Recent Developments on the Synthesis and Biological Activities of Fused Pyrimidinone Derivatives

Abstract

Heterocyclic compounds constitute a unique class of organic compounds endowed with a wide range of synthetic and pharmaceutical applications. Pyrimidinones and their fused analogues have received focused attention in this regard, partly due to their mimicry of nucleobases which consequently forges their interesting medicinal properties. Over the years, the medicinal chemistry research community has experienced an upsurge in articles describing the exploration of these scaffolds to develop effective therapeutic agents. Several biological activities, including antimicrobial, antiviral, anticancer, antidiabetic, anti‐inflammatory, anticonvulsive, and antihistaminic, have been well documented. This minireview presents a compendium of recent developments (2017–2020) focused on the synthesis and biological activities of fused pyrimidinones. The goal is to update medicinal chemists on the therapeutic relevance of fused pyrimidinones and the molecular architecture of clinic‐worthy drug candidates. A brief account of the structure‐activity relationships (SAR) revealed from different biological assays is also discussed.

Discovery of Novel Quinazoline Derivatives as Potent Antitumor Agents

“…Compounds 7-19 were also obtained according to the same synthetic method as compound 6. The 1 H-and 13 C-NMR and HRMS spectra of compounds 6-19 can be found in the Supplementary Materials.…”

“…: 171-175 • C. 1 H-NMR (400 MHz, DMSO-d 6 ) δ 11.68 (s, 1H), 8.97 (d, J = 8.2 Hz, 1H), 8.39 (d, J = 7.7 Hz, 3H), 8.09 (t, J = 7.7 Hz, 1H), 7.84 (dd, J = 18.8, 7.8 Hz, 3H), 7.70 (t, J = 7.2 Hz, 1H), 7.63 (t, J = 7.5 Hz, 2H), 7.55 (t, J = 7.7 Hz, 2H), 7.36 (t, J = 7.3 Hz, 1H). 13…”

“…The following supporting information can be downloaded at: https: //www.mdpi.com/article/10.3390/molecules27123906/s1, Figures S1-S42: 1 H-and 13 C-NMR and HRMS spectra of compounds 6-19.…”

“…Heterocyclic compounds are widely found in natural products and synthetic compounds, and most of them have been reported to possess various biological activities [9][10][11][12][13][14][15][16]. As a promising privileged nitrogen-containing heterocycle scaffold, quinazoline is formed by two fused six-member aromatic rings: pyrimidine and benzene.…”

Design‐Expert a Powerful Tool for Optimizing Organic Synthesis: A Green and Facile Multicomponent Synthesis of New 2‐Pyridone‐pyrimidine Derivatives by p‐Toluene Sulfonic Acid in Water

“…So far, many PMO synthesis methods have been presented in the chemical literature, most of which are based on using a multicomponent reaction. [23] In some of these multicomponent reactions, a 1,3-dicarbonyl compound, a PMO, and an aldehyde are reacted together to give the product via a Knoevenagel condensation and a Michael addition reaction. Due to this fact that one or two stoichiometric equivalents of each of the two active substances (PMO or 1,3-dicarbonyl compound) can react separately with aldehyde and produce other two- [24] or three-component products [25] (Although they have their importance [26] ), insertion of all three components in the final structure of the product is one of the problems of these reactions.…”