含有杂环的光学活性螺环羟吲哚衍生物因其多种多样的生物活性而备受关注。靛红衍生物的不对称Michael/环化串联反应是构建手性螺环羟吲哚化合物的重要方法。本文将11种有机催化剂用于靛红、4-羟基香豆素与丙二腈的不对称Michael加成/环...含有杂环的光学活性螺环羟吲哚衍生物因其多种多样的生物活性而备受关注。靛红衍生物的不对称Michael/环化串联反应是构建手性螺环羟吲哚化合物的重要方法。本文将11种有机催化剂用于靛红、4-羟基香豆素与丙二腈的不对称Michael加成/环化串联反应。筛选出最佳的催化剂体系为:10 mol%金鸡纳碱衍生物催化剂1f,二氯甲烷(1 m L)为溶剂,室温反应。将最佳条件用于不同取代靛红的反应,以80~88%的产率和最高达96%的对映选择性获得了螺[羟吲哚-3,4′-吡喃色烯]化合物。本研究拓宽了该反应的催化剂类型和底物范围。展开更多
Objective This study aimed to design and evaluate the efficacy of pyrrolidone derivatives as potential therapeutic agents against diffuse large B-cell lymphoma(DLBCL),a common and heterogeneous malignancy of the adult...Objective This study aimed to design and evaluate the efficacy of pyrrolidone derivatives as potential therapeutic agents against diffuse large B-cell lymphoma(DLBCL),a common and heterogeneous malignancy of the adult lymphohematopoietic system.Given the limitations of current therapies,there is a pressing need to develop new and effective drugs for DLBCL treatment.Methods A series of pyrrolidone derivatives were synthesized,and their antitumor activities were assessed,particularly against DLBCL cell lines.Structure-activity relationship(SAR)analysis was conducted to identify key structural components essential for activity.The most promising compound,referred to as compound 7,was selected for further mechanistic studies.The expression levels of relevant mRNA and protein were detected by RT-qPCR and Western blotting,and the expression of mitochondrial membrane potential and ROS was detected using flow cytometry for further assessment of cell cycle arrest and apoptosis.Results The compound 7 exhibited good antitumor activity among the synthesized derivatives,specifically in DLBCL cell lines.SAR analysis highlighted the critical role ofα,β-unsaturated ketones in the antitumor efficacy of these compounds.Mechanistically,compound 7 was found to induce significant DNA damage,trigger an inflammatory response,cause mitochondrial dysfunction,and disrupt cell cycle progression,ultimately leading to apoptosis of DLBCL cells.Conclusion The compound 7 has good antitumor activity and can induce multiple cellular mechanisms leading to cancer cell death.These findings warrant further investigation of the compound 7 as a potential therapeutic agent for DLBCL.展开更多
A novel aliphatic sulfonie acid ion exchange resin was prepared from ethylenediamined polystyrene(PS-acyl-EDA),2-acrylamido-2-methylproanesulfonic acid(AMPS)by Michael reaction.This kind of resin has a longer chain th...A novel aliphatic sulfonie acid ion exchange resin was prepared from ethylenediamined polystyrene(PS-acyl-EDA),2-acrylamido-2-methylproanesulfonic acid(AMPS)by Michael reaction.This kind of resin has a longer chain than conventional sulphonic polystyrene resin,that is,the former is easier to react with other compound.The effect of the reaction time,reaction temperature,catalyst amount,reagent amount and the charge ration on reaction result were discussed.Under the optimum condition,the maximum loading of the sulfonie acid ion exchange resin could be up to 1.15 mmol·g-1 resin.The product was characterized with FT-IR.The filling material of chromatographic column could be prepared by this method.展开更多
Different Michael addition reactions catalyzed by solid base K2O/γ-Al2O3 and KF/γ-Al2O3,MgO/γ-Al2O3 prepared by microwave irradiation method were reported in this paper.For the K2O/γ-Al2O3,not only good yield was ...Different Michael addition reactions catalyzed by solid base K2O/γ-Al2O3 and KF/γ-Al2O3,MgO/γ-Al2O3 prepared by microwave irradiation method were reported in this paper.For the K2O/γ-Al2O3,not only good yield was attained but also made the reaction of Acetonitrile that usually is regarded as inactive carbonion and α,β-unsaturated compound to carry out.The yield of Michael reaction of Ethyl acetoacetate and Crotonaldehyde catalyzed by KF/γ-Al2O3,MgO/γ-Al2O3,MgO/NaY all could reach to 80% and the latter could reach to 90%.At the same time,the catalysts of different content（the ratio of load）of MgO were also applied in this reaction,and it was found that the best content of MgO was 20%～25%.展开更多
