1449-05-4Relevant articles and documents
18α-Glycyrrhetinic acid monoglucuronide as an anti-inflammatory agent through suppression of the NF-κB and MAPK signaling pathway
Li, Bo,Yang, Yongan,Chen, Liuzeng,Chen, Shichao,Zhang, Jing,Tang, Wenjian
, p. 1498 - 1504 (2017)
Based on the SAR analysis of glycyrrhizin, 18α-glycyrrhetinic acid monoglucuronide (18α-GAMG) with strong inhibition against LPS-induced NO and IL-6 production in RAW264.7 cells was discovered. Western blotting and immunofluorescence results showed that 18α-GAMG reduced the expression of iNOS, COX-2, and MAPKs, as well as activation of NF-κB in the LPS-stimulated RAW264.7 cells. Further in vivo results showed that 18α-GAMG could significantly improve the pathological changes of CCl4-induced hepatic fibrosis.
Bifunctional graphene/γ-Fe2O3 hybrid aerogels with double nanocrystalline networks for enzyme immobilization
Chen, Liang,Wei, Bin,Zhang, Xuetong,Li, Chun
, p. 2331 - 2340 (2013)
Highly porous hosting materials with conducting (favorable to electron transfer) and magnetic (favorable to product separation) bicontinuous networks should possess great potentials for immobilization of various enzymes in the field of biocatalytic engineering, but the synthesis of such materials is still a great challenge. Herein, bifunctional graphene/γ-Fe2O 3 hybrid aerogels with quite low density (30-65 mg cm-3), large specific surface area (270-414 m2 g-1), high electrical conductivity (0.5-5 × 10-2 S m-1), and superior saturation magnetization (23-54 emu g-1) are fabricated. Single networks of either graphene aerogels or γ-Fe2O 3 aerogels are obtained by etching of the hybrid aerogels with acid solution or calcining of the hybrid aerogels in air, indicative of the double networks of the as-synthesized graphene/γ-Fe2O3 hybrid aerogels for the first time. The resulting bifunctional aerogels are used to immobilize β-glucuronidase for biocatalytic transformation of glycyrrhizin into glycyrrhetinic acid monoglucuronide or glycyrrhetinic acid, with high biocatalytic activity and definite repeatability. Graphene/γ- Fe2O3 hybrid aerogels with conducting (favorable to electron transfer) and magnetic (favorable to product separation) bicontinuous networks are fabricated for the first time and used to immobilize β-glucuronidase for the biocatalytic transformation of glycyrrhizin into glycyrrhetinic acid monoglucuronide or glycyrrhetinic acid, with high biocatalytic activity and definite repeatability. Copyright
Glycyrrhetinic acid derivative synthesis and use thereof
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Paragraph 0021; 0038; 0039, (2017/08/24)
The invention designs and synthetizes a lead compound by using a glycyrrhetinic acid derivative as a carrier and being connected with norcantharidin and a derivative thereof through ester bonds, the obtained lead compound expects to have the advantages of having liver targeting action, prolonging action time, reducing toxic and side effects and improving the curative effect of resisting liver cancer, and a model compound is provided for the research of a liver targeting medicine for the liver cancer. Firstly, two positions of C11 and C30 in glycyrrhetinic acid molecules are reduced and synthetized respectively, methyl ester is chemically modified into glycyrrhetinic acid (GA) and 18 alpha-glycyrrhetinic acid as well as a derivative thereof, the glycyrrhetinic acid (GA) and 18 alpha-glycyrrhetinic acid as well as the derivative thereof are used as framework molecules, through a series of reactions, the framework molecules and the norcantharidin (NCTD) as well as a derivative thereof are condensed to form ester as a prodrug, a cell activity screening test is performed on 5 object compounds, 13 object compounds in 3 series are synthetized, and structural characterization is performed on a carbon spectrum, a hydrogen spectrum and a mass spectrum; the influence of different concentrations of 5 object compounds on HepG2 cell proliferation of the liver cancer is inspected by a method, results show that inhibitory action presents time-dose dependence, and the suppression ratio of 14 mu g/mL is the highest.
Method for preparing 18 alpha-H glycyrrhetinic acid through direct conversion method
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Paragraph 0022; 0023, (2016/12/12)
The invention discloses a method for preparing 18 alpha-H glycyrrhetinic acid through a direct conversion method.18 beta-H glycyrrhetinic acid with the purity larger than or equal to 98% is used as a raw material, a strong base is used as a catalyst, a reaction is performed in a polarity organic solvent, the 18 alpha-H glycyrrhetinic acid with the purity larger than 98% (HPLC) and the total recovery larger than 68% can be obtained through purification, and the conversion rate of the 18 beta-H glycyrrhetinic acid is larger than or equal to 73%.The production cost is low, the process technology is simplified, and process is easy to control; the raw material range is enlarged, production is achieved at normal pressure, no pressure container is needed, and the requirement for equipment is low.
