title: An Efficient One-Pot Protocol for the Synthesis of Substituted 3,4-Dihydropyrimidin-2(1H)-ones Using Metallophthalocyanines (MPcs) as Potent Heterogeneous Catalysts: Synthesis, Characterization, Aggregation and Antimicrobial Activity.
abstract: In this study, novel phthalonitrile3and their corresponding metal-free4and metallophthalocyanine derivatives5-7bearing 2-isopropenyl-4-methoxy-1-methylbenzene groups were synthesized and characterized. 3,4-Dihydropyrimidinones have been synthesized by a modified Biginelli-type reaction with various metallophthalocyanines5-7as catalysts. Compared to the classical Biginielli reaction, the new method has the advantages of good yield and short reaction time. Among the various metallophthalocyanines studied, cobalt (II)-phthalocyanine was found to be most active for this transformation. The newly prepared compounds were characterized using elemental analyses, MS, IR, ¹H/13C-NMR and UV-Vis spectroscopy. In addition; the 3,4-dihydropyrimidinones (DHPMs)8-12were investigated for antimicrobial activities and revealed good activity. The minimum inhibitory concentration (MIC) was determined by the microdilution technique in Mueller-Hinton broth. The MICs were recorded after 24 hours of incubation at 37 °C. These results are promising, showing these compounds are biologically active.
authors.affiliation: Research Laboratory of Environmental Sciences and Technologies (LR16ES09), Higher Institute of Environmental Sciences and Technology, University of Carthage, Hammam-Lif 2050, Tunisia. naceur.hamdi@isste.rnu.tn.|Chemistry Department, College of Science and Arts, Qassim University, Al-Rass 51921, Saudi Arabia. naceur.hamdi@isste.rnu.tn.
authors.forename: Naceur
authors.initials: N
authors.lastname: Hamdi
authors.affiliation: Research Laboratory of Environmental Sciences and Technologies (LR16ES09), Higher Institute of Environmental Sciences and Technology, University of Carthage, Hammam-Lif 2050, Tunisia. rawdha.medyoni@gmail.com.
authors.forename: Rawdha
authors.initials: R
authors.lastname: Medyouni
authors.affiliation: Research Laboratory of Environmental Sciences and Technologies (LR16ES09), Higher Institute of Environmental Sciences and Technology, University of Carthage, Hammam-Lif 2050, Tunisia. bilelhalouma@gmail.com.
authors.forename: Hallouma
authors.initials: H
authors.lastname: Bilel
authors.affiliation: Zoology Department, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia. lamjed.mansour@gmail.com.
authors.forename: Lamjed
authors.initials: L
authors.lastname: Mansour
authors.affiliation: Área de Química Inorgánica-CIESOL, Universidad de Almería, 04120, Almería, Spain. romerosa@ual.es.
authors.forename: Antonio
authors.initials: A
authors.lastname: Romerosa
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D007211:Indoles / Q000737:chemistry*; D054833:Isoindoles; D008670:Metals / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000494:pharmacology*; D012997:Solvents; D013057:Spectrum Analysis
chemical_list: D000890:Anti-Infective Agents; D007211:Indoles; D054833:Isoindoles; D008670:Metals; D011743:Pyrimidines; D012997:Solvents; C013647:phthalocyanine
keywords: Biginelli reaction; aggregation; antimicrobial activity; dihydropyrimidinones; metallophthalocyanine derivatives