Thieno[2,3-d] pyrimidine as a promising scaffold in medicinal chemistry: Recent advances

被引:94
|
作者
Ali, Eslam M. H. [1 ,2 ]
Abdel-Maksoud, Mohammed S. [3 ]
Oh, Chang-Hyun [1 ,2 ]
机构
[1] KIST, Ctr Biomat, Seoul 02792, South Korea
[2] UST, Dept Biomol Sci, Daejeon 34113, South Korea
[3] NRC, Pharmaceut & Drug Ind Res Div, Med & Pharmaceut Chem Dept, Giza 12622, Egypt
关键词
Thienopyrimidine; Anti-inflammatory; Anticancer; Antimicrobial; Antiviral; CNS protective agents; RECEPTOR TYROSINE KINASE; INITIATION-FACTOR; 4E; BIOLOGICAL EVALUATION; DERIVATIVES BEARING; ANTICANCER ACTIVITY; 3-D PYRIMIDINE; THIENO; SUBSTITUTED THIENOPYRIMIDINES; STRUCTURAL MODIFICATIONS; ANTIBACTERIAL AGENTS;
D O I
10.1016/j.bmc.2019.02.044
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
Thienopyrimidine scaffold is a fused heterocyclic ring system that structurally can be considered as adenine, the purine base that is found in both DNA and RNA-bioisosteres. Thienopyrimidines exist in three distinct isomeric forms. The current review discusses thieno[2,3-d] pyrimidine as a one of the opulent heterocycles in drug discovery. Its broad range of medical applications such as anticancer, anti-inflammatory, anti-microbial, and CNS protective agents has inspired us to study its structure-activity relationship (SAR), along with its relevant synthetic strategies. The present review briefly summarizes synthetic approaches for the preparation of thieno[2,3-d] pyrimidine derivatives. In addition, the promising biological activities of this scaffold are also illustrated with explanatory diagrams for their SAR studies.
引用
收藏
页码:1159 / 1194
页数:36
相关论文
共 50 条
  • [1] Discovery of novel c-Met kinase inhibitors bearing a thieno[2,3-d]pyrimidine or furo[2,3-d]pyrimidine scaffold
    Zhao, Ailing
    Gao, Xin
    Wang, Yuanxiang
    Ai, Jing
    Wang, Ying
    Chen, Yi
    Geng, Meiyu
    Zhang, Ao
    BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (13) : 3906 - 3918
  • [2] The Application of Pyrrolo[2, 3-d]pyrimidine Scaffold in Medicinal Chemistry from 2017 to 2021
    Liang, Ting
    Yang, Yingxiang
    Wang, Jiayun
    Xie, Zhao
    Chen, Xin
    MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2023, 23 (10) : 1118 - 1136
  • [3] Synthesis and Cytotoxicity of Some Thieno[2,3-d]pyrimidine Derivatives
    Saddik, Abdelreheem A.
    El-Dean, Adel M. Kamal
    El-Sokary, Gamal H.
    Hassan, Khairy M.
    Abbady, Mohamed S.
    Ismail, Ismail A.
    Saber, Saber H.
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2017, 64 (01) : 87 - 93
  • [4] Synthesis, biological activity, and in silico studies of thieno[2,3-d]pyrimidine and thieno[2,3-d]triazine derivatives
    El-Hag, Fatma A. A.
    Elrashedy, Ahmed A.
    Sweed, Ayman M. K.
    Ewies, Ewies F.
    Abd-El-Maksoud, Mansoura A.
    Aly, Magdy S.
    Atta, Sanaa M. Sh.
    EGYPTIAN PHARMACEUTICAL JOURNAL, 2022, 21 (03) : 360 - 375
  • [5] Recent Advancements on Benzimidazole: A Versatile Scaffold in Medicinal Chemistry
    Alzhrani, Zohor Mohammad Mahdi
    Alam, Mohammad Mahboob
    Nazreen, Syed
    MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2022, 22 (02) : 365 - 386
  • [6] Synthesis of potent anticancer thieno[2,3-d]pyrimidine derivatives
    Kandeel, M. M.
    Mounir, Ashraf A.
    Refaat, Hanan M.
    Kassab, Asmaa E.
    JOURNAL OF CHEMICAL RESEARCH, 2012, (05) : 266 - 275
  • [7] Hit Selection of Dipeptidyl Peptidase-4 Inhibitors Bearing Thieno[2,3-d]Pyrimidine Scaffold
    Pavlovic, Katarina Tomovic
    Ilic, Budimir S.
    Dimov, Stefan
    Yancheva, Denitsa
    Mavrova, Anelia Ts
    Smelcerovic, Andrija
    CHEMISTRY & BIODIVERSITY, 2025,
  • [8] SYNTHESIS AND REACTIONS OF SOME THIENO[2,3-D]PYRIMIDINE DERIVATIVES
    KHALIL, ZH
    GEIES, AA
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1991, 60 (3-4): : 223 - 231
  • [9] Synthesis and Anticancer Activity of Functionalized Thieno[2,3-d]pyrimidine Compounds and Their Triazinyl and Tetrazinyl Derivatives
    El-Sofany, Walaa I.
    Othman, Dalia Ahmed A.
    Mahran, Asma M.
    May, El-Manawaty A.
    El-Sayed, Wael A.
    RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2020, 46 (03) : 393 - 402
  • [10] Recent developments regarding the use of thieno[2,3-d]pyrimidin-4-one derivatives in medicinal chemistry, with a focus on their synthesis and anticancer properties
    Bozorov, Khurshed
    Zhao, Jiang-Yu
    Elmuradov, Burkhon
    Pataer, Apar
    Aisa, Haji A.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 102 : 552 - 573