Bauhinia Linn./various plant materials, e.g. Garcinia conrauana bark and peanut shells
4H-1-Benzopyran-4-one, 5,7-dihydroxy-/5,7-dihydroxy-4H-1-benzopyran-4-one/5,7-Dihydroxychromone/2H-1-Benzopyran-2-one, 5,7-dihydroxy-/5,7-Dihydroxy-4H-chromen-4-one/5,7-Dihydroxy-2H-chromen-2-one/5,7-dihydroxy-chromen-4-one/5,7-Dihydroxy-chromen-4-on/5,7-DIHYDROXYCOUMARIN
5,7-Dihydroxychromone, the extract of Cudrania tricuspidata, activates Nrf2/ARE signal and exerts neuroprotective effects against 6-hydroxydopamine (6-OHDA)-induced oxidative stress and apoptosis. 5,7-Dihydroxychromone inhibits the expression of activated caspase-3 and caspase-9 and cleaved PARP in 6-OHDA-induced SH-SY5Y cells.
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A flavonoid decomposition product that is present in peanut (Arachis hypogaea) shells, 5,7-dihydroxychromone (DHC), was found to inhibit the radial growth of cultures of the soil pathogenic fungiRhizoctonia solani andSclerotium rolfsii with I50 (the concentrations of DHC required to inhibit growth 50%) values of 18 and 26µM, respectively. Radicle elongation of velvetleaf, corn, peanut, and wheat was inhibited by DHC with I50 values of 30, 50, 65 and 200µM, respectively. DHC had no effect on the growth ofBradyrhizobium sp. at 10µM in medium containing low (1.0 g/liter) mannitol as the carbon source, although the related flavones luteolin and chrysin each promoted bacterial growth at 10µM 48 hr after inoculation. When tested in high (10.0 g/liter) mannitol medium, DHC initially inhibited growth ofBradyrhizobium sp., but 120 hr after inoculation the growth of all treatments were similar. These results suggest a role for DHC released from peanut shells in suppressing pathogenic fungal infection and competing plant growth but not forBradyrhizobium growth promotion.
Phytotoxic and Antimicrobial Activity of 5,7-dihydroxychromone From Peanut Shells
S F Vaughn
A novel multiwall carbon nanotube/poly(ethylene terephthalate) (MWCNT/PET) composite electrode was developed for the determination of 5,7-dihydroxychromone and luteolin in peanut hulls in combination with capillary electrophoresis (CE). The electrode was fabricated by packing a mixture of MWCNTs and melted PET in a piece of fused-silica capillary under heat. Because of the simple composition of the phenolic constituents in peanut hulls, they were used to demonstrate the performance of the fabricated electrode. The results indicated that 5,7-dihydroxychromone and luteolin were well separated within 12 min in a 40 cm long capillary at a separation voltage of 12 kV using a 50mM borate buffer (pH 9.2). The MWCNT-based electrode exhibited significantly lower detection potentials, enhanced signal-to-noise characteristics, and higher resistance to surface fouling compared to graphite/PET composite electrode. It showed long-term stability and reproducibility with a relative standard deviation of 2.6% for the peak current (n = 15). The relation between peak current and analyte concentration was linear over about three orders of magnitude. The proposed method has been applied to determine the two bioactive constituents in real samples.
Determination of 5,7-dihydroxychromone and Luteolin in Peanut Hulls by Capillary Electrophoresis With a Multiwall Carbon Nanotube/Poly(ethylene Terephthalate) Composite Electrode
Shijun Sheng 1 , Luyan Zhang, Gang Chen
2014 Feb 15
Aims: The aim of this study was to prove the neuroprotective effect of 5,7-Dihydroxychromone (DHC) through the Nrf2/ARE signaling pathway. To elucidate the mechanism, we investigated whether 6-hydroxydopamine (6-OHDA)-induced neurotoxicity in SH-SY5Y cells could be attenuated by DHC via activating the Nrf2/ARE signal and whether DHC could down-regulate 6-OHDA-induced excessive ROS generation
Main methods: To evaluate the neuroprotective effect of DHC against 6-OHDA-induced apoptosis, FACS analysis was performed using PI staining. The inhibitory effect of DHC against 6-OHDA-induced ROS generation was evaluated by DCFH-DA staining assay. Additionally, translocation of Nrf2 to the nucleus and increased Nrf2/ARE binding activity, which subsequently resulted in the up-regulation of the Nrf2-dependent antioxidant gene expressions including HO-1, NQO1, and GCLc, were evaluated by Western blotting and EMSA.
Key findings: Pre-treatment of DHC, one of the constituents of Cudrania tricuspidata, significantly protects 6-OHDA-induced neuronal cell death and ROS generation. Also, DHC inhibited the expression of activated caspase-3 and caspase-9 and cleaved PARP in 6-OHDA-induced SH-SY5Y cells. DHC induced the translocation of Nrf2 to the nucleus and increased Nrf2/ARE binding activity which results in the up-regulation of the expression of Nrf2-dependent antioxidant genes, including HO-1, NQO1, and GCLc. The addition of Nrf2 siRNA abolished the neuroprotective effect of DHC against 6-OHDA-induced neurotoxicity and the expression of Nrf2-mediated antioxidant genes.
Significance: Activation of Nrf2/ARE signal by DHC exerted neuroprotective effects against 6-OHDA-induced oxidative stress and apoptosis. This finding will give an insight that activating Nrf2/ARE signal could be a new potential therapeutic strategy for neurodegenerative disease.
5,7-Dihydroxychromone; 6-OHDA; Cudrania tricuspidata; Neuroprotection; Nrf2/ARE pathway; Oxidative stress.
Neuroprotection Against 6-OHDA-induced Oxidative Stress and Apoptosis in SH-SY5Y Cells by 5,7-Dihydroxychromone: Activation of the Nrf2/ARE Pathway
Dong-Woo Kim 1 , Kyoung-Tae Lee 2 , Jaeyoung Kwon 3 , Hak Ju Lee 2 , Dongho Lee 4 , Woongchon Mar 5
2015 Jun 1