First synthesis of N-[(aziridin-2-yl)methyl]benzimidazolequinone and analysis of toxicity towards normal and Fanconi anemia cells

被引：23
|
作者：
O'Donovan, Liz [2 ]
Carty, Michael P. [1 ]
Aldabbagh, Fawaz [2 ]
机构：
[1] Natl Univ Ireland, Dept Biochem, Sch Nat Sci, Galway, Ireland
[2] Natl Univ Ireland, Sch Chem, Galway, Ireland
来源：
CHEMICAL COMMUNICATIONS | 2008年 / 43期
基金：
爱尔兰科学基金会;
关键词：
D O I：
10.1039/b814706j
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A diazole is N-substituted with 1-trityl-2-methylaziridine and demethylated and oxidised with NBS under acidic conditions to give a benzimidazolequinone; this novel anti-tumour agent is marginally more cytotoxic than mitomycin C (MMC) towards the normal human fibroblast cell line GM00637, while the MMC-hypersensitive human Fanconi anaemia (FA) cell line, PD20i, lacking the FANCD2 protein, is also hypersensitive to the benzimidazolequinone, with expression of FANCD2 protein decreasing sensitivity to both MMC and the benzimidazolequinone.
引用
收藏
页码：5592 / 5594
页数：3
相关论文
共 50 条
  • [11] Synthesis, structure, and transformations of N-(bicyclo[2.2.1]hept-5-en-endo-2-ylmethyl)-N-[(oxiran-2-yl) methyl]-arenesulfonamides
    Pal'chikov, V. A.
    Prid'ma, S. A.
    Tokar', A. V.
    Turov, A. V.
    Omel'chenko, I. V.
    Shishkin, O. V.
    Golodaeva, E. A.
    Kas'yan, L. I.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 49 (08) : 1122 - 1134
  • [12] Synthesis of N-[aryl(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)methyl] thioacetamide derivatives
    Zhiani, Rahele
    JOURNAL OF CHEMICAL RESEARCH, 2016, (01) : 26 - 28
  • [13] Synthesis, Characterization and Crystal Structure of (S)-2-(2-Hydroxynaphthalen-6-yl)-N-((pyridin-4-yl)methyl) Propanamide
    Shi Wang
    Wenrui He
    Journal of Chemical Crystallography, 2011, 41 : 783 - 786
  • [14] Synthesis, Characterization and Crystal Structure of (S)-2-(2-Hydroxynaphthalen-6-yl)-N-((pyridin-4-yl)methyl) Propanamide
    Wang, Shi
    He, Wenrui
    JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 2011, 41 (06) : 783 - 786
  • [15] DBU Mediated Efficient Synthesis of New N-(furan/thiophene/pyrrole-2-yl-(2-hydroxynaphthalen-1-yl)methyl)acetamides
    Maram, Kalyan
    Anitha, Kowthalam
    Sreenivasulu, Reddymasu
    Raju, Rudraraju Ramesh
    LETTERS IN ORGANIC CHEMISTRY, 2023, 20 (07) : 603 - 607
  • [16] Synthesis and cytotoxic activity of N-((2-methyl-4(3H)-quinazolinon-6-yl)methyl)dithiocarbamates
    Cao, Sheng-Li
    Wang, Yao
    Zhu, Lin
    Liao, Ji
    Guo, Yan-Wen
    Chen, Lin-Lin
    Liu, Hong-Qin
    Xu, Xingzhi
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (09) : 3850 - 3857
  • [17] Synthesis, crystal structure, and properties of Aquacopper(II) N-[(1-methylimidazole-2-yl)-methylene]-β-alaninate hexafluorophosphate and copper(II) N-[(1-methylimidazole-2-yl)methyl]-β-alaninate perchlorate
    Chen, HM
    Yang, SP
    Zhang, F
    Yu, XB
    SYNTHESIS AND REACTIVITY IN INORGANIC AND METAL-ORGANIC CHEMISTRY, 2003, 33 (10): : 1787 - 1800
  • [18] Synthesis, Antiproliferative, and Antioxidant Activities of Substituted N-[(1,3,4-Oxadiazol-2-yl) Methyl] Benzamines
    Ahsan, Mohamed Jawed
    Bhandari, Lakshya
    Makkar, Shally
    Singh, Rajan
    Hassan, Mohd Zaheen
    Geesi, Mohammed H.
    Bakht, Mohamed Afroz
    Jadav, Surender Singh
    Balaraju, Tuniki
    Riadi, Yassine
    Rani, Sandhya
    Khalilullah, Habibullah
    Gorantla, Vasubabu
    Hussain, Afzal
    LETTERS IN DRUG DESIGN & DISCOVERY, 2020, 17 (02) : 145 - 154
  • [19] Synthesis and crystal structure of complex of Ce(NO3)3 with N-(3-methyl-pyridin-2-yl)-formimidoyl-(3-methyl-pyridin-2-yl) hydrazone
    Jiang Yinzhi
    Hu Weixiao
    Science in China Series B: Chemistry, 2004, 47 : 251 - 256
  • [20] Synthesis and crystal structure of complex of Ce（NO3）3 with N-（3-methyl-pyridin-2-yl）-formimidoyl-（3-methyl-pyridin-2-yl） hydrazone
    JIANG Yinzhi1
    2. Department of Applied Chemistry
    Science in China(Series B), 2004, (03) : 251 - 256
12345