Facile synthesis and anticancer activity of novel dihydropyrimidinone derivatives

Abstract

The enaminone, (2E)-3-(dimethylamino)-1-(3,4,5-trimethoxyphenyl) prop-2-en-1-one was prepared by refluxing 3,4,5-trimethoxy acetophenone with dimethylformamide dimethylacetal (DMF–DMA) without solvent for 12 h. The dihydropyrimidinone derivatives (1–9) were prepared by reacting enaminone, substituted benzaldehydes and urea in glacial acetic acid. The compounds (1–9) were synthesized in significant yield using one step multicomponent reaction. Structures of all the novel synthesized compounds were characterized and confirmed by various spectroscopic methods. The compounds were evaluated for their anti-cancer activity against HepG2 cancer cell line. Compound 9 displayed significant anti-cancer activity. During the apoptotic assay, it showed a significant increase in necrosis from 1.97% to 12.18% as compared to the control. Mechanism of anti-proliferation was performed by cell cycle distribution assay, which showed a decrease in G2+M from 12.90 to 8.13 as compared to control.

Curcumin‐based bioactive heterocycles derived via multicomponent reactions

“…[ 17,128–130 ] Recent literature revealed that DHPMs exhibited a broad spectrum of anticancer activity. [ 131,132 ] The curcumin‐based 3,4‐DHPMs displayed [ 72 ] potential cytotoxicity against Hep‐G2 (human hepatocarcinoma), human colorectal carcinoma cell line (HCT‐116, human colon carcinoma), and human lung carcinoma cell lines (QG‐56). The compounds 64 , 66 , and 68 (Figure 5) displayed moderate cytotoxicity as compared to adriamycin and better cytotoxicity as compared to curcumin.…”

“…[17,[128][129][130] Recent literature revealed that DHPMs exhibited a broad spectrum of anticancer activity. [131,132] The curcumin-based 3,4-DHPMs displayed [72] potential cytotoxicity against Hep-G2 (human hepatocarcinoma), human colorectal carcinoma cell line (HCT-116, human colon carcinoma), and human lung carcinoma cell lines (QG-56). The compounds 64, 66, and 68 Sharma et al [70] The cytotoxicity of curcumin based-3,4-DHPM/thiones were reported [73] Borik et al [113] reported heterocyclic derivatives of curcumin and screened for in vitro anticancer activity against human hepatocellular carcinoma (Hep-G2) and breast carcinoma (MCF-7) cell lines using the MTT calorimetric assay.…”

Green Synthesis of Bimetallic Nanoparticles and its Catalytic Activity of Multicomponent Reactions and Antibacterial Activity

“…[3] Multicomponent reactions (MCRs) are defined as a one-pot process that involves the reaction of a least three components to form a single product that incorporates essentially all the atoms of the starting materials. [4] The initial contribution to the development of multi-component chemistry was made by Strecker in 1850. Since then, a variety of MCRs have been reported, which include the Hantzsch reaction, Passerini reaction, Ugi reaction, etc.…”

In silico molecular docking studies of di hydro pyrimidinones as MTB thymidylate kinase inhibitors

“…These chemicals have a wide range of biological effects, including anti-inflammatory, anticancer, antiviral, and antibacterial properties. 14 In order for Mtb to survive, it needs the enzyme MtTMPK, which helps synthesise the DNA-building compound thymidine triphosphate (TTP). 15 It's an appealing target for drug creation because of its well-known crystal structure and druggable active site.…”