529-53-3Relevant articles and documents
-
Gumenyuk
, (1975)
-
Synthesis and protective effect of scutellarein on focal cerebral ischemia/reperfusion in rats
Qian, Lihua,Shen, Minzhe,Tang, Hao,Tang, Yuping,Zhang, Li,Fu, Yifan,Shi, Qianping,Li, Nian-Guang
, p. 10667 - 10674,8 (2012)
Scutellarein, the main metabolite of scutellarin in vivo, has relatively better solubility, bioavailability and bio-activity than scutellarin. However, compared with scutellarin, it is very difficult to obtain scutellarein from Nature. Therefore, the present study focused on establishing an efficient route for the synthesis of scutellarein by hydrolyzing scutellarin. Neurological deficit score and cerebral infarction volume with the administration of scutellarein were then used to compare its neuroprotective effects on focal cerebral ischemia/reperfusion in rats induced by middle cerebral artery occlusion (MCAO) with those of scutellarin. The results showed that scutellarein had better protective effect on focal cerebral ischemia/reperfusion than scutellarin, which laid the foundation for further research and development of scutellarein as a promising candidate for ischemic cerebro-vascular disease.
Synthesis and Bioactivity Characterization of Scutellarein Sulfonated Derivative
Gu, Ting,Zhong, Yue,Lu, Yu-Ting,Sun, Ying,Dong, Ze-Xi,Wu, Wen-Yu,Shi, Zhi-Hao,Li, Nian-Guang,Xue, Xin,Fang, Fang,Li, He-Min,Tang, Yu-Ping
, (2017)
Scutellarin (1) has been widely used to treat acute cerebral infarction in clinic, but poor aqueous solubility decreases its bioavailability. Interestingly, scutellarin (1) could be metabolized into scutellarein (2) in vivo. In this study, a sulfonic group was introduced at position C-8 of scutellarein (2) to enhance the aqueous solubility of the obtained derivative (3). DPPH (1,1-diphenyl-2-picrylhydrazyl)-radical scavenging ability and antithrombic activity were also conducted to determine its bioactivity. The result showed that scutellarein derivate (3) could be a better agent for ischemic cerebrovascular disease treatment.
-
Bandyukova,Khalmatov
, (1967)
-
Organic synthesis method of scutellarein
-
Page/Page column 7-10, (2020/07/12)
The invention provides an organic synthesis method of scutellarein, wherein the organic synthesis method comprises the following steps: 1) by using p-methoxycinnamic acid as a raw material, synthesizing p-methoxycinnamoyl chloride under the catalytic action of an acyl chloride reagent and a catalyst; step 2) carrying out esterification reaction on p-methoxycinnamoyl chloride and 3,4,5-trimethoxyphenol under the action of Lewis acid, and then carrying out Fries rearrangement, so as to obtain 9-hydroxy-5,6,7,4'-tetramethoxychalcone; step 3) performing intramolecular cyclization on the 9-hydroxy-5,6,7,4'-tetramethoxychalcone under the action of an oxidizing agent to obtain 5,6,7,4'-tetramethoxyflavone; and step 4) demethylating the 5,6,7,4'-tetramethoxyflavone under the protection of N2 underthe action of a demethylating reagent to generate scutellarin. As the reaction operation is simple and safe, the post-treatment operation is easy, and the yield is high, the method has a wide industrial application prospect.
Synthesis and biological evaluation of scutellarein alkyl derivatives as preventing neurodegenerative agents with improved lipid soluble properties
Li, He-Min,Gu, Ting,Wu, Wen-Yu,Yu, Shao-Peng,Fan, Tian-Yuan,Zhong, Yue,Li, Nian-Guang
, p. 771 - 780 (2019/11/02)
Background: Exogenous antioxidants are considered as a promising therapeutic approach to treat neurodegenerative diseases since they could prevent and/or minimize the neuronal damage by oxidation. Objective: Three series of lipophilic compounds structurally based on scutellarein (2), which is one metabolite of scutellarin (1) in vivo, have been designed and synthesized. Methods: Their antioxidant activity was evaluated by detecting the 2-thiobarbituric acid reactive substance (TBARS) produced in the ferrous salt/ascorbate-induced autoxidation of lipids, which were present in microsomal membranes of rat hepatocytes. The lipophilicity of these compounds indicated as partition coefficient between n-octanol and buffer was investigated by ultraviolet (UV) spectrophotometer. Results: This study indicated that compound 5e which had a benzyl group substituted at the C4'-OH position showed a potent antioxidant activity and good lipophilicity. Conclusion: 5e could be an effective candidate for preventing or reducing the oxidative status associated with the neurodegenerative processes.
Synthesis method of scutellarein
-
Paragraph 7-10, (2019/01/08)
The invention provides a synthesis method of scutellarein, aiming at solving the problems in the prior art that the yield of chemically synthesized scutellarein is relatively low and a dangerous reagent is used in a synthesis process. The synthesis method comprises the following steps: step 1) taking ethyl acetoacetate and p-anisoyl chloride as raw materials and synthesizing ethyl 3-(4-methoxyphenyl)-3-oxopropanoateethyl p-anisoyl acetate; step 2) synthesizing 5,6,7,4'-tetramethoxy flavone through the ethyl 3-(4-methoxyphenyl)-3-oxopropanoateethyl p-anisoyl acetate and 3,4,5-trimethoyphenol; step 3) removing methyl from the 5,6,7,4'-tetramethoxy flavone to obtain a scutellarein crude product; step 4) purifying the scutellarein crude product to finally obtaining a high-content scutellareinrefined product.