50678-27-8Relevant articles and documents
Preparation method of 1,2,3,4,6-O-pentagalloylglucose standard sample
-
Paragraph 0031; 0032; 0033; 0034; 0035; 0036; 0037; 0038, (2017/12/05)
The invention discloses a preparation method of a 1,2,3,4,6-O-pentagalloylglucose standard sample. The method comprises the steps that after gallnuat sodium tannic acid is degraded by a methanol acetic acid solution, reduction vaporation is performed to remove an organic solvent, then, diethyl ether and ethyl acetate are used for extraction, ethyl acetate is subjected to partial reduction vaporization to remove an organic solvent, and freeze drying is performed to obtain a crude 1,2,3,4,6-O-pentagalloylglucose product; then, methyl alcohol is used for dissolution, chromatographic separation is performed through sephadex chromatographic columns, the elution portion of 70% acetone is collected, reduction vaporization is performed to remove acetone, a water phase is subjected to freeze drying to obtain the 1,2,3,4,6-O-pentagalloylglucose standard sample. The 1,2,3,4,6-O-pentagalloylglucose standard sample obtained through the method is good in homogeneity, accurate in measurement size and good in stability, and therefore the high-quality standard sample is provided for performing detection, quantification and the like on the content of 1,2,3,4,6-O-pentagalloylglucose.
1,2,3,4,6-Pentakis[-O-(3,4,5-trihydroxybenzoyl)]-α,β-D-glucopyranose (PGG) analogs: Design, synthesis, anti-tumor and anti-oxidant activities
Shaikh, Qurat-Ul-Ain,Yang, Meiting,Memon, Khadim Hussain,Lateef, Mehreen,Na, Du,Wan, Shengbiao,Eric, Deslandes,Zhang, Lijuan,Jiang, Tao
, p. 72 - 81 (2016/05/24)
1,2,3,4,6-Pentakis[-O-(3,4,5-trihydroxybenzoyl)]-α,β-D-glucopyranose (PGG) 12 has been reported for its antioxidant activities, where the free OH groups in PGG seem to be critical for activities. To explore PGG-based compounds as chemotherapeutic agents and to analyze the contribution of specific OH groups in PGG for anti-cancer activities, we designed and synthesized a series of 27 benzoic and cinnamic acid analogs of PGG. These analogs were tested for cytotoxicities against two human lung (A549 and H1299) and two human colon (HCT116 and HT29) cancer cell lines. Compound 12 (PGG) had highest cytotoxicities against HCT116 and A549 cells with IC50 of 1.61 μM and 3.02 μM, respectively. In contrast, the compound 16 (1,2,3,4,6-pentakis[-O-(4-hydroxy-3-methoxybenzoyl)]-α,β-D-glucopyranose, PVG) was most effective at killing HT29 and H1299 cells with IC50 of 1.76 μM and 3.65 μM, respectively, indicating the mutual contribution of m-methoxy and p-hydroxy groups to the observed cytotoxicities. Moreover, cinnamic acid analogs were less active than the benzoic acid analogs evidenced by higher IC50 values. Furthermore, in cinnamic acid analogs the hydrogenation of double bond to saturated 2-C side chain enhance the cytotoxicities in all four cell lines. Compounds also possess good anti-oxidant and reducing activities. Compound 12 and 26 show the highest antioxidant and reducing activities.
Gallotannins and Tannic Acid: First Chemical Syntheses and in Vitro Inhibitory Activity on Alzheimer's Amyloid β-Peptide Aggregation
Sylla, Tahiri,Pouységu, Laurent,Dacosta, Grégory,Deffieux, Denis,Monti, Jean-Pierre,Quideau, Stéphane
supporting information, p. 8217 - 8221 (2015/07/07)
The screening of natural products in the search for new lead compounds against Alzheimer's disease has unveiled several plant polyphenols that are capable of inhibiting the formation of toxic β-amyloid fibrils. Gallic acid based gallotannins are among these polyphenols, but their antifibrillogenic activity has thus far been examined using "tannic acid", a commercial mixture of gallotannins and other galloylated glucopyranoses. The first total syntheses of two true gallotannins, a hexagalloylglucopyranose and a decagalloylated compound whose structure is commonly used to depict "tannic acid", are now described. These depsidic gallotannins and simpler galloylated glucose derivatives all inhibit amyloid β-peptide (Aβ) aggregation invitro, and monogalloylated α-glucogallin and a natural β-hexagalloylglucose are shown to be the strongest inhibitors.
