861967-99-9Relevant academic research and scientific papers
Synthesis, biological evaluation and molecular docking studies against EGFR tyrosine kinase of 3,5-bis(Substituted benzylidene)-1-ethylpiperidin-4-one analogues
Ahsan, Mohamed Jawed,Saini, Deepak,Sharma, Piush,Jadav, Surender Singh,Bakht, Mohammad Afroz,Salahuddin,Alluri, Ramesh,Faiyazuddin, Md
, p. 710 - 720 (2021/09/30)
Cancer is one of the leading causes of death. The aim of the present study was to syn-thesize and investigate the anticancer and antioxidant activities of some 3,5-bis(substituted benzyl-idene)-1-ethylpiperidin-4-one analogues (4a-g). The 3,5-bis(substituted benzylidene)-1-ethylpiperidin-4-one analogues (4a-g) were prepared from the precursor, piperidin-4-one hydrochloride (1). The initial step involved the synthesis of inter-mediates, 3,5-bis(substituted benzylidene)piperidin-4-one analogues (3a-g) followed by their eth-ylation with C2H5I in acetone and K2CO3 to obtain the title compounds (4a-g). The Fourier trans-form infrared (FTIR), nuclear magnetic resonance (1H &13C NMR), mass spectrometry and mi-croanalysis were used to characterize the title compounds (4a-g). All the compounds were further evaluated for their anticancer activity by SRB assay and NCI US protocol, while the antioxidant activity was evaluated by DPPH free radical assay. All the title compounds (4a-g) were subjected to molecular docking studies against EGRF tyrosine kinase, a potential target for anticancer agents, to study the possible mode of interaction of our compounds with the molecular target. The compound 4g showed significant anticancer activity with GI50 of 28.2 μM against MCF-7 (Breast cancer cell line). The antioxidant activity of compound 4g (IC50 = 14.98±0.91 μM) was found to be comparable to the standard drug ascorbic acid. The binding modes of compounds 4a-g against the molecular target EGFR tyrosine kinase were also studied. The structure-activity rela-tionship (SAR) was also studied. The compound 4g showed significant anticancer activity with GI50 of 28.2 μM against MCF-7 (Breast cancer cell line). The antioxidant activity of the compound, 4g was found to be comparable to the standard drug ascorbic acid, while its anticancer activity was found to be less than that of the standard drug adriamycin.
Synthesis of Curcumin Analogues as Potential Antioxidant, Cancer Chemopreventive Agents
Youssef, Khairia M.,El-Sherbeny, Magda A.,El-Shafie, Faiza S.,Farag, Hassan A.,Al-Deeb, Omar A.,Awadalla, Sit Albanat A.
, p. 42 - 54 (2007/10/03)
New series of 3,5-bis(substituted benzylidene)-4-piperidones, 2,7-bis(substituted benzylidene)cycloheptanones, 1,5-bis(substituted phenyl)-1,4-pentadien-3-ones, 1,7-bis(substituted phenyl)-1,6-heptadien-3,5-diones, 1,1-bis(substituted cinnamoyl)-cyclopentanes, and 1,1-bis(substituted cinnamoyl)cyclohexanes have been synthesized and tested for their antioxidant activity. Among the tested compounds, compounds II 4, II9 II10, II11, V1, and V4 exhibited higher free radical scavenger activity with % inhibition values of 90.71, 91.24, 96.91, 94.26, 99.23, and 99.85%, respectively. Moreover, compound V1 is the safest member toward peripheral multinuclear neutrophils (PMNs) with a % viability value of 91%. Detailed synthesis, spectroscopic, and biological data are reported.
