Synthesis and Molecular Docking Studies of New Tetrazole-acetamide Derivatives as Anti-cancer Agent

Main Article Content

Hawraa Q. Manwar
Zainab Al-Shuhaib
Kawkab A. Hussein

Abstract

The chemistry of condensed heterocyclic molecules in terms of their diverse biological properties and role in drug development has been the subject of numerous publications. Tetrazole is a naturally occurring chemical that has been used to create several commercially available drugs and as a result, plays an important role in pharmaceutical chemistry. The current study aimed to create and synthesize seven new 2,5-disubstituted-tetrazole-acetamide derivatives 3a–3g via an N-alkylation reaction of 5-(4-bromophenyl)-2H-tetrazole or 5-(4-chlorophenyl)-2H-tetrazole 1a,1b, and N-acetamide derivatives 2a–2f, and 2g in CH3CN using potassium carbonate as a base in good yields. New molecules were assigned based on nuclear magnetic resonance results (1H, 13C NMR, and two-dimensional-NMR [heteronuclear single quantum coherence spectroscopy [HSQC]), along with mass spectrometry (EI-MS) techniques. The products' biological activities were confirmed using the tetrazolium (MTT) assay against MCF-7 (breast cancer) and PC3 (prostate cancer) cells and their effects on the normal hepatic cell line, WRL68. Results showed that compounds 3e-3g inhibited PC3 cells with average IC50 values of 32.59, 54.99, and 55.53 μM, respectively. Compounds 3a and 3b demonstrated cytotoxicity against the MCF-7 cell line, with average IC50 values of 94.25 and 68.16 μM, respectively. Compounds 3a, 3c, and 3e-3g on the 3ERT and 3ZK6 receptors demonstrated strong binding capabilities and improved protein interactions according to molecular docking experiments.

Article Details

How to Cite
Manwar, H. Q., Al-Shuhaib, Z., & Hussein, K. A. (2024). Synthesis and Molecular Docking Studies of New Tetrazole-acetamide Derivatives as Anti-cancer Agent. Tropical Journal of Natural Product Research (TJNPR), 8(8), 8093–8100. https://doi.org/10.26538/tjnpr/v8i8.25
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