Novel 1,3,4-oxadiazole induces anticancer activity by targeting NF-κB in hepatocellular carcinoma cells

Aberrant activation of NF-κB is linked with the progression of human malignancies including hepatocellular carcinoma (HCC), and blockade of NF-κB signaling could be a potential target in the treatment of several cancers. Therefore, designing of novel small molecule inhibitors that target NF-κB ac...

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Main Authors: Mohan, C., Anilkumar, N., Rangappa, S., Shanmugam, M., Mishra, S., Chinnathambi, A., Alharbi, S., Bhattacharjee, A., Sethi, G., Kumar, Alan Prem, Basappa, Rangappa, K.
Format: Journal Article
Published: Frontiers Research Foundation 2018
Online Access:http://hdl.handle.net/20.500.11937/67557
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author Mohan, C.
Anilkumar, N.
Rangappa, S.
Shanmugam, M.
Mishra, S.
Chinnathambi, A.
Alharbi, S.
Bhattacharjee, A.
Sethi, G.
Kumar, Alan Prem
Basappa
Rangappa, K.
author_facet Mohan, C.
Anilkumar, N.
Rangappa, S.
Shanmugam, M.
Mishra, S.
Chinnathambi, A.
Alharbi, S.
Bhattacharjee, A.
Sethi, G.
Kumar, Alan Prem
Basappa
Rangappa, K.
author_sort Mohan, C.
building Curtin Institutional Repository
collection Online Access
description Aberrant activation of NF-κB is linked with the progression of human malignancies including hepatocellular carcinoma (HCC), and blockade of NF-κB signaling could be a potential target in the treatment of several cancers. Therefore, designing of novel small molecule inhibitors that target NF-κB activation is of prime importance in the treatment of several cancers. In the present work, we report the synthesis of series of 1,3,4-oxadiazoles, investigated their anticancer potential against HCC cells, and identified 2-(3-chlorobenzo[b]thiophen-2-yl)-5-(3-methoxyphenyl)-1,3,4-oxadiazole (CMO) as the lead compound. Further, we examined the effect of CMO on cell cycle distribution (flow cytometry), apoptosis (annexin V-propidium iodide-FITC staining), and phosphorylation of NF-κB signaling pathway proteins (IκB and p65) in HCC cells. We found that CMO induced antiproliferative effect in dose- and time-dependent manner. Also, CMO significantly increased the percentage of sub-G1 cell population and induced apoptosis. Furthermore, CMO found to decrease the phosphorylation of IκB (Ser 32) in the cytoplasmic extract and p65 (Ser 536) in the nuclear extract of HCC cells. It also abrogated the DNA binding ability and transcriptional activity of NF-κB. CMO induced the cleavage of PARP and caspase-3 in a time-dependent manner. In addition, transfection with p65 small interfering RNA blocks CMO-induced caspase-3/7 activation. Molecular docking analysis revealed that CMO interacts with the hydrophobic region of p65 protein. Thus, we are reporting CMO as an inhibitor of NF-κB signaling pathway.
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institution Curtin University Malaysia
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publishDate 2018
publisher Frontiers Research Foundation
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spelling curtin-20.500.11937-675572018-07-13T03:27:43Z Novel 1,3,4-oxadiazole induces anticancer activity by targeting NF-κB in hepatocellular carcinoma cells Mohan, C. Anilkumar, N. Rangappa, S. Shanmugam, M. Mishra, S. Chinnathambi, A. Alharbi, S. Bhattacharjee, A. Sethi, G. Kumar, Alan Prem Basappa Rangappa, K. Aberrant activation of NF-κB is linked with the progression of human malignancies including hepatocellular carcinoma (HCC), and blockade of NF-κB signaling could be a potential target in the treatment of several cancers. Therefore, designing of novel small molecule inhibitors that target NF-κB activation is of prime importance in the treatment of several cancers. In the present work, we report the synthesis of series of 1,3,4-oxadiazoles, investigated their anticancer potential against HCC cells, and identified 2-(3-chlorobenzo[b]thiophen-2-yl)-5-(3-methoxyphenyl)-1,3,4-oxadiazole (CMO) as the lead compound. Further, we examined the effect of CMO on cell cycle distribution (flow cytometry), apoptosis (annexin V-propidium iodide-FITC staining), and phosphorylation of NF-κB signaling pathway proteins (IκB and p65) in HCC cells. We found that CMO induced antiproliferative effect in dose- and time-dependent manner. Also, CMO significantly increased the percentage of sub-G1 cell population and induced apoptosis. Furthermore, CMO found to decrease the phosphorylation of IκB (Ser 32) in the cytoplasmic extract and p65 (Ser 536) in the nuclear extract of HCC cells. It also abrogated the DNA binding ability and transcriptional activity of NF-κB. CMO induced the cleavage of PARP and caspase-3 in a time-dependent manner. In addition, transfection with p65 small interfering RNA blocks CMO-induced caspase-3/7 activation. Molecular docking analysis revealed that CMO interacts with the hydrophobic region of p65 protein. Thus, we are reporting CMO as an inhibitor of NF-κB signaling pathway. 2018 Journal Article http://hdl.handle.net/20.500.11937/67557 10.3389/fonc.2018.00042 http://creativecommons.org/licenses/by/4.0/ Frontiers Research Foundation fulltext
spellingShingle Mohan, C.
Anilkumar, N.
Rangappa, S.
Shanmugam, M.
Mishra, S.
Chinnathambi, A.
Alharbi, S.
Bhattacharjee, A.
Sethi, G.
Kumar, Alan Prem
Basappa
Rangappa, K.
Novel 1,3,4-oxadiazole induces anticancer activity by targeting NF-κB in hepatocellular carcinoma cells
title Novel 1,3,4-oxadiazole induces anticancer activity by targeting NF-κB in hepatocellular carcinoma cells
title_full Novel 1,3,4-oxadiazole induces anticancer activity by targeting NF-κB in hepatocellular carcinoma cells
title_fullStr Novel 1,3,4-oxadiazole induces anticancer activity by targeting NF-κB in hepatocellular carcinoma cells
title_full_unstemmed Novel 1,3,4-oxadiazole induces anticancer activity by targeting NF-κB in hepatocellular carcinoma cells
title_short Novel 1,3,4-oxadiazole induces anticancer activity by targeting NF-κB in hepatocellular carcinoma cells
title_sort novel 1,3,4-oxadiazole induces anticancer activity by targeting nf-îºb in hepatocellular carcinoma cells
url http://hdl.handle.net/20.500.11937/67557