|
Background ferulic acid are phenolic compounds with antioxidant pharmacological effects such as anti-inflammatory, anti-mutagenic, anti-cancer, anti-radiation, is used in medicine, health care products, cosmetics and food additives, clinical used for anti thrombosis and anticoagulant. Nitrogen widely exist in all kinds of natural drugs and synthetic drugs, nitrogen-containing six-membered heterocyclic piperidine many drugs pharmacophore, from 1988 to 1998, there are around 12,000 a compound containing piperidine ring become a drug molecule, the candidate drug molecules to enter the clinical phase of the study. Paper retained on the basis of ferulic acid phenol and its analogues hydroxy this anti-oxidation activity group, the carboxyl group in the molecule with a piperidine amide in the form of connection, synthesis of a series of the feruloyl piperidine compound, in order to explore The pharmacological activity of such compounds. Ferulic acid piperidine compounds for research purposes synthesis has not been reported, to explore the structure-activity relationship of these compounds in the anti-radical activity. Ferulic acid and its analogues as raw materials, the protection of the phenolic hydroxyl group by acetylation reaction with piperidine compounds into amide structure Deacetylation feruloyl piperidine compounds. Ferulic acid piperidine compounds cleared 1,1 - diphenyl picrylhydrazyl radical (DPPH ·) activity was measured using the DPPH method statics method. With o-phenanthroline-Fe2 oxidation method for the determination of its activity to clear the hydroxyl radical (· OH). Acyl piperidine to remove the free radical activity mustard ferulic acid piperidine compounds, using methyl thiazolyl tetrazolium (MTT) colorimetric assay astrocytes. Results synthesized ferulic acid piperidine compounds, 10 have been reported structure were confirmed by IR, 1H-NMR and MS analysis of conclusive evidence. 2. Synthesis of ferulic acid piperidine compounds have varying degrees of scavenging DPPH · and · OH activity. Wherein D1, D2, D4, D8, D9 better activity; D6, D10 activity generally; D3, D5, D7 poor activity. 3. Mustard acyl piperidine has a role in promoting the proliferation of astrocytes. When astrocytes concentration of 0.1mmol / L sinapic acid piperidine train 24 hours or 48 hours, astrocytes can significantly proliferation. When astrocytes added at a concentration of 0.01mmol / L erucic acid piperidine, cultured for 24 hours, astrocyte proliferation. Conclusion 1 found ferulic acid piperidine compounds synthesis process. DPPH · and · OH scavenging activity of the structural characteristics of the compounds of ferulic acid piperidine. Its structure-activity relationship is: the 3,5 positions on the phenyl ring substituted with methoxy and ethoxy significantly enhanced such compounds are free radical scavenging activity of such compounds, nitro significantly weakened the free radical scavenging activity, bromo slightly diminish its activity; The methyl group on the piperidine ring is slightly weakened such compounds are free radical scavenging activity. 3. Mustard acyl piperidine proliferation of astrocytes.
|