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
  • [41] Pyrrolo[2,1-a]isoquinoline scaffold in drug discovery: advances in synthesis and medicinal chemistry
    Matveeva, Maria D.
    Purgatorio, Rosa
    Voskressensky, Leonid G.
    Altomare, Cosimo D.
    FUTURE MEDICINAL CHEMISTRY, 2019, 11 (20) : 2735 - 2755
  • [42] Synthesis of Isoxazole Moiety Containing Thieno[2,3-d]pyrimidine Derivatives and Preliminarily in vitro Anticancer Activity (Part II)
    Yong, Jianping
    Lu, Canzhong
    Wu, Xiaoyuan
    ANTI-CANCER AGENTS IN MEDICINAL CHEMISTRY, 2015, 15 (09) : 1148 - 1155
  • [43] Synthesis and Antioxidant Activity of 1,2,4-Triazole linked Thieno[2,3-d]pyrimidine Derivatives
    Maddila, Suresh
    Kumar, Avula S.
    Gorle, Sridevi
    Singh, M.
    Lavanya, Palakondu
    Jonnalagadda, S. B.
    LETTERS IN DRUG DESIGN & DISCOVERY, 2013, 10 (02) : 186 - 193
  • [44] Synthesis and Antiproliferative Evaluation of New Pyrimido [1,6-a]Thieno[2,3-d]Pyrimidine Derivatives
    Atapour-Mashhad, Hoda
    Soukhtanloo, Mohammad
    Massoudi, Abdolhossien
    Shiri, Ali
    Parizadeh, Seyed Mohamadreza
    Bakavoli, Mehdi
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 54 (01) : 366 - 374
  • [45] Design, synthesis, biological evaluation, and molecular docking of some new Thieno[2,3-d] pyrimidine derivatives
    Tolba, Mahmoud S.
    Sayed, Ahmed M.
    Sayed, Mostafa
    Ahmed, Mostafa
    JOURNAL OF MOLECULAR STRUCTURE, 2021, 1246
  • [46] Discovery of new VEGFR-2 inhibitors and apoptosis inducer-based thieno[2,3-d]pyrimidine
    El-Metwally, Souad A.
    Elkady, Hazem
    Hagras, Mohamed
    Elkaeed, Eslam B.
    Alsfouk, Bshra A.
    Doghish, Ahmed S.
    Ibrahim, Ibrahim M.
    Taghour, Mohammed S.
    Husein, Dalal Z.
    Metwaly, Ahmed M.
    Eissa, Ibrahim H.
    FUTURE MEDICINAL CHEMISTRY, 2023, 15 (22) : 2065 - 2086
  • [47] Design, molecular modeling and anticancer evaluation of thieno[2,3-d] pyrimidine derivatives as inhibitors of topoisomerase II
    El-Metwally, Souad A.
    Khalil, Ali K.
    El-Sayed, Wael M.
    BIOORGANIC CHEMISTRY, 2020, 94
  • [48] Design, synthesis and anticancer evaluation of thieno[2,3-d]pyrimidine derivatives as dual EGFR/HER2 inhibitors and apoptosis inducers
    Elmetwally, Souad A.
    Saied, Khaled F.
    Eissd, Ibrahim H.
    Elkaeed, Eslam B.
    BIOORGANIC CHEMISTRY, 2019, 88
  • [49] Synthesis and fluorescent properties of some Furan-tagged Thieno[2,3-d]pyrimidines and Thieno[2,3-d,4,5-d']dipyrimidines
    Hamid, Atef M. Abdel
    Hamed, Eman O.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2020, 57 (05) : 2194 - 2202
  • [50] Newest Developments in the Preparation of Thieno[2,3-d]pyrimidines
    Wilding, B.
    Klempier, N.
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2017, 49 (03) : 183 - 215