Synthesis of glycyrrhetinic acid derivatives for the treatment of metabolic diseases
Beseda, Igor,Czollner, Laszlo,Shah, Priti S.,Khunt, Rupesh,Gaware, Rawindra,Kosma, Paul,Stanetty, Christian,Ruiz-Ruiz, Maria Carmen del,Amer, Hassan,Mereiter, Kurt,Cunha, Thierry Da,Odermatt, Alex,Classen-Houben, Dirk,Jordis, Ulrich
experimental part, p. 433 - 454 (2010/03/30)
The effect of glycyrrhetinic acid (GA) and GA-derivatives towards 11β-hydroxysteroid dehydrogenase (11β-HSD) was investigated. Novel compounds with modifications at positions C-3, C-11 and C-29 of the GA skeleton were prepared. Single crystal X-ray diffraction data of selected substances are reported and discussed.
A Simple Method for Preparation of 18α-Glycyrrhetinic Acid and Its Derivatives
Ignatov,Prokof'ev,Ipatova,Timofeev,Medvedeva,Misharin
, p. 390 - 394 (2007/10/03)
Treatment of 18β-glycyrrhizic acid with a methanolic solution of HCl resulted in 1:1 mixture of methyl esters of 18α- and 18β- glycyrrhetinic acids. Benzoylation of the mixture led to methyl esters of 3-benzoyl-18α-glycyrrhetinic acid and 3-benzoyl-18β-glycyrrhetinic acid, which were separated by chromatography on silica gel. 18α- Glycyrrhetinic acid was prepared by alkaline hydrolysis of methyl 3-benzoyl-18α-glycyrrhetinate and was further used for the syntheses of 3-keto-18α-glycyrrhetinic acid and methyl esters of 18α- glycyrrhetinic acid and 3-keto-18α-glycyrrhetinic acid.
Synthesis and hemolytic properties of lactosides of glycyrrhetic acid derivatives
Ullah, Nisar,Seebacher, Werner,Haslinger, Ernst,Jurenitsch, Johann,Rauchensteiner, Katharina,Weis, Robert
, p. 139 - 150 (2007/10/03)
The partial synthesis of lactosides of glycyrrhetic acid, its 11-deoxo and 18α-derivatives, and their methyl esters is described. The influence of the aglycon structure on the hemolytic properties of the title compounds is discussed and compared with those of oleanolic acid derivatives. Furthermore, we describe an optimized preparation of 18α-glycyrrhetic acid.
Acyclovir transdermal delivery system
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, (2008/06/13)
A transdermal formulation for providing antiviral effect in dermis or epidermis, wherein comprising (a) 0.01 to 30 weight percent of antiviral drug; (b) 0.05 to 20 weight percent of a Chinese medicine enhancer; and (c) a pharmaceutical acceptable vehicles. The antiviral drug is selected from the group consisting of ACV(Acyclovir), Carbovir, DDA(2',3'-Dideoxyadnosine), HPMPA(1-(3-Hydroxy-2-phosphonylmethoxylpropyl)-adenosine), DHPG(Ganciclovir), Desciclovir, IDC (5-Iodo-2'-deoxy-cytidine), Vidarabine(Ara-A), DDI(2',3'-Dideoxyinosine), Cordycepin, Cytarabine, Deoxyguanosine, d4T(2',3'-Didehydro-3'-deoxythymidine), FIAC(2'-Fluoro-5-iodoaracytosine), AZT(ZDV, Zidovudine), Ara-T(1- beta -D-Ara-binofuranosylthymine), Deoxythymidine, Ribavirin, EDU(5-Ethyl-2'-deoxy-uridine), Enviroxime, Amantadine, Arildone, HPMPC(9-(3-Hydroxy-2-phosphonyl-methoxyl-propyl)cytidine), Riboxamide, Rimantidine, Tromantadine, Foscamet sodium, Moroxydine, F3T(5-Trifluoro-methyl-2'-deoxy-uridine), BVDU (Bromovinyldeoxyuridine). Preferably, the Chinese medicine enhancer is oleanolic acid, and the pharmaceutical acceptable vehicles is polyethylene glycols.
