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2000
Volume 21, Issue 6
  • ISSN: 1573-4072
  • E-ISSN: 1875-6646

Abstract

Introduction

Vietnam has been heavily endemic for hepatitis B virus (HBV) and hepatitis C virus (HCV) infections, which are associated with cirrhosis and liver cancer. Combined with the high prevalence of alcohol consumption as a risk factor, these factors contribute to liver cancer being the leading cause of cancer-related mortality in the country.

Methods

Despite the help of computers, discovering new antitumor agents remains challenging due to the complexity and variety of targets involved. Thus, traditional methods for identifying antitumor compounds remain valuable. These approaches aim to synthesize and evaluate new derivatives for potential antitumor activity. The quinazoline scaffold has attracted considerable attention for its broad antitumor activity, low toxicity, high efficacy, and distinct mode of action. Additionally, morpholine derivatives have been reported as potential antitumor agents. Incorporating both the quinazoline pharmacophore and morpholine ring into a single molecular structure is expected to yield new compounds with strong activity, potentially serving as effective antitumor agents against the HEP-G2 cell line. In this work, Seven novel hybrid compounds (), in which quinazolin-4(3H)-one ring is incorporated into morpholine ring by the reaction of the 3-aryl-2-mercaptoquinazolin-4(3H)-ones () with 4-(2-chloroethyl)morpholine, were synthesized. The intermediates () were prepared by the reaction of anthranilic acid with carbon disulfide and appropriate aromatic amines in an alkaline medium.

Results

The structural features of these products were studied by their IR, 1H-NMR, 13C-NMR, and HR-MS spectral data. In addition, the structure of one hybrid compound () was determined by X-ray crystallography. Subsequently, their antitumor activities against the HEP-G2 human cell line were performed and reported. Based on the collected data, none of the synthesized compounds showed significant activity as potential antitumor agents.

Conclusion

These results may be influenced by factors such as molecular polarity and/or the specific target tested. Further investigation and structural modifications are needed for a more comprehensive understanding.

© 2025 Bentham Science Publishers
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2025-09-05

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Synthesis and Cytotoxicity against HEP-G2 Tumor Cell Line of the Seven Novel Hybrid Compounds based on 2-mercapto-3-arylquinazolin-4(3H)-one Scaffold Bearing Morpholine Ring via a Two-carbon Chain
Curr. Bioact. Compd. 21, e15734072356613 (2025); https://doi.org/10.2174/0115734072356613241220163632
/content/journals/cbc/10.2174/0115734072356613241220163632
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  • Article Type:     Research Article
Keyword(s): 2-mercapto-3-arylquinazolin-4(3H)-one; anticancer; crystallography; cytoxicity; morpholine; quinazolin-4(3H)-one; x-ray

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