Multi-functional imidazolium dendrimers based on thiacalix[4]arenes: self-assembly, catalysis and DNA binding

被引:0
|
作者
Sultanova, Elza D. [1 ]
Fedoseeva, Angelina A. [1 ]
Fatykhova, Aigul M. [1 ]
Mironova, Diana A. [1 ]
Ziganshina, Sufia A. [1 ]
Ziganshin, Marat A. [1 ]
Evtugyn, Vladimir G. [1 ]
Burilov, Vladimir A. [1 ]
Solovieva, Svetlana E. [2 ]
Antipin, Igor S. [1 ]
机构
[1] Kazan Fed Univ, A M Butlerov Inst Chem, Kremlevskaya Str 18, Kazan 420018, Russia
[2] Russian Acad Sci, Arbuzov Inst Organ & Phys Chem, FRC Kazan Sci Ctr, Arbuzov Str 8, Kazan 420088, Russia
基金
俄罗斯科学基金会;
关键词
CALF-THYMUS DNA; EFFICIENT CATALYST; RECENT PROGRESS; POLYMER; NANOPARTICLES; RECOGNITION; REDUCTION; CHEMISTRY;
D O I
10.1039/d4sm00764f
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
For the first time, dendrimers based on thiacalix[4]arenes bearing imidazolium dendrons on one side and alkyl fragments on another side of the macrocyclic platform and symmetrical dendrimers with four dendrons on both sides were synthesized. Dendrons consist of gallic acid-based branches functionalized with imidazolium and triazolium groups. The physicochemical properties of the dendrimers such as micellar concentration (CMC), size, and solubilization capacity were measured. Novel dendrimers exhibit high binding efficiency with calf thymus DNA (ctDNA) as revealed by fluorescence quenching of the DNA-EtBr complex in the presence of macrocycles. Dendrimers have been used as supports for Pd nanoparticles, which show high catalytic activity for the reduction of nitroaromatic compounds. Novel dendrimers exhibit high binding efficiency to calf thymus DNA and serve as an organic support for Pd nanoparticles with high catalytic activity for the reduction of nitroaromatic compounds.
引用
收藏
页码:7072 / 7082
页数:11
相关论文
共 49 条
  • [1] Novel 1,3-alternate thiacalix[4]arenes: click synthesis, silver ion binding and self-assembly
    Zhao, Haiyang
    Zhan, Junyan
    Zou, Zhilong
    Miao, Fajun
    Chen, Hong
    Zhang, Li
    Cao, Xianliang
    Tian, Deimei
    Li, Haibing
    RSC ADVANCES, 2013, 3 (04): : 1029 - 1032
  • [2] Self-assembly and nanostructure formation of multi-functional organic π-donors
    Iyoda, Masahiko
    Hasegawa, Masashi
    Enozawa, Hideo
    CHEMISTRY LETTERS, 2007, 36 (12) : 1402 - 1407
  • [3] First-Generation Dendrimers Based on Thiacalix[4]arene Containing Hydroxyl Terminal Groups: Synthesis and Self-Assembly
    I. E. Shiabiev
    D. A. Pysin
    P. L. Padnya
    I. I. Stoikov
    Russian Journal of General Chemistry, 2022, 92 : 2574 - 2581
  • [4] Anion-Based Self-assembly of Resorcin[4]arenes and Pyrogallol[4]arenes
    Chwastek, Monika
    Cmoch, Piotr
    Szumna, Agnieszka
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2022, 144 (12) : 5350 - 5358
  • [5] First-Generation Dendrimers Based on Thiacalix[4]arene Containing Hydroxyl Terminal Groups: Synthesis and Self-Assembly
    Shiabiev, I. E.
    Pysin, D. A.
    Padnya, P. L.
    Stoikov, I. I.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2022, 92 (12) : 2574 - 2581
  • [6] Supramolecular "containers": self-assembly and functionalization of thiacalix[4]arenes for recognition of amino- and dicarboxylic acids
    Andreyko, Elena A.
    Padnya, Pavel L.
    Daminova, Rozalina R.
    Stoikov, Ivan I.
    RSC ADVANCES, 2014, 4 (07) : 3556 - 3565
  • [7] Self-assembly of new nanoelectronic and multi-functional conducting polymers.
    McCullough, RD
    Liu, JS
    Shiena, E
    Ewbank, PC
    Bjorhholm, T
    McDevitt, JT
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U693 - U693
  • [8] DNA-Based Self-Assembly for Functional Nanomaterials
    Wang, Zhen-Gang
    Ding, Baoquan
    ADVANCED MATERIALS, 2013, 25 (28) : 3905 - 3914
  • [9] Synthesis and Self-Assembly of Two 1,3-Alternate Thiacalix[4]arenes Derivatives Bearing Amide Groups
    LI Yan
    GUO Rong
    WANG Wei
    GONG Linbo
    CHEN Yuanyin
    GONG Shuling
    WuhanUniversityJournalofNaturalSciences, 2013, 18 (04) : 300 - 306
  • [10] Unique self-assembly patterns based on thiacalix[4]arene-silver interactions
    Sykora, Jan
    Himl, Michal
    Stibor, Ivan
    Cisarova, Ivana
    Lhotak, Pavel
    TETRAHEDRON, 2007, 63 (10) : 2244 - 2248