Eco-friendly Solventless Synthesis of 5-Indolylpyrimido[4,5-d]pyrimidinones and Their Antimicrobial Activity

Abstract

A series of 5-indolylpyrimido [4,5-d]pyrimidinones (4a-h) were obtained by multi-component reaction of 3-formylindole (1), thiobarbituric acid/barbituric acid (2) and thiourea/urea (3) under microwave irradiation in dry media. Secondly, grinding together neat reactants also gave the titled compounds in good yields. All the synthesized compounds have been characterized on the basis of elemental analyses and spectral data (IR, 1 H NMR and Mass). Representative compounds were also evaluated for their antimicrobial activity against Rhizopus stolonifer, Fusarium oxysporum, Escherichia coli, and Pseudomonas aeruginosa at different concentrations. Some of the compounds showed promising activity.

Synthesis, In Vitro Cytotoxicity and Bleomycin‐Dependent DNA Damage Evaluation of Some Heterocyclic‐Fused Pyrimidinone Derivatives

“…Isoxazolo[5,4‐ d ]pyrimidinones and pyrazolo[3,4‐ d ]pyrimidinones are potent anticancer agents . Pyrimido[4,5‐ d ]pyrimidinones display significant antitumor, anti‐inflammatory, and antimicrobial activities, prevention of nucleoside and nucleobase reversal of antifolate cytotoxicity and the inhibition of cellular proliferation in breast cancer . According to the above‐mentioned findings and in the persistence of our strategies for the synthesis of novel bioactive heterocycles, we report here the synthesis of some heterocycles fused with pyrimidinone ring with the objective of evaluating their cytotoxicity and bleomycin‐dependent DNA damage activities.…”

Introducing an Effective Nanocatalytic for the One-Pot Synthesis and Investigation of Biological Properties of Pyranopyrimidinone and Xanthene Derivatives

“…Pyranopyrimidinone and xanthene derivatives are widely used in pharmaceutical chemistry [1]. This group of organic compounds have various pharmaceutical activities such as antiviral2, antibacterial3, antitumor [4], hepatoprotective [5], antifungal activities [6], in the food industry as additives [7] and anti-inflammatory properties [8]. In order to synthesize this class of compounds, several methods have been reported, including the reaction of the palladium-catalysed cyclisation [9][10][11][12], different Lewis acids such as NbCl2 [13][14][15][16] and Brønsted acids [17][18][19][20].…”

Synthesis of Bioactive Heterocycles from 6-amino-4-(2-chloro-5-nitrophenyl)-3-methyl-1,4-dihydropyrano[2,3-c] pyrazole-5-carbonitrile

“…14 As well as, pyrimidinone derivatives have extensive applications as structural units of various biologically important molecules and as useful intermediates in medicinal chemistry 15 and pyranopyrimidinones compounds showed considerable pharmaceutical and biological activities, including anticancer, antitumor, antimalarial, antibacterial, antihypertensive, anti-inflammatory, hepatoprotective, cardiotonic, vasodilator, bronchiodilator, antifolate, and antiallergic activities. [16][17][18][19][20][21][22][23][24][25][26][27][28] They are also used in the preparation of dyes and pigments flavoring agents, 29,30 and in luminescence chemistry. 31 Over the past decades, significant efforts have been devoted to develop the synthesis of pyrimidinethione derivatives, 32,33 as they are considered versatile synthons for the construction of many heterocycles of synthetic and biological importance.…”