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Synthesis 2025; 57(01): 240-250
DOI: 10.1055/a-2367-1675
DOI: 10.1055/a-2367-1675
paper
Special Topic Dedicated to Prof. H. Ila
Design and Efficient Synthesis of New 4-Amino-Substituted 2-(4-Bromobenzyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidines of Anticancer Interest and Their In Silico Study
S.A. and R.K. thank the Indian Council of Medical Research (ICMR, grant No. 45/24/2022-DDI/BMS) and Department of Science and Technology, Promotion of University Research and Scientific Excellence (DST-PURSE) (SR/PURSE/2023/220(C)) for funding. The authors acknowledge instrumentation funding provided by DST-FIST to the department. The NMR facility provided by the Central Instrumentation Laboratory (CIL) is also acknowledged.
Abstract
Thienopyrimidines are an emerging class of fused pyrimidines due to their broad spectrum of pharmacological properties, including antimicrobial, anti-inflammatory, antimalarial, anticancer, etc. The anticancer activity of these compounds has been mechanistically proven via the inhibition of validated drug targets, such as EGFR, VEGFR-2, PI3K, and c-kit. In this research article, we designed and synthesized new 4-amino-substituted 2-(4-bromobenzyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidines to explore their anticancer potential. These heterocycles were designed based on pharmacophoric features of the core heterocycle, varying its C4 substitution with a variety of amines and considering cancer protein-ligand interactions with the aim to obtain potent lead molecules. The target compound-protein interaction complexes were analyzed, and lead compounds were identified based on their better binding affinity in molecular docking studies.
Key words
thienopyrimidine - benzo[4,5]thieno[2,3-d]pyrimidines - microwave irradiation - anticancer - synthesis - molecular docking - ADMESupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2367-1675.
- Supporting Information
Publication History
Received: 05 April 2024
Accepted after revision: 16 July 2024
Accepted Manuscript online:
16 July 2024
Article published online:
13 August 2024
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