A series of Bronsted acidic ionic liquids（ILs） were prepared and used for Biginelli-type condensation reaction among aromatic aldehydes, urea or thiourea and cyclopentanone. Through this reaction, the synthesis of v...A series of Bronsted acidic ionic liquids（ILs） were prepared and used for Biginelli-type condensation reaction among aromatic aldehydes, urea or thiourea and cyclopentanone. Through this reaction, the synthesis of various pyrimidinones could be achieved. Of interest, it was found that the reaction was efficiently catalyzed by a novel, eco-friendly functionalized IL [C3SO3HDoim]HSO4, which could be reused for at least 7 times without significantly loss of catalytic activity. The reaction proceeded efficiently at 80℃ to afford the desired products in good yield（up to 96%）. In addition, a possible mechanism that accounted for the IL [C3SO3HDoim]HSO4-catalyzed reaction was proposed.展开更多
The dense networks of conventional hydrogel hinder the efficient cell penetration and thus tissue regeneration.In this study,a macroporous cryogel with excellent mechanical properties was designed and fabricated throu...The dense networks of conventional hydrogel hinder the efficient cell penetration and thus tissue regeneration.In this study,a macroporous cryogel with excellent mechanical properties was designed and fabricated through cryogelation and crosslinking of methacrylated gelatin(Gel-MA)and gelatin grafted with 2-ureido-4[1H]-6-methyl-pyrimidinone(Gel-UPY).The successful modification of the two functional units on the side chain of gelatin was confirmed by ^(1)H-NMR and infrared spectroscopy.The macroporous structure of cryogel was verified by scanning electron microscopy and confocal microscopy.The compressive modulus of cryogel(110 kPa)was 2 magnitudes higher than that of the conventional hydrogel of the same chemical compositions(8 kPa).Both the hydrogel and cryogel exhibited excellent stress-recovery ability.The cryogel could well maintain the viability of chondrocytes and facilitated their migration into the scaffold interior.After being implanted into osteochondral defects in rabbits for 12 w,the Gel-MA/Gel-UPY cryogel better facilitated the regeneration of upper cartilage and subchondral bone compared to the conventional hydrogel.展开更多
A class of new potential antibacterial agents with distinctive pyrimidinone benzimidazole skeleton was developed through nucleophilic substitution and Biginelli reaction starting from urea,ethyl 4-chloroacetoacetate a...A class of new potential antibacterial agents with distinctive pyrimidinone benzimidazole skeleton was developed through nucleophilic substitution and Biginelli reaction starting from urea,ethyl 4-chloroacetoacetate and various aldehydes.Some target molecules exhibited strong antibacterial activities,especially pyrimidinone benzimidazole hybrid 9e possessed the strongest inhibitory effects on the growth of E.faecalis and P.aeruginosa with a lower MIC value of 1μg/mL than norfloxacin.Moreover,compound 9e displayed strong antibiofilm capacity,low drug resistance and excellent biosafety toward human red blood cells.Further research revealed that compound 9e could disrupt membrane integrity and cause leakage of cellular components such as proteins and nucleic acids.Meanwhile,compound 9e could decrease lactate dehydrogenase activity,block cell metabolism and interact with DNA in an intercalation manner.展开更多
以苯乙酮与取代苯甲醛(1a^1e)为起始原料,在碱性条件下制得中间体查尔酮(2a^2e);在超声辅助下,合成了一系列硫代嘧啶酮类化合物(3a^3e),其中3a、3d和3e为新化合物,其结构经1 H NMR,13 C NMR,IR和MS(ESI)表征。研究了3a^3e对酪氨酸酶和α...以苯乙酮与取代苯甲醛(1a^1e)为起始原料,在碱性条件下制得中间体查尔酮(2a^2e);在超声辅助下,合成了一系列硫代嘧啶酮类化合物(3a^3e),其中3a、3d和3e为新化合物,其结构经1 H NMR,13 C NMR,IR和MS(ESI)表征。研究了3a^3e对酪氨酸酶和α-葡萄糖苷酶的抑制活性及抗氧化活性。结果表明:4-(2-甲氧基苯基)-6-苯基-3,4-二氢嘧啶-2(1 H)-硫酮(3b)抑制酪氨酸酶活性最好,IC 50为0.676 mmol·L-1,与阳性对照曲酸相当。以3b为例进行了抑制酪氨酸酶动力学与分子对接研究。结果表明:3b为竞争型抑制剂,苯环可能为其活性基团。展开更多
采用溶胶-凝胶法制备H3PW6Mo6O40/SiO2催化剂,以苯甲醛,乙酰乙酸乙酯和尿素为原料,无水乙醇为溶剂催化合成4-苯基-6-甲基-5-乙氧羰基-3,4-二氢嘧啶-2(H)-酮,研究结果表明:反应物的摩尔比、反应温度、催化剂用量和反应时间是影响4-苯基-6...采用溶胶-凝胶法制备H3PW6Mo6O40/SiO2催化剂,以苯甲醛,乙酰乙酸乙酯和尿素为原料,无水乙醇为溶剂催化合成4-苯基-6-甲基-5-乙氧羰基-3,4-二氢嘧啶-2(H)-酮,研究结果表明:反应物的摩尔比、反应温度、催化剂用量和反应时间是影响4-苯基-6-甲基-5-乙氧羰基-3,4-二氢嘧啶-2(H)-酮合成收率的重要因素.当n(苯甲醛)∶n(乙酰乙酸乙酯)∶n(尿素)=1.0∶1.2∶1.5,反应温度为90℃,催化剂的用量占反应物料总质量的1.5%,反应时间为75min时,产品收率可达70.3%.通过熔点、IR、1 H NMR和MS对合成目标化合物进行了表征确认.展开更多
A green,efficient and convenient N-heterocyclic carbene-catalyzed procedure for the synthesis of novel 2,3-dihydroquinazolin-4(1H)-one derivates via condensation of o-aminonitriles and various carbonyl compounds was d...A green,efficient and convenient N-heterocyclic carbene-catalyzed procedure for the synthesis of novel 2,3-dihydroquinazolin-4(1H)-one derivates via condensation of o-aminonitriles and various carbonyl compounds was described.展开更多
文摘A series of Bronsted acidic ionic liquids（ILs） were prepared and used for Biginelli-type condensation reaction among aromatic aldehydes, urea or thiourea and cyclopentanone. Through this reaction, the synthesis of various pyrimidinones could be achieved. Of interest, it was found that the reaction was efficiently catalyzed by a novel, eco-friendly functionalized IL [C3SO3HDoim]HSO4, which could be reused for at least 7 times without significantly loss of catalytic activity. The reaction proceeded efficiently at 80℃ to afford the desired products in good yield（up to 96%）. In addition, a possible mechanism that accounted for the IL [C3SO3HDoim]HSO4-catalyzed reaction was proposed.
