Synthesis of Dihydropyrimidinone (DHPM) Derivatives through a Multicomponent Reaction (MCR) and Their Biological Activity

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Fauzi Ahmad; Saifudin Azis; Rullah Kamal

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ISSN: 2588-4824

Journal Paper

Paper Information

Journal: Journal of Medicinal and Chemical Sciences Year:2023 | Volume:6 | Issue:8 Page(s): 1810-1817

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Title

Synthesis of Dihydropyrimidinone (DHPM) Derivatives through a Multicomponent Reaction (MCR) and Their Biological Activity

Author(s)

Fauzi Ahmad | Saifudin Azis | Rullah Kamal | Issue Writer Certificate

Keywords

Dihydropyrimidinone derivativesQ4

BioactivityQ4

E. coliQ4

Staphylococcus aureusQ4

T47D and 4T1 cell linesQ4

Abstract

The spread of incurable diseases, especially infectious diseases caused by antibiotic-resistant bacteria and certain cancers, has become a serious public health concern. Consequently, the search for potent drug scaffolds has played an essential role in drug lead discovery. The multicomponent reaction (MCR) offers a novel method for efficient synthesis. It is rapidly evolving and is important for the discovery of novel molecules. We synthesized four dihydropyrimidinone (DHPM) derivatives with the one-pot MCR method, obtaining compounds 1-4. According to the NMR spectra analyses, compound 3 is a new derivative. In this experiment, we optimized the pH of the process. Based on the results, 1-4 had yields of 66.6, 72.9, 35.9, and 69.0%, respectively, at a pH of 4. In contrast, all yields significantly rose by 79.4, 91.9, 81.7, and 84.0% at pH 5. A pH of 5 was therefore advantageous for getting a high yield from these reactions. Compound 1 showed a significant inhibition against E. coli with an MIC value of 12.5 µg/mL with moderate activity against the breast cancer cell lines T47D and 4T1. Compound 3 was the most potent against S. aureus, with an MIC value of 25 µg/mL.

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