Synthesis of ferrocenyl pyrazoles by the reaction of (2-formyl-1-chlorovinyl)ferrocene with hydrazines

Zora, Metin; Görmen, Meral

doi:10.1016/j.jorganchem.2007.07.029

Cited by 57 publications

(33 citation statements)

References 70 publications

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“…Acta Pharmacologica Sinica npg substituted heterocyclic compounds have been reported to be potential pharmaceuticals [18][19][20][21][22] . To find more bioactive molecules, including effective anti-cancer reagents, we previously reported the synthesis of novel 1-ferrocenyl-2-(5-phenyl-1H-1,2,4-triazol-3-ylthio)ethanone derivatives and performed X-ray crystal structure and optical property analyses of these compounds [23] .…”

Section: Wwwchinapharcom LI Y Et Almentioning

confidence: 99%

Novel ferrocenyl derivatives exert anti-cancer effect in human lung cancer cells in vitro via inducing G1-phase arrest and senescence

Han

et al. 2013

Acta Pharmacol Sin

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Aim: To investigate the effects of 7 novel 1-ferrocenyl-2-(5-phenyl-1H-1,2,4-triazol-3-ylthio) ethanone derivatives on human lung cancer cells in vitro and to determine the mechanisms of action. Methods: A549 human lung cancer cells were examined. Cell viability was analyzed with MTT assay. Cell apoptosis and senescence were examined using Hoechst 33258 and senescence-associated-β-galactosidase (SA-β-gal) staining, respectively. LDH release was measured using a detection kit. Cell cycle was analyzed using a flow cytometer. Intracellular ROS level was measured with the 2′,7′-dichlorodihydrofluorescein probe. Phosphorylation of p38 was determined using Western blot. Results: Compounds 5b, 5d, and 5e (40 and 80 µmol/L) caused significant decrease of A549 cell viability, while other 4 compounds had no effect on the cells. Compounds 5b, 5d, and 5e (80 µmol/L) induced G 1 -phase arrest (increased the G 1 population by 22.6%, 24.23%, and 26.53%, respectively), and markedly increased SA-β-gal-positive cells. However, the compounds did not cause nuclear DNA frag mentation and chromatin condensation in A549 cells. Nor did they affect the release of LDH from the cells. The compounds significantly elevated the intracellular ROS level, decreased the mitochondrial membrane potential, and increased p38 phosphorylation in the cells. In the presence of the antioxidant and free radical scavenger N-acetyl-L-cysteine (10 mmol/L), above effects of compounds 5b, 5d, and 5e were abolished. Conclusion: The compounds 5b, 5d, and 5e cause neither apoptosis nor necrosis of A549 cells, but exert anti-cancer effect via inducing G 1 -phase arrest and senescence through ROS/p38 MAP-kinase pathway.

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Section: Wwwchinapharcom LI Y Et Almentioning

confidence: 99%

Novel ferrocenyl derivatives exert anti-cancer effect in human lung cancer cells in vitro via inducing G1-phase arrest and senescence

Han

et al. 2013

Acta Pharmacol Sin

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“…Many reports have shown that the substitution of an aromatic group with ferrocenyl moiety in synthetic drugs, improves their biological activity with lesser side effect [33]- [35]. The antitumor activities of a series of ferrocenyl compounds showing lower toxicity in comparison to clinically used drugs has also been reported in literature [11]; [36], [37].…”

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confidence: 93%

Antimalarial, Anti-trypanosomiasis, Anti-HIV and Cytotoxicity Studies of Some Ferrocenyl Schiff bases

2017

Nov. 27-28, 2017 South Africa ASETWM-17, RCABES-17 &Amp; EBHSSS-17

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Abstract-An investigation into the potential biological application of a series of Ferrocenyl Schiff bases (compounds 5-12) was carried out by evaluating their antimalarial, antitrypanosomiasis, antiHIV activities and toxicity towards HeLa cells. The synthesized ferrocenyl Schiff bases (5-12) were found to exhibit higher biological activities investigated in this study than their precursors (Compounds 1-4). Among the derivatives compound 5 and 7 showed appreciable anti-trypanosomiasis activity. The anti-HIV activity showed that these compounds 5-12 have significant anti-HIV activity up to about 66% enzyme inhibition in the case of compound 7. All the compounds showed low cytotoxicity towards HeLa cells.

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“…Due to its sweet odor, it was frequently used in perfumes since 1882. Coumarin and its derivatives extensively used as building block in heterocyclic synthetic chemistry for their versatile biological activities including antibacterial [2][3][4][5] antifungal [6][7][8][9][10], herbicidal [11], antitumor [12][13], anti-HIV [14], anticoagulant [15], anticonvulsant [16][17], anti-inflammatory [18][19], antimalarial [20] activities. In addition, these compounds are used as additives in food and cosmetics [21], dyes for tuning lasers [22][23][24][25].…”

Section: Introductionmentioning

confidence: 99%

Quinolin-6-Amines: Synthesis and Biological Evaluation

Panwar¹,

Chaudhary²,

Dubey³

et al. 2013

Indones. J. Chem.

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Some novel 2-{(chloromethoxy)methyl}thio-N-substituted phenyl-[1,2,4]triazolo [1,5-a] ABSTRAK Beberapa senyawa baru kuinolin-6-amin tersubstitusi 2-{(klorometoksi)metil}tio-N telah dihasilkan sebagai turunan dari 5-bromocoumarin. Semua senyawa yang disintesis telah dikarakterisasi melalui analsis unsur dan spektra (IR, H-NMR dan massa) dan diuji terhadap aktivitas antimikrobia, insentisida dan antelmintak.

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Synthesis of ferrocenyl pyrazoles by the reaction of (2-formyl-1-chlorovinyl)ferrocene with hydrazines

Cited by 57 publications

References 70 publications

Novel ferrocenyl derivatives exert anti-cancer effect in human lung cancer cells in vitro via inducing G1-phase arrest and senescence

Novel ferrocenyl derivatives exert anti-cancer effect in human lung cancer cells in vitro via inducing G1-phase arrest and senescence

Antimalarial, Anti-trypanosomiasis, Anti-HIV and Cytotoxicity Studies of Some Ferrocenyl Schiff bases

Quinolin-6-Amines: Synthesis and Biological Evaluation

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