文摘含有杂环的光学活性螺环羟吲哚衍生物因其多种多样的生物活性而备受关注。靛红衍生物的不对称Michael/环化串联反应是构建手性螺环羟吲哚化合物的重要方法。本文将11种有机催化剂用于靛红、4-羟基香豆素与丙二腈的不对称Michael加成/环化串联反应。筛选出最佳的催化剂体系为:10 mol%金鸡纳碱衍生物催化剂1f,二氯甲烷(1 m L)为溶剂,室温反应。将最佳条件用于不同取代靛红的反应,以80~88%的产率和最高达96%的对映选择性获得了螺[羟吲哚-3,4′-吡喃色烯]化合物。本研究拓宽了该反应的催化剂类型和底物范围。
基金financially supported by the National Natural Science Foundation of China(No.81903461)the Natural Science Foundation of Hubei Province(No.ZRMS2023000340).
文摘Objective This study aimed to design and evaluate the efficacy of pyrrolidone derivatives as potential therapeutic agents against diffuse large B-cell lymphoma(DLBCL),a common and heterogeneous malignancy of the adult lymphohematopoietic system.Given the limitations of current therapies,there is a pressing need to develop new and effective drugs for DLBCL treatment.Methods A series of pyrrolidone derivatives were synthesized,and their antitumor activities were assessed,particularly against DLBCL cell lines.Structure-activity relationship(SAR)analysis was conducted to identify key structural components essential for activity.The most promising compound,referred to as compound 7,was selected for further mechanistic studies.The expression levels of relevant mRNA and protein were detected by RT-qPCR and Western blotting,and the expression of mitochondrial membrane potential and ROS was detected using flow cytometry for further assessment of cell cycle arrest and apoptosis.Results The compound 7 exhibited good antitumor activity among the synthesized derivatives,specifically in DLBCL cell lines.SAR analysis highlighted the critical role ofα,β-unsaturated ketones in the antitumor efficacy of these compounds.Mechanistically,compound 7 was found to induce significant DNA damage,trigger an inflammatory response,cause mitochondrial dysfunction,and disrupt cell cycle progression,ultimately leading to apoptosis of DLBCL cells.Conclusion The compound 7 has good antitumor activity and can induce multiple cellular mechanisms leading to cancer cell death.These findings warrant further investigation of the compound 7 as a potential therapeutic agent for DLBCL.
文摘A novel aliphatic sulfonie acid ion exchange resin was prepared from ethylenediamined polystyrene(PS-acyl-EDA),2-acrylamido-2-methylproanesulfonic acid(AMPS)by Michael reaction.This kind of resin has a longer chain than conventional sulphonic polystyrene resin,that is,the former is easier to react with other compound.The effect of the reaction time,reaction temperature,catalyst amount,reagent amount and the charge ration on reaction result were discussed.Under the optimum condition,the maximum loading of the sulfonie acid ion exchange resin could be up to 1.15 mmol·g-1 resin.The product was characterized with FT-IR.The filling material of chromatographic column could be prepared by this method.
文摘Different Michael addition reactions catalyzed by solid base K2O/γ-Al2O3 and KF/γ-Al2O3,MgO/γ-Al2O3 prepared by microwave irradiation method were reported in this paper.For the K2O/γ-Al2O3,not only good yield was attained but also made the reaction of Acetonitrile that usually is regarded as inactive carbonion and α,β-unsaturated compound to carry out.The yield of Michael reaction of Ethyl acetoacetate and Crotonaldehyde catalyzed by KF/γ-Al2O3,MgO/γ-Al2O3,MgO/NaY all could reach to 80% and the latter could reach to 90%.At the same time,the catalysts of different content（the ratio of load）of MgO were also applied in this reaction,and it was found that the best content of MgO was 20%～25%.
