Synthesis and evaluation of 4-substituted coumarins as novel acetylcholinesterase inhibitors

Razavi, Seyyede Faeze; Khoobi, Mehdi; Nadri, Hamid; Sakhteman, Amirhossein; Moradi, Alireza; Emami, Saeed; Foroumadi, Alireza; Shafiee, Abbas

doi:10.1016/j.ejmech.2013.03.021

Cited by 103 publications

(46 citation statements)

References 23 publications

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“…Cells were sub-cultured in 96-well plates at a density of 10 4 cells (for MCF-7, HeLa, KYSE-30) or 5×10 4 cells (Jurkat) per well with or without auraptene and umbelliprenin (10,20, 40 μg/ml) for 24 and 48 h in a final volume of 100 μl. Auraptene and umbelliprenin were dissolved in DMSO.…”

Section: Mtt Assaymentioning

confidence: 99%

“…Coumarins are a wide class of natural and synthetic compounds that showed variety of pharmacological activities including antiinflammatory [8] , antioxidant [9] , antinociceptive [10] , hepatoprotective [11] , antithrombotic [12] , antiviral [13] , antimicrobial [14,15] , antituberculosis [16] , anticarcinogenic [17] , antidepressant [18] , antihyperlipidemic [19] and anticholinesterase [20] activities.…”

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confidence: 99%

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Comparison of Umbelliprenin and Auraptene in Cytotoxic Effects and Myeloid Cell Leukemia Type-1 (Mcl-1) Gene Expression

Motlagh¹,

Gholami²

2016

pharmaceutical-sciences

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Induction of apoptosis in tumour cells is one of the mechanisms of chemotherapy. Myeloid cell leukaemia type 1 is one of the Bcl-2 protein families that make an important role in chemo-resistance to drugs. Thus, down-regulation of myeloid cell leukaemia type 1 gene is one of the aims in chemotherapy. Umbelliprenin and auraptene are naturally occurring coumarins, which exhibit cytotoxic and apoptosis inducing capabilities. In this study, we compared the cytotoxicity of these two coumarins against some cancer cell lines by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay method. In the next step, we tested the effect of auraptene on myeloid cell leukaemia type 1 gene expression in Jurkat cells by real time polymerase chain reaction method. We found that umbelliprenin and auraptene possessed cytotoxic effect against the tested cancer cell lines. Auraptene is more cytotoxic than umbelliprenin. We also found that auraptene down-regulated myeloid cell leukaemia type 1 gene expression in a pattern that was different from umbelliprenin.

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Section: Mtt Assaymentioning

confidence: 99%

mentioning

confidence: 99%

Comparison of Umbelliprenin and Auraptene in Cytotoxic Effects and Myeloid Cell Leukemia Type-1 (Mcl-1) Gene Expression

Motlagh¹,

Gholami²

2016

pharmaceutical-sciences

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“…Donepezil, rivastigmine and galanthamine also carry heterocyclic rings and according to literature survey, most of the compounds that have exhibited Ache inhibition consists of heterocyclic ring systems including pyrazole and 1,2,4-triazole (5)(6)(7)(8)(9)(10)(11)(12)(13)(14). Besides Ache inhibitory activity, pyrazole and 1,2,4-triazole containing systems have a wide spectrum of biological activities such as antibacterial, antifungal, analgesic, antipyretic, antiinflammatory, antiviral, anticancer, antituberculosis, antiparasitic, antihyperglycemic, antidepression, antihypertensive, vasodilatory, anticonvulsant activity (5,9,10,(14)(15)(16).…”

Section: Introductionmentioning

confidence: 99%

Synthesis and cholinesterase inhibitory activity of some phenylacetamide derivatives bearing 1H-pyrazole and 1H-1,2,4-triazole

Tarikogullari¹,

Cizmecioglu²,

Saylam³

et al. 2015

Marmara Pharm J

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A group of N-phenylacetamide derivatives bearing five membered heterocyclic rings, pyrazole or 1,2,4-triazole, were synthesized to investigate their cholinesterase inhibitory activities. Acetylcholinesterase (Ache) and butyrylcholinesterase (Buche) inhibitory activities were evaluated by using ellman's spectroscopic method. results indicated that all of the compounds displayed moderate and selective Ache inhibitory activity and the most active compound was 2-(1H-1,2,4-triazole-1-yl)-N-(3-methoxyphenyl)acetamide with an ıc 50 value of 6.68 mM. Docking studies were also carried out for the most active compound.

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“…In view of these facts, although extensive studies on the diverse bioactivity of 5-arylidene-rhodanines have been reported, the antiacetylcholinesterase (AChE) activities of these prototypes have never appeared in the literature. Accordingly as part of our ongoing studies in developing new anti-AChE agents [15][16][17][18] , we have synthesized 5-benzylidenerhodanine-3-acetamides and evaluated their inhibitory activity against AChE. Also, the intermediate compounds 5-arylidene-rhodanine-3-acetic acids were screened for 15-lipoxygenase (15-LOX) inhibitory activity.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and biological evaluation of 5-benzylidenerhodanine-3-acetic acid derivatives as AChE and 15-LOX inhibitors

Shafii

Khoobi

Amini

et al. 2015

Journal of Enzyme Inhibition and Medicinal Chemistry

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Synthesis and evaluation of 4-substituted coumarins as novel acetylcholinesterase inhibitors

Cited by 103 publications

References 23 publications

Comparison of Umbelliprenin and Auraptene in Cytotoxic Effects and Myeloid Cell Leukemia Type-1 (Mcl-1) Gene Expression

Comparison of Umbelliprenin and Auraptene in Cytotoxic Effects and Myeloid Cell Leukemia Type-1 (Mcl-1) Gene Expression

Synthesis and cholinesterase inhibitory activity of some phenylacetamide derivatives bearing 1H-pyrazole and 1H-1,2,4-triazole

Synthesis and biological evaluation of 5-benzylidenerhodanine-3-acetic acid derivatives as AChE and 15-LOX inhibitors

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