Unusual seven-membered ring sugars and nucleosides: synthesis and biological properties

被引:0
|
作者
Manta, Stella [1 ,2 ]
Kollatos, Nikolaos [1 ]
机构
[1] Univ Thessaly, Dept Biochem & Biotechnol, Lab Bioorgan Chem, Larisa, Greece
[2] Univ thessaly, Dept Biochem & Biotechnol, Lab Bioorgan Chem, Viopolis 41500, Greece
来源
关键词
Septanoses; oxepane nucleosides; synthesis; biological evaluation; OLIGONUCLEOTIDES BEARING; IMINO SUGARS; POTENT; DESIGN; INHIBITORS; ANALOGS; SEPTANOSIDES; ISOFAGOMINE; IMINOSUGARS; EXPANSION;
D O I
10.1080/15257770.2022.2151623
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
Methods of the synthesis and the investigation of the properties of unnatural seven-memebered cyclic sugars and nucleosides, are of high interest. Septanoses provide conformationally more flexible sugars and due to their similarity to natural carbohydrates they have interesting and potentially useful physical, chemical, and biological properties. Additionally, nucleosides with seven-membered sugar moiety are commonly found in natural products and biologically active molecules. Modification of such nucleosides hold great promise as therapeutic agents. The present review describes the chemical synthesis and biological properties of septanoses as well as nucleosides containing septanosyl moieties.
引用
收藏
页码:407 / 425
页数:19
相关论文
共 50 条
  • [21] Synthesis and conformational dynamics of tricyclic pyridones containing a fused seven-membered ring
    Gibson, KR
    Hitzel, L
    Mortishire-Smith, RJ
    Gerhard, U
    Jelley, RA
    Reeve, AJ
    Rowley, M
    Nadin, A
    Owens, AP
    JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (26): : 9354 - 9360
  • [22] Unusual behavior of methylidentriphenylphosphorane in reactions with seven-membered lactols
    G. Yu. Ishmuratov
    V. A. Vydrina
    M. P. Yakovleva
    E. F. Valeeva
    R. R. Muslukhov
    G. A. Tolstikov
    Russian Journal of Organic Chemistry, 2011, 47 : 1142 - 1145
  • [23] The synthesis and cholinesterase inhibitory activities of solasodine analogues with seven-membered F ring
    Kielczewska, Urszula
    Jorda, Radek
    Gonzalez, Gabriel
    Morzycki, Jacek W.
    Ajani, Haresh
    Svrckova, Katarina
    Stepankova, Sarka
    Wojtkielewicz, Agnieszka
    JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 2021, 205
  • [24] Regioselective and enantioselective synthesis of seven-membered ring cyclic arylguanidine and urea derivatives
    Zhou, HB
    Alper, H
    TETRAHEDRON, 2004, 60 (01) : 73 - 79
  • [25] Catalytic synthesis of seven-membered carbocycles via ring expansion of cyclic β-ketoesters
    Chen, Li
    Huang, Huangjiang
    Luo, Benlong
    Liu, Jinggong
    Yang, Shuang
    Fang, Xinqiang
    NEW JOURNAL OF CHEMISTRY, 2022, 47 (01) : 41 - 45
  • [26] Seven membered ring sugars: A decade update
    Pakulski, Z.
    POLISH JOURNAL OF CHEMISTRY, 2006, 80 (08) : 1293 - 1326
  • [27] Strategy for a seven-membered ring closure with bicyclic framework
    Duffault, JM
    SYNLETT, 1998, (01) : 33 - +
  • [28] Synthesis and Biological Activity of 6-Hydroxypyridoxine and Its Seven-Membered Acetals
    R. M. Khaziev
    R. M. Vafina
    M. N. Agafonova
    O. S. Vasileva
    D. R. Islamov
    N. V. Shtyrlin
    E. I. Romanova
    Yu. G. Shtyrlin
    Russian Journal of General Chemistry, 2023, 93 : S514 - S521
  • [29] Ilelic Acids A and B, Two Unusual Triterpenes with a Seven-Membered Ring from Ilex latifolia
    Wang, Cun-Qin
    Wang, Lei
    Fan, Chun-Lin
    Zhang, Dong-Mei
    Huang, Xiao-Jun
    Jiang, Ren-Wang
    Bai, Liang-Liang
    Shi, Jun-Min
    Wang, Ying
    Ye, Wen-Cai
    ORGANIC LETTERS, 2012, 14 (16) : 4102 - 4105
  • [30] Synthesis and Biological Activity of 6-Hydroxypyridoxine and Its Seven-Membered Acetals
    Khaziev, R. M.
    Vafina, R. M.
    Agafonova, M. N.
    Vasileva, O. S.
    Islamov, D. R.
    Shtyrlin, N. V.
    Romanova, E. I.
    Shtyrlin, Yu. G.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2023, 93 (SUPPL 2) : S514 - S521