Analogue-based design, synthesis and molecular docking analysis of 2,3-diaryl quinazolinones as non-ulcerogenic anti-inflammatory agents

Manivannan, Elangovan; Chaturvedi, S.

doi:10.1016/j.bmc.2011.06.019

Cited by 62 publications

(30 citation statements)

References 40 publications

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“…In order to achieve more insight into the binding modes and to obtain further validations for the unusual properties, some selected quinazolinones were performed in molecular docking studies . The docked positions of these ligands revealed that the interactions have an effect on the inhibition of the enzyme and the binding interactions for this class of compounds are found to be mostly hydrophobic.…”

Section: Synthesismentioning

confidence: 99%

Remarkably flexible quinazolinones—synthesis and biological applications

Reddy

Sivaramakrishna

2019

Journal of Heterocyclic Chem

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Even though several quinazolinone derivatives have been synthesized, still there is a constant demand for designing and synthesis of new quinazolinone derivatives by fine‐tuning the electronic and steric properties of substituents due to their interesting structure‐based biological utilities and the versatile chemistry. While many of the synthetic routes are useful as building blocks in synthetic organic chemistry, the drawbacks of some of these methods like unsatisfactory or variable yields, prolonged reaction times, inadequate tolerance to other substrates, including the use of costly catalysts/reagents. This review article is mainly focused on various synthetic routes for the preparation of quinazolinones, their important properties and applications.

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Section: Synthesismentioning

confidence: 99%

Remarkably flexible quinazolinones—synthesis and biological applications

Reddy

Sivaramakrishna

2019

Journal of Heterocyclic Chem

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“…The cytotoxic properties of these compounds are mainly attributed to tubulin inhibition whereas their anti-inflammatory activity is predominantly elicited through the inhibition of cyclooxygenase (COX) enzymes (Fig. 1A)1, 3. Both activities require the diaryl pharmacophore with a cis -olefin configuration 4 .…”

Section: Introductionmentioning

confidence: 99%

2,3-Diaryl-3 H -imidazo[4,5- b ]pyridine derivatives as potential anticancer and anti-inflammatory agents

Kirwen

Batra

Karthikeyan

et al. 2017

Acta Pharmaceutica Sinica B

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In this study we examined the suitability of the 3H-imidazo[4,5-b]pyridine ring system in developing novel anticancer and anti-inflammatory agents incorporating a diaryl pharmacophore. Eight 2,3-diaryl-3H-imidazo[4,5-b]pyridine derivatives retrieved from our in-house database were evaluated for their cytotoxic activity against nine cancer cell lines. The results indicated that the compounds showed moderate cytotoxic activity against MCF-7, MDA-MB-468, K562 and SaOS2 cells, with K562 being the most sensitive among the four cancer cell lines. The eight 2,3-diaryl-3H-imidazo[4,5-b]pyridine derivatives were also evaluated for their COX-1 and COX-2 inhibitory activity in vitro. The results showed that compound 3f exhibited 2-fold selectivity with IC50 values of 9.2 and 21.8 µmol/L against COX-2 and COX-1, respectively. Molecular docking studies on the most active compound 3f revealed a binding mode similar to that of celecoxib in the active site of the COX-2 enzyme.

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“…含氮的杂环化合物广泛应用于合成工业的医药活性结构和中间体, 合成过程的保护基团, 手性助剂, 有机催化剂, 有机金属配体中. 在生物医学和农业科学有大量的文献报道 [2] , 如在抑菌 [3] 、抗炎 [4] 、抗肿瘤 [5] 、抗抑郁 [6] 、抗疟疾 [7] 等有广泛的应用, 同时在农业科学中亦可用作农药, 如除草剂 [8] 、杀虫剂等, 还可以作为染料 [9] 、荧光剂 [10] 更加绿色温和, 高产率地得到目标化合物. 并且催化剂用量少, 可回收重复利用(Eq.…”

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Progress in the Synthesis of N-Fused Heterocycles Catalyzed by Nanocrystalline Metal Oxides

Zhang¹,

Liu²,

Ma³

et al. 2017

Chin. J. Org. Chem.

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N-Fused heterocycles are an important class of organic compounds. As a basic scaffold of a wide variety of biologically active alkaloids and synthetic pharmaceuticals and agrochemicals, the construction methods of N-fused heterocycles have attracted much attention. Significant efforts have been devoted to the application of the nanocrystalline metal oxides as heterogeneous, efficient and environmentally friendly catalyst in organic reaction. This review provides a summary of the synthesis of the different kinds of N-fused heterocycles in recent 5 years catalyzed by the nanocrystalline metal oxides.

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Analogue-based design, synthesis and molecular docking analysis of 2,3-diaryl quinazolinones as non-ulcerogenic anti-inflammatory agents

Cited by 62 publications

References 40 publications

Remarkably flexible quinazolinones—synthesis and biological applications

Remarkably flexible quinazolinones—synthesis and biological applications

2,3-Diaryl-3 H -imidazo[4,5- b ]pyridine derivatives as potential anticancer and anti-inflammatory agents

Progress in the Synthesis of N-Fused Heterocycles Catalyzed by Nanocrystalline Metal Oxides

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