Synthesis and antimicrobial activities of novel 1,2,4-triazolo [3,4- a ] phthalazine derivatives

Zhang, Qiurong; Xue, Deng‐Qi; He, Peng; Shao, Kun‐Peng; Chen, Peng‐Ju; Gu, Yifei; Ren, Jing; Shan, Lihong; Liu, Hong‐Min

doi:10.1016/j.bmcl.2013.12.010

Cited by 37 publications

(13 citation statements)

References 16 publications

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“…Kant and co-workers reported that 1,2,3-triazole linked chalcone and flavone hybrids showed activity against Gram-positive bacteria ( Staphylococcus aureus , Enterococcus faecalis ) and Gram-negative bacteria ( Escherichia coli , Pseudomonas aeruginosa , Shigella boydii , Klebsiella pneumoniae ) with MIC values in the range of 6.25–100 µg/mL [ 53 ]. In turn, 1,2,4-triazolo[3,4a]phthalazine derivatives showed inhibitory activity against Staphylococcus aureus (MIC 16–128 µg/mL) [ 54 ].…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Antimicrobial Activity of 4-Substituted 1,2,3-Triazole-Coumarin Derivatives

et al. 2018

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A new series of coumarin-1,2,3-triazole conjugates with varied alkyl, phenyl and heterocycle moieties at C-4 of the triazole nucleus were synthesized using a copper(I)-catalysed Huisgen 1,3-dipolar cycloaddition reaction of corresponding O-propargylated coumarin (3) or N-propargylated coumarin (6) with alkyl or aryl azides. Based on their minimal inhibitory concentrations (MICs) against selected microorganisms, six out of twenty-six compounds showed significant antibacterial activity towards Enterococcus faecalis (MIC = 12.5–50 µg/mL). Moreover, the synthesized triazoles show relatively low toxicity against human erythrocytes.

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Section: Resultsmentioning

confidence: 99%

Synthesis and Antimicrobial Activity of 4-Substituted 1,2,3-Triazole-Coumarin Derivatives

et al. 2018

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“…Elemental analyses were performed at the Microanalytical Center, Al-Azhar University. Compounds 1a–c 21 , 2a,b 32 and 3a,b 33 , 9 and 10 34 were prepared following reported procedures.…”

Section: Methodsmentioning

confidence: 99%

Design and synthesis of phthalazine-based compounds as potent anticancer agents with potential antiangiogenic activity via VEGFR-2 inhibition

Elmeligie

AboulMagd

Lasheen

et al. 2019

Journal of Enzyme Inhibition and Medicinal Chemistry

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In the designed compounds, either a biarylamide or biarylurea moiety or an N-substituted piperazine motif was linked to position 1 of the phthalazine core. The anti-proliferative activity of the synthesised compounds revealed that eight compounds ( 6b, 6e, 7b, 13a, 13c, 16a, 16d and 17a ) exhibited excellent broad spectrum cytotoxic activity in NCI 5-log dose assays against the full 60 cell panel with GI 50 values ranging from 0.15 to 8.41 µM. Moreover, the enzymatic assessment of the synthesised compounds against VEGFR-2 tyrosine kinase showed the significant inhibitory activities of the biarylureas ( 12b, 12c and 13c ) with IC 50 s of 4.4, 2.7 and 2.5 μM, respectively, and with 79.83, 72.58 and 71.6% inhibition of HUVEC at 10 μM, respectively. Additionally, compounds ( 7b, 13c and 16a) were found to induce cell cycle arrest at S phase boundary. Compound 7b triggered a concurrent increase in cleaved caspase-3 expression level, indicating the apoptotic-induced cell death.

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“…Compounds 4a, 4b and 4c were prepared by the reaction of 3 with trimethoxy methane, benzoyl chloride and acetyl chloride in dioxane, respectively [19,20]. According to our previously reported method [21], compounds 4a, 4b and 4c reacted further with appropriate nitrogen-containing heterocyclic compound in N, N-dimethylformamide to yield the target compounds of 5aed, 6aeb and 7aed. The compounds 10aee were synthesized via a series of substituted anilines with 2-chloroacetyl chloride in the presence of Et 3 N in acetone at room temperature [10].…”

Section: Chemistrymentioning

confidence: 99%

Synthesis and anticancer activities of novel 1,2,4-triazolo[3,4-a]phthalazine derivatives

Xue

Zhang

Wang

et al. 2014

European Journal of Medicinal Chemistry

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Synthesis and antimicrobial activities of novel 1,2,4-triazolo [3,4- a ] phthalazine derivatives

Cited by 37 publications

References 16 publications

Synthesis and Antimicrobial Activity of 4-Substituted 1,2,3-Triazole-Coumarin Derivatives

Synthesis and Antimicrobial Activity of 4-Substituted 1,2,3-Triazole-Coumarin Derivatives

Design and synthesis of phthalazine-based compounds as potent anticancer agents with potential antiangiogenic activity via VEGFR-2 inhibition

Synthesis and anticancer activities of novel 1,2,4-triazolo[3,4-a]phthalazine derivatives

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