Kim D W, et al. Chemical constituents isolated from the root bark of Cudrania tricuspidata and their potential neuroprotective effects[J]. Journal of Natural Products, 2016, 79(8): 1938-1951.
[5] Koo H J, Kwak J H, Kang S C. Anti-diabetic properties of Daphniphyllum macropodum fruit and its active compound[J]. Bioscience, Biotechnology, and Biochemistry, 2014, 78(8): 1392-1401.
[6] Wu P L, Lin F W, Wu T S, et al. Cytotoxic and anti-HIV principles from the rhizomes of Begonia nantoensis[J]. Chemical and pharmaceutical bulletin, 2004, 52(3): 345-349.
[7] Kim D W, Lee K, Kwon J, et al. Neuroprotection against 6-OHDA-induced oxidative stress and apoptosis in SH-SY5Y cells by 5, 7-Dihydroxychromone: Activation of the Nrf2/ARE pathway[J]. Life sciences, 2015, 130: 25-30.
5,7-dihydroxychromone是一种从花生壳中提取的黄酮类分解产物，能抑制曼陀罗、玉米、花生和小麦胚根的伸长[1]。5,7-dihydroxychromone可抑制土壤病原真菌的生长并降低曼陀罗种子的萌发率[2]。5,7-dihydroxychromone已被广泛用作模型化合物，用于开发分离相关化合物的新型毛细管电泳技术[3]。
在体外，5,7-dihydroxychromone处理24小时有效抑制了6-羟基多巴胺(6-OHDA)诱导的SH-SY5Y细胞死亡，EC50值为1.9μM[4]。用10μg/ml的5,7-dihydroxychromone处理9天可有效诱导小鼠3T3-L1前脂肪细胞分化[5]。用5,7-dihydroxychromone处理3天可有效抑制HIV病毒在H9淋巴细胞中的复制，EC50值为18.65μg/ml[6]。用10μM的5,7-dihydroxychromone处理24小时抑制了6-OHDA诱导的SH-SY5Y细胞中活化caspase-3和caspase-9的表达以及PARP的裂解，并增强了Nrf2/ARE的结合活性，上调了Nrf2依赖性抗氧化基因（包括HO-1、NQO1和GCLc）的表达[7]。