- PEG-scutellarin prodrugs: Synthesis, water solubility and protective effect on cerebral ischemia/reperfusion injury
-
Fifteen PEG-scutellarin prodrugs were synthesized by modifying carboxyl and phenolic hydroxyl groups of scutellarin with mPEG of different molecular weight (400-3000). The water solubility of prodrugs increased remarkably and reached the maximum value of
- Lu, Juan,Cheng, Changmei,Zhao, Xinge,Liu, Qingfei,Yang, Ping,Wang, Yiming,Luo, Guoan
-
-
Read Online
- Semi-synthesis of a series natural flavonoids and flavonoid glycosides from scutellarin
-
Natural flavonoids and flavonoid glycosides exist in many plants and have been demonstrated to possess various clinically relevant properties, isolating large amounts of these compounds that have striking structural similarity from plant sources needs tedious isolation techniques. These processes limited their availability in structural diversity for structure?activity relationship (SAR) studies, and restrict large quantities for, as an example, their mechanistic evaluation of the in vivo activities. In this work, we developed a semi-synthetic strategy from scutellarin for the synthesis of a series of natural flavonoids and flavonoid glycosides. By taking this strategy, eight bioactive flavonoids with striking structural similarities were synthesized efficiently and practically. The sufficient amounts obtained products will greatly facilitate the SAR studies and mechanistic evaluation of the in vivo activities.
- Ding, Ning,Li, Yingxia,Wang, Yujie,Xiao, Qiang,Xie, Mingxian,Yan, Shiqiang
-
-
Read Online
- Preparation method of homoplantaginin
-
The invention relates to the field of chemical synthesis, in particular to a novel preparation method of homoplantaginin. The method employs scutellarin as a raw material and can be used for efficiently semi-synthesizing the homoplantaginin from the scutellarin through three steps of reactions of carboxyl esterification, selective methylation and ester group reduction. The method is short in reaction step, high in reaction yield, mild in reaction condition and easy to operate, provides a necessary material basis for further research on the biological activity of the homoplantaginin, and has arelatively good application and development prospect.
- -
-
Paragraph 0025-0030
(2020/08/18)
-
- Preparation method of hispidulin
-
The invention relates to the field of chemical synthesis, and relates to a novel preparation method of hispidulin, in particular to a method for preparing and synthesizing hispidulin by using scutellarin as a raw material. According to the method disclosed by the invention, scutellarin is used as a raw material, and the hispidulin can be efficiently semi-synthesized through three steps of reactions of carboxyl esterification, selective methylation and glycosyl hydrolysis. The method has the advantages of few reaction steps (only three steps), high reaction yield, cheap and easily available reaction reagents and low production cost. Moreover, the method is mild in reaction conditions, free of harsh reaction conditions, easy to operate and suitable for industrial production.
- -
-
Paragraph 0030-0035
(2020/08/18)
-
- An efficient, scalable approach to hydrolyze flavonoid glucuronides via activation of glycoside bond
-
Hydrolyzing flavonoid glucuronides into corresponding aglycones posed some significant challenges. To improve acid-catalyzed hydrolysis process of flavonoid glucuronide, structures of glucuronide, hydrolysis parameters and post-processing were optimized. The optimized condition was performed by hydrolysis flavonoid glycoside methyl ester in a mixed solvent consisting of 2?mol/L H2SO4/EtOH/H2O (1/8/1, v/v/v) at 95?°C for 7?h and resulted in up to 90% aglycone yields, minimal byproduct formations and milder hydrolysis conditions. Furthermore, the optimized method avoids tedious purification steps and is easily conducted on a relatively large-scale using economical and commercially available reagents.
- Jiang, Xue-Yang,Li, Xin-Chen,Liu, Wen-Yuan,Xu, Yun-Hui,Feng, Feng,Qu, Wei
-
p. 1895 - 1903
(2017/03/11)
-
- The invention relates to a raw material for preparing the glucuronic acid the glucoside is corresponding aglycone (by machine translation)
-
The invention discloses a glucuronic acid the glucoside is raw material for preparing the corresponding aglycone method, comprises the following steps: (1), synthesis of methyl chlorine sulfurous acid; (2), glucuronic acid methyl ester glucoside synthesis; (3), the inorganic acid is added in the ethanol, into inorganic acid ethanol solution, and then the inorganic acid ethanol solution is added to step (2) is made in the product of the glucuronic acid methyl ester glucoside, acid hydrolysis; (4), after the reaction, the reaction is cooled down to the room temperature after the, in the reaction liquid is poured into the water, standing precipitate, precipitation after complete filtering, the resulting solid for recrystallization dilute alcohol, obtaining the corresponding aglycone pure product. The method of the invention essentially solves the problem of the glucuronic acid the glucoside is difficult hydrolysis, the process is simple, short reaction time, does not need to use a large amount of organic solvent, after treatment is simple, the resulting aglycone yield is as high as 90%, purity as high as 99%, low cost, can be used for large-scale industrial production. (by machine translation)
- -
-
Paragraph 0062; 0067; 0072
(2017/09/23)
-
- Scutellarin compounds and preparation method and application thereof
-
The invention discloses scutellarin compounds and a preparation method and an application thereof, and belongs to the technical field of medicinal chemistry. The compounds have the structural characteristic represented by the formula I, and have the advan
- -
-
Paragraph 0066; 0067; 0068
(2016/10/10)
-
- METHOD FOR PREPARING 5,6,4'-TRIHYDROXYFLAVONE-7-0-D-GLUCURONIC ACID
-
The present invention relates to the field of drug synthesis. Disclosed is a method for preparing 5,6,4'-trihydroxyflavone-7-O-D-glucuronic acid. The method for preparing 5,6,4'-trihydroxyflavone-7-O-D-glucuronic acid of the present invention uses 5,6,7,4'-tetrahydroxyflavone as a raw material and adopts a new synthetic route to obtain high-purity 5,6,4'-trihydroxyflavone-7-O-D-glucuronic acid through an acylation reaction, a glycosylation reaction, and two-step hydrolysis. The preparing method of the present invention has a short synthetic route, low cost, and high reaction yield, the product is easy for purification, and the method is applicable to industrial production of 5,6,4'-trihydroxyflavone-7-O-D-glucuronic acid.
- -
-
-