chebulic-acid and 1-1-diphenyl-2-picrylhydrazyl

Sixteen chebulic acid derivatives, including nine new (1-9) and seven known (10-16) ones, were isolated from an ethanol extract of the branches and leaves of Balakata baccata. The structures of the new compounds were elucidated by their UV, IR, HRESIMS, NMR, electronic circular dichroism (ECD) and single-crystal X-ray diffraction data. The effects of all the isolates on antineuroinflammatory and antioxidant activities were evaluated. Compared with the positive control minocycline (IC

Topics: Animals; Anti-Inflammatory Agents; Antioxidants; Benzopyrans; Biphenyl Compounds; Cell Line; Dose-Response Relationship, Drug; Inflammation; Lipopolysaccharides; Mice; Molecular Structure; Nitric Oxide; Picrates; Plant Leaves; Sapium; Structure-Activity Relationship

Advanced glycation end-products (AGEs) have been implicated in the development of diabetic complications. We report the antiglycating activity of chebulic acid (CA), isolated from Terminalia chebula on breaking the cross-links of proteins induced by AGEs and inhibiting the formation of AGEs. Aminoguanidine (AG) reduced 50% of glycated bovine serum albumin (BSA) with glycolaldehyde (glycol-BSA)-induced cross-links of collagen at a concentration of 67.8 ± 2.5 mM, the level of CA required for exerting a similar antiglycating activity was 38.8 ± 0.5 µM. Also, the breaking activity on collagen cross-links induced by glycol-BSA was potent with CA (IC50=1.46 ± 0.05 mM), exhibiting 50-fold stronger breaking activity than with ALT-711, a well-known cross-link breaker (IC50=72.2 ± 2.4 mM). IC50 values of DPPH· scavenging activity for CA and ascorbic acid (AA) were 39.2 ± 4.9 and 19.0 ± 1.2 µg dry matter (DM) mL(-1), respectively, and ferric reducing and antioxidant power (FRAP) activities for CA and AA were 4.70 ± 0.06 and 11.4 ± 0.1 mmol/FeSO4·7H2O/g DM, respectively. The chelating activities of CA, AG and ALT711 on copper-catalyzed oxidation of AA were compared, and in increasing order, ALT-711 (IC50 of 1.92 ± 0.20 mM)

Topics: Acetaldehyde; Benzopyrans; Biphenyl Compounds; Collagen; Cross-Linking Reagents; Diabetes Complications; Electrophoresis, Polyacrylamide Gel; Enzyme-Linked Immunosorbent Assay; Free Radical Scavengers; Fruit; Glycation End Products, Advanced; Picrates; Serum Albumin, Bovine; Terminalia