The design, synthesis and evaluation of hypoxia-activated pro-oligonucleotides

被引:23
|
作者
Zhang, Nan [1 ,2 ]
Tan, Chunyan [1 ]
Cai, Puqin [1 ]
Zhang, Peizhuo [3 ]
Zhao, Yufen [2 ]
Jiang, Yuyang [1 ,4 ]
机构
[1] Tsinghua Univ, Grad Sch Shenzhen, Key Lab Chem Biol, Shenzhen 518055, Guangdong, Peoples R China
[2] Tsinghua Univ, Dept Chem, Minist Educ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China
[3] Shanghai GenePharma Co Ltd, Shanghai 201203, Peoples R China
[4] Tsinghua Univ, Sch Med, Beijing 100084, Peoples R China
关键词
PRODRUGS;
D O I
10.1039/b903331a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Hypoxia-activated pro-oligonucleotides were synthesized through the commercial phosphoramidite method, and could be readily cleaved to form normal oligos with good hypoxia selectivity in vitro under the effect of reductases, as well as in tumor cell extract.
引用
收藏
页码:3216 / 3218
页数:3
相关论文
共 50 条
  • [1] Design, synthesis and evaluation of molecularly targeted hypoxia-activated prodrugs
    Liam J O'Connor
    Cindy Cazares-Körner
    Jaideep Saha
    Charles N G Evans
    Michael R L Stratford
    Ester M Hammond
    Stuart J Conway
    Nature Protocols, 2016, 11 : 781 - 794
  • [2] Design, synthesis and evaluation of molecularly targeted hypoxia-activated prodrugs
    O'Connor, Liam J.
    Cazares-Koerner, Cindy
    Saha, Jaideep
    Evans, Charles N. G.
    Stratford, Michael R. L.
    Hammond, Ester M.
    Conway, Stuart J.
    NATURE PROTOCOLS, 2016, 11 (04) : 781 - 794
  • [3] Design, synthesis and evaluation of targeted hypoxia-activated prodrugs applied to chondrosarcoma chemotherapy
    Gerard, Yvain
    Voissiere, Aurelien
    Peyrode, Caroline
    Galmier, Marie-Josephe
    Maubert, Elise
    Ghedira, Donia
    Tarrit, Sebastien
    Gaumet, Vincent
    Canitrot, Damien
    Miot-Noirault, Elisabeth
    Chezal, Jean-Michel
    Weber, Valerie
    BIOORGANIC CHEMISTRY, 2020, 98
  • [4] Design, synthesis, and biological evaluation of pyrrolobenzodiazepine-containing hypoxia-activated prodrugs
    Dragovich, Peter S.
    Broccatelli, Fabio
    Chen, Jinhua
    Fan, Peter
    Le, Hoa
    Mao, Weiguang
    Pillow, Thomas H.
    Polson, Andrew G.
    Wai, John
    Xu, Zijin
    Yao, Hui
    Zhang, Donglu
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2017, 27 (23) : 5300 - 5304
  • [5] FROM PRO-NUCLEOTIDES TO PRO-OLIGONUCLEOTIDES
    IMBACH, JL
    GOSSELIN, G
    RAYNER, B
    NUCLEOSIDES & NUCLEOTIDES, 1995, 14 (3-5): : 459 - 459
  • [6] Design, synthesis and biological evaluation of novel tumor hypoxia-activated EGFR tyrosine kinase inhibitors
    Jia, Tingting
    Miao, Ruoyang
    Lin, Jiaohua
    Zhang, Chong
    Zeng, Linghui
    Zhang, Jiankang
    Shao, Jiaan
    Pan, Zongfu
    Wang, Haiping
    Zhu, Huajian
    Cheng, Weiyan
    BIOORGANIC CHEMISTRY, 2022, 129
  • [7] Synthesis and biological evaluation of hypoxia-activated prodrugs of SN-38
    Jin, Chen
    Zhang, Qiumeng
    Lu, Wei
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 132 : 135 - 141
  • [8] Fpmp-protected alpha-hydroxyphosphonate diesters for the synthesis of pro-oligonucleotides
    Mauritz, RP
    Meier, C
    NUCLEOSIDES & NUCLEOTIDES, 1997, 16 (5-6): : 675 - 678
  • [9] Hypoxia-activated pro-drugs of the KDAC inhibitor vorinostat (SAHA)
    Calder, Ewen D. D.
    Skwarska, Anna
    Sneddon, Deborah
    Folkes, Lisa K.
    Mistry, Ishna N.
    Conway, Stuart J.
    Hammond, Ester M.
    TETRAHEDRON, 2020, 76 (21)
  • [10] Lipophilic pro-oligonucleotides are rapidly and efficiently internalized in HeLa cells
    Vivès, E
    Dell'Aquila, C
    Bologna, JC
    Morvan, F
    Rayner, B
    Imbach, JL
    NUCLEIC ACIDS RESEARCH, 1999, 27 (20) : 4071 - 4076