Unsymmetrical diarylamines are crucial components in many pharmaceuticals and functional materials.In this study,we introduce an efficient Chan-Lam cross-coupling method that utilizes phenylboronic acids and aryl azid...Unsymmetrical diarylamines are crucial components in many pharmaceuticals and functional materials.In this study,we introduce an efficient Chan-Lam cross-coupling method that utilizes phenylboronic acids and aryl azides as coupling agents in a redox-neutral environment,enabled by a synergistic nickel/photoredox catalytic system.This approach leverages a proton-coupled electron transfer mechanism to bypass the typical nitrene pathway associated with aryl azides,which is prone to intramolecular rearrangement,C-H amination,and reductive hydrogenation.Notably,our method exhibits broad compatibility with a variety of functional groups,including those derived from pharmaceuticals,demonstrating its versatile potential in organic synthesis and drug modification.展开更多
目的合成14-N-(3-乙酰基苯)-氨基粉防己碱,并考察其体外抗肿瘤活性。方法本研究以粉防己碱为原料,依次经硝化、还原和Chan-Lam-Evans偶联共计三步反应,合成了一种双苄基异喹啉衍生物,新合成的化合物的结构经核磁共振氢谱(^(1)H-nuclear ...目的合成14-N-(3-乙酰基苯)-氨基粉防己碱,并考察其体外抗肿瘤活性。方法本研究以粉防己碱为原料,依次经硝化、还原和Chan-Lam-Evans偶联共计三步反应,合成了一种双苄基异喹啉衍生物,新合成的化合物的结构经核磁共振氢谱(^(1)H-nuclear magnetic resonance,^(1)H-NMR)、核磁共振碳谱(^(13)C-nuclear magnetic resonance,^(13)C-NMR)和高分辨质谱(high resolution mass spectrometer,HRMS)确证。采用MTT法将所得衍生物14-N-(3-乙酰基苯)粉防己碱对人肝癌细胞HepG2和人正常肝细胞HL7702的体外抑制活性进行了初步评价;通过设计细胞划痕、侵袭实验探究化合物对HepG2细胞迁移和侵袭能力影响。结果MTT实验结果表明,该化合物可以剂量依赖性地抑制HepG2细胞增殖,其IC_(50)值为4.61μmol/L。细胞划痕、侵袭实验表明该化合物明显抑制HepG2细胞迁移和侵袭能力,且呈剂量依赖性,差异具有统计学意义(P<0.005)。结论结果表明,14-N-(3-乙酰基苯)-氨基粉防己碱可作为一种潜在的抗肝癌药物。展开更多
越南明月居士林(Minh Nguyet cu si lam,又称明月善社)是潮州华人的宗教派别,它综合了中国佛教、道教、民间信仰、日本密宗佛教和纯越南净土宗佛教。目前,越南明月居士林在胡志明市、芹苴市(Can Tho)、沙沥市(Sa Dec)、朔庄市(Soc Trang...越南明月居士林(Minh Nguyet cu si lam,又称明月善社)是潮州华人的宗教派别,它综合了中国佛教、道教、民间信仰、日本密宗佛教和纯越南净土宗佛教。目前,越南明月居士林在胡志明市、芹苴市(Can Tho)、沙沥市(Sa Dec)、朔庄市(Soc Trang)、博廖市(thanh pho Bac Lieu)、金瓯市(Ca Mau)和大叻市(Da Lat)均有场所。越南明月居士林在多元文化背景下被引入和发展,1954年注册为佛教的一部分。作为中国文化的外延,明月善社(明月居士林的前身)在动荡战乱的年代中兴起、发展和传播,随华人移民传入越南。越南的明月居士林必须佛教化,以便在保持宗教形式的情况下得到承认和发展。另外,伴随移民,越南明月居士林在20世纪80年代传播到加拿大、美国和澳大利亚,形成了一个跨国网络。展开更多
基金financial support by the National National Natural Science Foundation of China(22271148,22071100).
文摘Unsymmetrical diarylamines are crucial components in many pharmaceuticals and functional materials.In this study,we introduce an efficient Chan-Lam cross-coupling method that utilizes phenylboronic acids and aryl azides as coupling agents in a redox-neutral environment,enabled by a synergistic nickel/photoredox catalytic system.This approach leverages a proton-coupled electron transfer mechanism to bypass the typical nitrene pathway associated with aryl azides,which is prone to intramolecular rearrangement,C-H amination,and reductive hydrogenation.Notably,our method exhibits broad compatibility with a variety of functional groups,including those derived from pharmaceuticals,demonstrating its versatile potential in organic synthesis and drug modification.
文摘目的合成14-N-(3-乙酰基苯)-氨基粉防己碱,并考察其体外抗肿瘤活性。方法本研究以粉防己碱为原料,依次经硝化、还原和Chan-Lam-Evans偶联共计三步反应,合成了一种双苄基异喹啉衍生物,新合成的化合物的结构经核磁共振氢谱(^(1)H-nuclear magnetic resonance,^(1)H-NMR)、核磁共振碳谱(^(13)C-nuclear magnetic resonance,^(13)C-NMR)和高分辨质谱(high resolution mass spectrometer,HRMS)确证。采用MTT法将所得衍生物14-N-(3-乙酰基苯)粉防己碱对人肝癌细胞HepG2和人正常肝细胞HL7702的体外抑制活性进行了初步评价;通过设计细胞划痕、侵袭实验探究化合物对HepG2细胞迁移和侵袭能力影响。结果MTT实验结果表明,该化合物可以剂量依赖性地抑制HepG2细胞增殖,其IC_(50)值为4.61μmol/L。细胞划痕、侵袭实验表明该化合物明显抑制HepG2细胞迁移和侵袭能力,且呈剂量依赖性,差异具有统计学意义(P<0.005)。结论结果表明,14-N-(3-乙酰基苯)-氨基粉防己碱可作为一种潜在的抗肝癌药物。
