Recent Advances in the Chemical Synthesis and Evaluation of Anticancer Nucleoside Analogues

被引:88
|
作者
Guinan, Mieke [1 ]
Benckendorff, Caecilie [1 ]
Smith, Mark [2 ]
Miller, Gavin J. [1 ]
机构
[1] Keele Univ, Sch Chem & Phys Sci, Lennard Jones Lab, Keele ST5 5BG, Staffs, England
[2] Stanford ChEM H, Med Chem Knowledge Ctr, 290 Jane Stanford Way, Stanford, CA 94305 USA
来源
MOLECULES | 2020年 / 25卷 / 09期
关键词
nucleoside analogue; anti-cancer; chemical synthesis; heteroatom replacement; chemotherapeutic; prodrug; BIOLOGICAL EVALUATION; STEREOSELECTIVE-SYNTHESIS; DEOXYCYTIDINE KINASE; NUCLEOTIDE ANALOGS; ANTITUMOR-ACTIVITY; DRUG-RESISTANCE; BROAD-SPECTRUM; 1ST SYNTHESIS; INHIBITORS; DISCOVERY;
D O I
10.3390/molecules25092050
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Nucleoside analogues have proven to be highly successful chemotherapeutic agents in the treatment of a wide variety of cancers. Several such compounds, including gemcitabine and cytarabine, are the go-to option in first-line treatments. However, these materials do have limitations and the development of next generation compounds remains a topic of significant interest and necessity. Herein, we discuss recent advances in the chemical synthesis and biological evaluation of nucleoside analogues as potential anticancer agents. Focus is paid to 4 '-heteroatom substitution of the furanose oxygen, 2 '-, 3 '-, 4 '- and 5 '-position ring modifications and the development of new prodrug strategies for these materials.
引用
收藏
页数:25
相关论文
共 50 条
  • [31] Recent advances in the synthesis of cyclic 5′-nornucleoside phosphonate analogues
    Shen, Guang Huan
    Hong, Joon Hee
    CARBOHYDRATE RESEARCH, 2018, 463 : 47 - 106
  • [32] Novel Anticancer Polymeric Conjugates of Activated Nucleoside Analogues
    Senanayake, Thulani H.
    Warren, Galya
    Vinogradov, Serguei V.
    BIOCONJUGATE CHEMISTRY, 2011, 22 (10) : 1983 - 1993
  • [33] Recent advances in synthesis of sugar and nucleoside coumarin conjugates and their biological impact
    Kumar, Sumit
    Arora, Aditi
    Kumar, Rajesh
    Senapati, Nihar Nalini
    Singh, Brajendra K.
    CARBOHYDRATE RESEARCH, 2023, 530
  • [34] RECENT ADVANCES IN THE CHEMICAL SYNTHESIS OF GLYCOSYL COMPOUNDS
    TSUTSUMI, H
    ISHIDO, Y
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1980, 38 (05) : 473 - 491
  • [35] Recent Advances in the Chemical Synthesis of β-Nicotinamide Mononucleotide
    Ming, Wei
    Hu, Sha
    Liu, Ye
    Li, Qu-Ao-Wei
    Zhu, Yuan-Yuan
    Gu, Shuang-Xi
    CURRENT ORGANIC CHEMISTRY, 2022, 26 (24) : 2151 - 2159
  • [36] Recent advances in chemical library synthesis methodology
    Flynn, DL
    Berk, SC
    Makara, GM
    CURRENT OPINION IN DRUG DISCOVERY & DEVELOPMENT, 2002, 5 (04) : 580 - 593
  • [37] Recent Advances in Chemical Synthesis of Amino Sugars
    Yang, Jian
    Xie, Demeng
    Ma, Xiaofeng
    MOLECULES, 2023, 28 (12):
  • [38] Cyclosporin A analogues: recent advances
    Lazarova, T
    Weng, ZG
    EXPERT OPINION ON THERAPEUTIC PATENTS, 2003, 13 (09) : 1327 - 1332
  • [39] Recent Advances in the Syntheses of Nucleoside Triphosphates
    Kore, Anilkumar R.
    Srinivasan, Balasubramanian
    CURRENT ORGANIC SYNTHESIS, 2013, 10 (06) : 903 - 934
  • [40] Recent advances in the biosynthesis of nucleoside antibiotics
    Shiraishi, Taro
    Kuzuyama, Tomohisa
    JOURNAL OF ANTIBIOTICS, 2019, 72 (12): : 913 - 923