Synthetic Entries to and Biological Activity of Pyrrolopyrimidines

被引:138
|
作者
De Coen, Laurens M. [1 ]
Heugebaert, Thomas S. A. [1 ]
Garcia, Daniel [1 ]
Stevens, Christian V. [1 ]
机构
[1] Univ Ghent, Dept Sustainable Organ Chem & Technol, B-9000 Ghent, Belgium
关键词
PURINE NUCLEOSIDE PHOSPHORYLASE; ADENOSINE-KINASE-INHIBITORS; TRANSITION-STATE ANALOGS; SELECTIVE ALPHA(1)-ADRENOCEPTOR LIGANDS; COUPLED FOLATE TRANSPORTER; STRUCTURE-BASED DESIGN; VIRUS-RNA REPLICATION; DIELS-ALDER REACTION; ONE-POT SYNTHESIS; GYRASE B GYRB;
D O I
10.1021/acs.chemrev.5b00483
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This review summarizes recent literature (2000-2015) on the synthesis and pharmaceutical properties of pyrrolopyrimidines. These modified pyrimidine bases, fused to a pyrrole ring, and their corresponding nucleosides display a broad applicability in medicinal chemistry. This overview is divided into three main sections, according to the respective isomers: pyrrolo[2,3-d]pyrimidines, pyrrolo[3,2-d]pyrimidines, and pyrrolo[3,4-d]pyrimidines. Each section contains a description of common retro-synthetic strategies, with particular attention for newly reported synthetic entries to the scaffold. Next, the synthetic strategies and the ways in which the scaffolds can be further modified are exemplified according to the biological properties of the obtained products.
引用
收藏
页码:80 / 139
页数:60
相关论文
共 50 条
  • [31] Synthetic compounds possessing biological activity similar to that of deoxycorticosterone
    Linnell, WH
    Rousdhi, M
    NATURE, 1941, 148 : 595 - 595
  • [32] Synthesis and biological activity of synthetic 17α-hydroxyprogesterone derivatives
    O. A. Zeinalov
    V. V. Yaderets
    T. S. Stytsenko
    M. A. Petrosyan
    V. A. Andryushina
    Pharmaceutical Chemistry Journal, 2012, 46 : 203 - 206
  • [33] SYNTHETIC RETINOIDS - RECEPTOR SELECTIVITY AND BIOLOGICAL-ACTIVITY
    REICHERT, U
    BERNARDON, JM
    CHARPENTIER, B
    MARTIN, B
    BERNARD, BA
    ASSELINEAU, D
    MICHEL, S
    REGNIER, M
    PILGRIM, WR
    DARMON, YM
    SHROOT, B
    JOURNAL OF INVESTIGATIVE DERMATOLOGY, 1993, 100 (02) : 208 - 209
  • [34] UNEXPECTEDLY HIGH BIOLOGICAL ACTIVITY OF SYNTHETIC HUMAN CALCITONIN
    TASHJIAN, AH
    VOELKEL, EF
    JOURNAL OF CLINICAL ENDOCRINOLOGY & METABOLISM, 1970, 31 (01): : 116 - +
  • [35] Biological activity of synthetic polyelectrolyte complexes of ionogenic surfactants
    Panarin, E.F.
    Kopejkin, V.V.
    Vysokomolekularnye Soedineniya. Ser.A Ser.B Ser.C - Kratkie Soobshcheniya, 2002, 44 (12): : 2340 - 2351
  • [36] Evaluation of biological activity of new synthetic brassinolide analogs
    Vlasankova, Eva
    Kohout, Ladislav
    Klems, Marek
    Eder, Josef
    Reinoehl, Vilem
    Hradilik, Jan
    ACTA PHYSIOLOGIAE PLANTARUM, 2009, 31 (05) : 987 - 993
  • [37] COMPARATIVE BIOLOGICAL-ACTIVITY OF NATURAL AND SYNTHETIC LEUKOTRIENES
    BAKER, SR
    BOOT, JR
    DAWSON, W
    JAMIESON, WB
    OSBORNE, DJ
    SWEATMAN, WJF
    ADVANCES IN PROSTAGLANDIN THROMBOXANE AND LEUKOTRIENE RESEARCH, 1982, 9 : 223 - 227
  • [39] COMPARATIVE BIOLOGICAL-ACTIVITY OF ENDOTOXIN AND SYNTHETIC POLYRIBONUCLEOTIDES
    HAN, IH
    JOHNSON, AG
    COOK, J
    HAN, SS
    JOURNAL OF INFECTIOUS DISEASES, 1973, 128 (JUL): : S232 - S237
  • [40] NATURAL AND SYNTHETIC ALLYLISOTHIOCYANATE COMPOUNDS THEIR BIOLOGICAL AND PHARMACOLOGICAL ACTIVITY
    RIECHE, A
    PHARMAZIE, 1968, 23 (12): : 729 - &