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查尔酮衍生物的合成及生物评价(综述)。

Synthesis and biological evaluation of chalcone derivatives (mini review).

机构信息

Drug and Herbal Research Center, Faculty of Pharmacy, Universiti Kebangsaan Malaysia, Kuala Lumpur, 50300, Malaysia.

出版信息

Mini Rev Med Chem. 2012 Nov;12(13):1394-403. doi: 10.2174/13895575112091394.

Abstract

Chalcones are the principal precursors for the biosynthesis of flavonoids and isoflavonoids. A three carbon α, β-unsaturated carbonyl system constitutes chalcones. Chalcones are the condensation products of aromatic aldehyde with acetophenones in attendance of catalyst. They go through an assortment of chemical reactions and are found advantageous in synthesis of pyrazoline, isoxazole and a variety of heterocyclic compounds. In synthesizing a range of therapeutic compounds, chalcones impart key role. They have showed worth mentioning therapeutic efficacy for the treatment of various diseases. Chalcone based derivatives have gained heed since they own simple structures, and diverse pharmacological actions. A lot of methods and schemes have been reported for the synthesis of these compounds. Amongst all, Aldol condensation and Claisen-Schmidt condensation still grasp high up position. Other distinguished techniques include Suzuki reaction, Witting reaction, Friedel-Crafts acylation with cinnamoyl chloride, Photo-Fries rearrangement of phenyl cinnamates etc. These inventive techniques utilize various catalysts and reagents including SOCl(2) natural phosphate, lithium nitrate, amino grafted zeolites, zinc oxide, water, Na(2)CO(3), PEG400, silicasulfuric acid, ZrCl(4) and ionic liquid etc. The development of better techniques for the synthesis of α, β- unsaturated carbonyl compounds is still in high demand. In brief, we have explained the methods and catalysts used in the synthesis of chalcones along with their biological activities in a review form to provide information for the development of new-fangled processes targeting better yield, less reaction time and least side effects with utmost pharmacological properties.

摘要

查耳酮是类黄酮和异黄酮生物合成的主要前体。一个三碳α,β-不饱和羰基系统构成了查耳酮。查耳酮是芳香醛与苯乙酮在催化剂存在下的缩合产物。它们经历了一系列化学反应,并且在吡唑啉、异恶唑和各种杂环化合物的合成中具有优势。在合成一系列治疗化合物中,查耳酮起着关键作用。它们已经显示出对治疗各种疾病的显著治疗效果。基于查耳酮的衍生物已经引起了关注,因为它们具有简单的结构和多样化的药理作用。已经报道了许多合成这些化合物的方法和方案。在所有方法中,Aldol 缩合和 Claisen-Schmidt 缩合仍然占据主导地位。其他杰出的技术包括 Suzuki 反应、Witting 反应、肉桂酰氯的 Friedel-Crafts 酰化、苯基肉桂酸盐的光-Fries 重排等。这些创新技术利用各种催化剂和试剂,包括 SOCl(2)、天然磷酸盐、硝酸锂、氨基接枝沸石、氧化锌、水、Na(2)CO(3)、PEG400、硅硫酸、ZrCl(4)和离子液体等。开发更好的α,β-不饱和羰基化合物合成技术仍然是一个高需求。简而言之,我们以综述的形式解释了合成查耳酮的方法和催化剂及其生物活性,为开发针对更好产率、更短反应时间和最小副作用以及最大药理性质的新型工艺提供信息。

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