基金the Key research and development program of Zhejiang Province(No.2021C03113)the Natural Science Foundation of Zhejiang Province(No.LD21E030001).
文摘The dense networks of conventional hydrogel hinder the efficient cell penetration and thus tissue regeneration.In this study,a macroporous cryogel with excellent mechanical properties was designed and fabricated through cryogelation and crosslinking of methacrylated gelatin(Gel-MA)and gelatin grafted with 2-ureido-4[1H]-6-methyl-pyrimidinone(Gel-UPY).The successful modification of the two functional units on the side chain of gelatin was confirmed by ^(1)H-NMR and infrared spectroscopy.The macroporous structure of cryogel was verified by scanning electron microscopy and confocal microscopy.The compressive modulus of cryogel(110 kPa)was 2 magnitudes higher than that of the conventional hydrogel of the same chemical compositions(8 kPa).Both the hydrogel and cryogel exhibited excellent stress-recovery ability.The cryogel could well maintain the viability of chondrocytes and facilitated their migration into the scaffold interior.After being implanted into osteochondral defects in rabbits for 12 w,the Gel-MA/Gel-UPY cryogel better facilitated the regeneration of upper cartilage and subchondral bone compared to the conventional hydrogel.
基金supported by grants from the National Natural Science Foundation of China(No.21971212)the Research Fellowship for International Young Scientists from International(Regional)-Cooperation and Exchange Program of China National Natural ScienceFoundation(No.81350110523)theKey Project of Innovation Research 2035Pilot Plan of Southwest University(SWU-XDZD22007).
文摘A class of new potential antibacterial agents with distinctive pyrimidinone benzimidazole skeleton was developed through nucleophilic substitution and Biginelli reaction starting from urea,ethyl 4-chloroacetoacetate and various aldehydes.Some target molecules exhibited strong antibacterial activities,especially pyrimidinone benzimidazole hybrid 9e possessed the strongest inhibitory effects on the growth of E.faecalis and P.aeruginosa with a lower MIC value of 1μg/mL than norfloxacin.Moreover,compound 9e displayed strong antibiofilm capacity,low drug resistance and excellent biosafety toward human red blood cells.Further research revealed that compound 9e could disrupt membrane integrity and cause leakage of cellular components such as proteins and nucleic acids.Meanwhile,compound 9e could decrease lactate dehydrogenase activity,block cell metabolism and interact with DNA in an intercalation manner.
文摘以苯乙酮与取代苯甲醛(1a^1e)为起始原料,在碱性条件下制得中间体查尔酮(2a^2e);在超声辅助下,合成了一系列硫代嘧啶酮类化合物(3a^3e),其中3a、3d和3e为新化合物,其结构经1 H NMR,13 C NMR,IR和MS(ESI)表征。研究了3a^3e对酪氨酸酶和α-葡萄糖苷酶的抑制活性及抗氧化活性。结果表明:4-(2-甲氧基苯基)-6-苯基-3,4-二氢嘧啶-2(1 H)-硫酮(3b)抑制酪氨酸酶活性最好,IC 50为0.676 mmol·L-1,与阳性对照曲酸相当。以3b为例进行了抑制酪氨酸酶动力学与分子对接研究。结果表明:3b为竞争型抑制剂,苯环可能为其活性基团。
文摘采用溶胶-凝胶法制备H3PW6Mo6O40/SiO2催化剂,以苯甲醛,乙酰乙酸乙酯和尿素为原料,无水乙醇为溶剂催化合成4-苯基-6-甲基-5-乙氧羰基-3,4-二氢嘧啶-2(H)-酮,研究结果表明:反应物的摩尔比、反应温度、催化剂用量和反应时间是影响4-苯基-6-甲基-5-乙氧羰基-3,4-二氢嘧啶-2(H)-酮合成收率的重要因素.当n(苯甲醛)∶n(乙酰乙酸乙酯)∶n(尿素)=1.0∶1.2∶1.5,反应温度为90℃,催化剂的用量占反应物料总质量的1.5%,反应时间为75min时,产品收率可达70.3%.通过熔点、IR、1 H NMR和MS对合成目标化合物进行了表征确认.
基金Financial support from the International S&T Cooperation Program of China(No.2012DFR40240)is gratefully acknowledged.
文摘A green,efficient and convenient N-heterocyclic carbene-catalyzed procedure for the synthesis of novel 2,3-dihydroquinazolin-4(1H)-one derivates via condensation of o-aminonitriles and various carbonyl compounds was described.
