Application of diazonium chemistry in purine modifications: A focused review

被引:8
|
作者
Sengupta, Saumitra [1 ]
Das, Parthasarathi [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Indian Sch Mines, Dhanbad 826004, Bihar, India
关键词
ACID RELATED-COMPOUNDS; POTENTIAL ANTICANCER AGENTS; REDUCED GRAPHENE OXIDE; TERT-BUTYL NITRITE; N BOND FORMATION; C-H ARYLATION; ADENOSINE RECEPTOR; MEDICINAL CHEMISTRY; BENZENEDIAZONIUM IONS; BIOLOGICAL-ACTIVITY;
D O I
10.1002/jhet.4352
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Deaminative modifications of purines via diazonium chemistry have long been the cornerstone in modified nucleoside synthesis. The purpose of this review is to bring into focus the impact of dediazoniative methods such as non-aqueous Sandmeyer halogenations, fluorination, arylation, and carbon-heteroatom bond formations on natural purines and their nucleosides as versatile tools for purine modifications en route to various nucleoside drugs, drug discovery scaffolds, and adducted oligonucleotides of biomedical interests. Metal free reactions of arenediazonium salts with purine nucleosides for the synthesis of 8-aryl purines, in particular, 8-aryl guanosines and photochromic 8-arylazo purines are also highlighted. The treatise is expected to create broad interest among organic and biological chemists for further explorations in this area.
引用
收藏
页码:5 / 21
页数:17
相关论文
共 50 条
  • [41] Pharmacogenomics and personalized medicine: a review focused on their application in the Chinese population
    Shu, Wen-ying
    Li, Jia-li
    Wang, Xue-ding
    Huang, Min
    ACTA PHARMACOLOGICA SINICA, 2015, 36 (05) : 535 - 543
  • [42] Biosensors and biofuel cells: Research focused on practical application (Review)
    Reshetilov, A. N.
    APPLIED BIOCHEMISTRY AND MICROBIOLOGY, 2015, 51 (02) : 264 - 269
  • [43] Chemical modification of carbon by the diazonium chemistry for energy storage applications
    Le Comte, Annaig
    Weissmann, Martin
    Pognon, Gregory
    Brousse, Thierry
    Belanger, Daniel
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 245
  • [44] FUEL 242-Chemical modification of carbon by diazonium chemistry
    Toupin, Mathieu
    Belanger, Daniel
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2008, 235
  • [45] Simple diazonium chemistry to develop specific gene sensing platforms
    Revenga-Parra, M.
    García-Mendiola, T.
    González-Costas, J.
    González-Romero, E.
    Marín, A. García
    Pau, J.L.
    Pariente, F.
    Lorenzo, E.
    Analytica Chimica Acta, 2014, 813 : 41 - 47
  • [46] Simple diazonium chemistry to develop specific gene sensing platforms
    Revenga-Parra, M.
    Garcia-Mendiola, T.
    Gonzalez-Costas, J.
    Gonzalez-Romero, E.
    Marin, A. Garcia
    Pau, J. L.
    Pariente, F.
    Lorenzo, E.
    ANALYTICA CHIMICA ACTA, 2014, 813 : 41 - 47
  • [47] THE CHEMISTRY OF ALIPHATIC NITROSULFONATES .4. COUPLING WITH DIAZONIUM SALTS
    GOLD, MH
    LEVINE, HH
    JOURNAL OF ORGANIC CHEMISTRY, 1951, 16 (10): : 1507 - 1509
  • [48] Recent Development of Aryl Diazonium Chemistry for the Derivatization of Aromatic Compounds
    Mo, Fanyang
    Qiu, Di
    Zhang, Lei
    Wang, Jianbo
    CHEMICAL REVIEWS, 2021, 121 (10) : 5741 - 5829
  • [49] Scalable multifunctional MOFs-textiles via diazonium chemistry
    Li, Wulong
    Yu, Zhen
    Zhang, Yaoxin
    Lv, Cun
    He, Xiaoxiang
    Wang, Shuai
    Wang, Zhixun
    He, Bing
    Yuan, Shixing
    Xin, Jiwu
    Liu, Yanting
    Zhou, Tianzhu
    Li, Zhanxiong
    Tan, Swee Ching
    Wei, Lei
    NATURE COMMUNICATIONS, 2024, 15 (01)
  • [50] Maglev Derived Systems: An Interoperable Freight Vehicle Application Focused on Minimal Modifications to the Rail Infrastructure and Vehicles
    Felez, Jesus
    Vaquero-Serrano, Miguel A.
    Liu, William Z.
    Casanueva, Carlos
    Schultz-Wildelau, Michael
    Coquery, Gerard
    Proietti, Pietro
    MACHINES, 2024, 12 (12)