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Background According to reports, chalcone compounds with anti-tumor, inhibition and scavenging oxygen free radicals, anti-bacterial, anti-viral, anti-parasitic, anti-ulcer and anti-allergy and other pharmacologically active. However, the relevant literature is more focused on the the synthetic chalcone synthesis process discussion or chalcone structure analysis of the pharmacological activity of natural plant extracts Chalcone and its analogs structure-activity relationships exposition few and far between. It has been reported that the pharmacological effects of phenol structure hydroxy chalcone compounds with good antioxidant, free radical scavenging, can effectively inhibit the chemical inducer peptide zymosan opsonin Euphorbia diterpene alcohol diaminobenzene hydrazide acetate three stimuli stimulus polymorphonuclear leukocytes release of oxygen free radicals. In the present study, to be the synthesis of a series of hydroxy chalcone analogues, and its anti-free radical activity in vitro and in vivo tests, trying to discover the structure-activity relationship of these compounds activity as well as a new structure with excellent anti-free radical activity. Purpose found hydroxyl chalcone compounds the antiradical activity structure-activity relationships as well as new structures with excellent anti-free radical activity. Research methods (1) as the raw material of synthetic part hydroxybenzaldehyde analogue hydroxyacetophenone analogues piperidine as a catalyst, by Claisen-Schmidt reaction hydroxy chalcone analogues. ② the Pharmacological part with o-phenanthroline-Fe2 oxidation method for the determination of hydroxy chalcone analogues clear the hydroxyl radical (· OH) activity was measured using the DPPH method statics method scavenging 1,1 - diphenyl picryl the activity of of phenylhydrazine free radicals (DPPH?), superoxide dismutase (SOD), malonic aldehyde (MDA), glutathione peroxidase (GSH-PX) level test visits scopolamine-induced Alzheimer Farmer's disease brain tissue of mice over the protective effects of oxidative damage. The results (1) synthesis section 9 hydroxy chalcone analogues synthesized were milky white, yellow or orange crystals, structures were confirmed by IR, 1H-NMR and MS analysis of conclusive evidence. ② pharmacological part of the anti-radical activity tests in vitro, C 1 C 2 C 3 C 4 , C 5 , C 7 , C 8 , C 9 DPPH radical scavenging?'s IC 5 0 2.1928 mmol / L, 6.3533 mmol / L, 1.8967 mmol / L, 5.7809 mmol / L .5623 mmol / L, 0.2344 mmol / L, 0.2339 mmol / L .2547 mmol / L, where C < sub> 6 scavenging C 2 the C 4 Clear weak C 1 C 3 , C 5 scavenging is still good, and C the 7 C 8 in the C 9 scavenging The clearance rate is excellent, at higher concentrations of up to 90% or more, a few with positive control drug VC (IC to 5 0 = 0.2234 mmol / L) quite. C 1 , C 2 , C 3 , C 4 , C 5 , The C 7 , C 8 , C 9 Clear OH?'s IC 5 0 2.1429 mmol / L, respectively, 4.5709 mmol / L, 4.8641 mmol / L, 10.2565 mmol / L .9528 mmol / L, 0.4721 mmol / L, 0.4634 mmol / L, 0.5129 mmol / L, where C 6 scavenging, C the 4 Clear weak C 2 the C 3 the second C 1 C 5 scavenging is still good, and C the 7 C 8 in the C 9 scavenging Jiaoyou positive control drug VC ( IC 5 0 = 0.4550 mmol / L). The in vivo anti-free radical activity tests showed that oxidative damage, compound C 7 , C 8 elevated scopolamine-induced Alzheimer's disease brain oxidative damage to mouse whole brain SOD (P lt; 0.05), GSH-PX levels (P lt; 0.05), decreased MDA level (P lt; 0.05). Conclusion ① find the step synthesis hydroxy chalcone analogues process. (2) found scavenging activity of each compound OH · and DPPH · Radical clear basically the same sort of activity size, which indicates that the hydroxy chalcone analogues of two free radicals may have the same clear mechanism. ③ following QSAR: 4 phenolic hydroxyl group ortho to the types of substituents with the compound to the anti-free radical activity is closely related to: ortho-substituted electron donating group, the activity was significantly enhanced; ortho-substituted electron withdrawing group, the activity was significantly attenuated ; substitution sites on both sides of the substituent effect usually has superimposed. ④ the compound C 7 C 8 has excellent antagonize scopolamine-induced peroxidation damage of Alzheimer's disease mouse brain, but did not draw the corresponding amount of efficiency relationship.
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