Synthesis and docking studies on styryl chromones exhibiting cytotoxicity in human breast cancer cell line

Bhatnagar, Seema; Sahi, Shakti; Kackar, Puneet; Kaushik, Sushmita; Dave, Manan K.; Shukla, Akshara; Goel, Ashita

doi:10.1016/j.bmcl.2010.05.108

Cited by 16 publications

(4 citation statements)

References 7 publications

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“…Several chemical features supposed to be critical for binding to the aromatase active site have been proposed, such as an heterocyclic ring (imidazole or 1,3,4-triazole) linked by a methylene unit and an H-bond accepting group (CN, NO 2 , Br) located on the aromatic ring of the chromone core at a suitable distance from the heterocyclic nitrogen carrying the lone pair . Moreover, it was found that styrylchromones exhibit selectivity for estrogen receptor beta binding and antiproliferative activity in human breast cancer cell lines …”

Section: Biological Interest Of Simple Chromonesmentioning

confidence: 99%

Chromone: A Valid Scaffold in Medicinal Chemistry

et al. 2014

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The last few decades have provided stunning progresses in the understanding of physiopathology of several diseases. The remarkable progress in research fields, like genetics, immunology, neurobiology, among others, as well as the advent of more powerful tools, have made it possible to characterize, monitor, and understand far more of the basis of physiology and disease. However, for some diseases the treatment remains a problematic issue as the efforts performed so far were not translated into therapeutic solutions. Notwithstanding the steady increase in the total amount of FCUP

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Section: Biological Interest Of Simple Chromonesmentioning

confidence: 99%

Chromone: A Valid Scaffold in Medicinal Chemistry

et al. 2014

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“…In the search for new efficient anticancer drugs, chromones in particular carboxamides, can play an important role as demonstrated by the growing interest toward this class of compounds. Indeed, several chromone carboxamides have been reported as potent and selective cytotoxic agents (Bhatnagar et al, 2010, Nam et al, 2010, Valdameri et al, 2012, Redda et al, 2014 and others were evaluated as monoamine oxidase inhibitors or adenosine receptor ligands .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and evaluation of chromone-2-carboxamide derivatives as cytotoxic agents and 5-lipoxygenase inhibitors

et al. 2016

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In the present study, we prepared a series of 21 chromone carboxamide derivatives bearing diverse amide side chains. Their potency to inhibit the proliferation of breast (MCF-7), ovarian (OVCAR and IGROV), and colon (HCT-116) cancer cell lines, was evaluated in vitro using the MTT assay. Among these compounds, 13 showed promising cytotoxic activity against at least one cancer cell line with IC 50 in the range 0.9-10 μM. Our compounds were also screened for their anti-inflammatory activity as putative inhibitors of 5-lipoxygenase. Structure-activity relationships studies on our chromone carboxamide derivatives revealed that the presence of a 6fluoro substituent on the chromone nucleus (R 1) or propyl and 3-ethylphenyl groups on the amide side chain (R 2) has a positive impact on the cytotoxic activity. In terms of the anti-inflammatory activity, hydrophilic chromone carboxamide derivatives showed greater 5-lipoxygenase inhibition. The physico-chemical properties of chromone carboxamides are in accordance with the general requirements of drug development process and ligand efficiency values allow further structure optimization, with compound 4b as a lead. Keywords Chromone carboxamides • Cytotoxic activity • Anti-inflammatory effect • Lipophilicity • SAR

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“…This secondary metabolite, chromone and its derivatives are known to induce cytotoxic effects in breast cancer cell lines [13,14]. Hence, we report the coordination reactions of [Re(CO) 5 Br] with the diimines: N, N'-bis(2-amino-3-imino)methylenechromone-1,2-ethane (chret) and N,N ' -bis((3-chromone)methylene)benzene-1,2-diamine (chb) to afford a novel dinuclear rhenium(I) compound, fac-(Re(CO) 3 Br) 2 (m-chret) (1) and a mononuclear compound fac-[Re(CO) 3 (bzch)Br] (2) [bzch ¼ 2-benzimidazole-4H-chromen-4-one].…”

Section: Introductionmentioning

confidence: 99%