Discovery of 3,4-dihydropyrimidin-2(1H)-ones with inhibitory activity against HIV-1 replication

Kim, Jun Won; Park, Changmin; Ok, Taedong; So, Wonyoung; Jo, Mi-Na; Seo, Mi Sook; Kim, Youngmi; Sohn, Jae Hak; Park, Young-Sam; Ju, Moon Kyeong; Kim, Junghwan; Han, Sung‐Jun; Kim, Tae-Hee; Cechetto, Jonathan; Nam, Jiyoun; Sommer, Peter; No, Zaesung

doi:10.1016/j.bmcl.2011.12.090

Cited by 36 publications

(23 citation statements)

References 27 publications

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“…At the same time, ultrasonic irradiation has been comprehensively employed in organic conversions in recent years [10]. Biginelli adducts have been found to exert promising biological properties such as calcium channel blockers [11], anti-HIV [12], antioxidant [13], anticancer [14,15], antimicrobial [16], anti-tuberculosis [17], and anti-inflammatory activity [18]. This noteworthy medicinal profile of dihydropyrimidinones ( Fig.…”

Section: Introductionmentioning

confidence: 99%

Exploration of catalytic performance of nano-La2O3 as an efficient catalyst for dihydropyrimidinone/thione synthesis and gas sensing

et al. 2019

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In the present work, we report an proficient, elegant, and rapid one-pot synthesis of variety of 3,4-dihydropyrimidine-2(1H)one/thione derivatives from β-dicarbonyl compounds, urea/thiourea, and various aromatic aldehydes using nano-La 2 O 3 catalyst under ultrasonic irradiation. This novel synthetic strategy benefits with excellent yields, short reaction time, benign reaction conditions, clean transformation, and purification of products by non-chromatographic strategies. In addition, the synthesized nano-material was also explored as an effective gas sensor for NO 2 , LPG, methyl alcohol, and ammonia. The gas-sensing properties such as selectivity and sensitivity of selected gases along with response and recovery for nano-La 2 O 3 sensor are reported in this paper. In this way, conferring nano-La 2 O 3 is a multifunctional catalyst not only for organic synthesis but also for gas sensing. The synthesized La 2 O 3 nano-material was characterized by Fourier transform IR, powder X-ray diffraction, field-emission scanning electron microscopy, high-resolution transmission electron microscopy, energy-dispersive spectroscopy, and Brunauer-Emmett-Teller isotherm. The formation of Biginelli adducts was confirmed by Fourier transform IR, 1 HNMR, 13 CNMR, DEPT-135 (distortionless enhancement by polarization transfer spectra), and mass spectral techniques. Graphical abstractKeywords Nano-La 2 O 3 catalyst · 3,4-Dihydropyrimidine-2(1H)-ones/thiones · Ultrasonic irradiation · Gas sensing and BET

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Section: Introductionmentioning

confidence: 99%

Exploration of catalytic performance of nano-La2O3 as an efficient catalyst for dihydropyrimidinone/thione synthesis and gas sensing

et al. 2019

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“…Among these, compounds f, g, i, and j exhibited high activity against S. aureus; compounds a, b, e, and c [14] showed moderate activity against S. aureus. Compounds a-j showed moderate activity against bacteria S. typhi [14,33,34]. The significant range of zone of inhibition observed from DHPMs was described in Supplemental Information 3.…”

Section: Antibacterial Activity Of Synthesized Compoundsmentioning

confidence: 99%

Synthesis, antibacterial studies, and molecular modeling studies of 3,4-dihydropyrimidinone compounds

Ramachandran

Arumugasamy²,

Edayadulla

et al. 2015

J Chem Biol

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The syntheses of dihydropyrimidinones (DHPMs) using solvent-free grindstone chemistry method. All the synthesized compounds exhibited significant activity against pathogenic bacteria. The current effort has been developed to obtain new DHPM derivatives that focus on the bacterial ribosomal A site RNA as a drug target. Molecular docking simulation analysis was applied to confirm the target specificity of DHPMs. The crystal structure of bacterial 16S rRNA and human 40S rRNA was taken as receptors for docking. Finally, the docking score, binding site interaction analysis revealed that DHPMs exhibit more specificity towards 16S rRNA than known antibiotic amikacin. Accordingly, targeting the bacterial ribosomal A site RNA with potential drug leads promises to overcome the bacterial drug resistance. Even though, anti-neoplastic activities of DHPMs were also predicted through prediction of activity spectra for substances (PASS) tool. Further, the results establish that the DHPMs can serve as perfect leads against bacterial drug resistance.

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“…Singh and co-workers [68] reported the antifungal activity of Biginelli adducts against three species of fungi, among them are Aspergillus niger and Trichoderma hammatum. Thirty four dihydropyrimidinones were synthesized and the molecule 10 ( Figure 11) was found to exhibit significant inhibitory activity against HIV-1 in a cell-based assay [69]. Recently, Kim and co-workers disclosed the anti-HIV activity of a series of dihydropyrimidinones.…”

Section: Biological Significance Of 34-dihydropyrimidin-2(1h)-ones/-mentioning

confidence: 99%

Organocatalyzed Biginelli Reactions

Fátima

Terra

Neto

et al. 2015

Green Synthetic Approaches for Biologically Relevant Heterocycles

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Discovery of 3,4-dihydropyrimidin-2(1H)-ones with inhibitory activity against HIV-1 replication

Cited by 36 publications

References 27 publications

Exploration of catalytic performance of nano-La2O3 as an efficient catalyst for dihydropyrimidinone/thione synthesis and gas sensing

Exploration of catalytic performance of nano-La2O3 as an efficient catalyst for dihydropyrimidinone/thione synthesis and gas sensing

Synthesis, antibacterial studies, and molecular modeling studies of 3,4-dihydropyrimidinone compounds

Organocatalyzed Biginelli Reactions

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