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A Novel Synthetic Compound (E)-5-((4-oxo-4H-chromen-3-yl)methyleneamino)-1-phenyl-1H-pyrazole-4-carbonitrile Inhibits TNFα-Induced MMP9 Expression via EGR-1 Downregulation in MDA-MB-231 Human Breast Cancer Cells

by 1, 1, 1,2, 3, 4, 4, 2,5 and 1,2,*
1
Department of Biological Sciences, Sanghuh College of Lifesciences, Koknkuk University, Seoul 05029, Korea
2
Cancer and Metabolism Institute, Konkuk University, Seoul 05029, Korea
3
UNIST Central Research Facilities, Ulsan National Institute of Science and Technology, Ulsan 44919, Korea
4
Department of Applied Chemistry, Dongduk Women’s University, Seoul 02748, Korea
5
Division of Bioscience and Biotechnology, BMIC, Konkuk University, Seoul 05029, Korea
*
Author to whom correspondence should be addressed.
Int. J. Mol. Sci. 2020, 21(14), 5080; https://doi.org/10.3390/ijms21145080
Received: 13 July 2020 / Accepted: 15 July 2020 / Published: 18 July 2020
Breast cancer is a common malignancy among women worldwide. Gelatinases such as matrix metallopeptidase 2 (MMP2) and MMP9 play crucial roles in cancer cell migration, invasion, and metastasis. To develop a novel platform compound, we synthesized a flavonoid derivative, (E)-5-((4-oxo-4H-chromen-3-yl)methyleneamino)-1-phenyl-1H-pyrazole-4-carbonitrile (named DK4023) and characterized its inhibitory effects on the motility and MMP2 and MMP9 expression of highly metastatic MDA-MB-231 breast cancer cells. We found that DK4023 inhibited tumor necrosis factor alpha (TNFα)-induced motility and F-actin formation of MDA-MB-231 cells. DK4023 also suppressed the TNFα-induced mRNA expression of MMP9 through the downregulation of the TNFα-extracellular signal-regulated kinase (ERK)/early growth response 1 (EGR-1) signaling axis. These results suggest that DK4023 could serve as a potential platform compound for the development of novel chemopreventive/chemotherapeutic agents against invasive breast cancer. View Full-Text
Keywords: EGR-1; flavonoid; (E)-5-((4-oxo-4H-chromen-3-yl)methyleneamino)-1-phenyl-1H-pyrazole-4-carbonitrile; MDA-MB-231; MMP9; TNFα EGR-1; flavonoid; (E)-5-((4-oxo-4H-chromen-3-yl)methyleneamino)-1-phenyl-1H-pyrazole-4-carbonitrile; MDA-MB-231; MMP9; TNFα
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MDPI and ACS Style

Jeong, M.; Jung, E.; Lee, Y.H.; Seo, J.K.; Ahn, S.; Koh, D.; Lim, Y.; Shin, S.Y. A Novel Synthetic Compound (E)-5-((4-oxo-4H-chromen-3-yl)methyleneamino)-1-phenyl-1H-pyrazole-4-carbonitrile Inhibits TNFα-Induced MMP9 Expression via EGR-1 Downregulation in MDA-MB-231 Human Breast Cancer Cells. Int. J. Mol. Sci. 2020, 21, 5080. https://doi.org/10.3390/ijms21145080

AMA Style

Jeong M, Jung E, Lee YH, Seo JK, Ahn S, Koh D, Lim Y, Shin SY. A Novel Synthetic Compound (E)-5-((4-oxo-4H-chromen-3-yl)methyleneamino)-1-phenyl-1H-pyrazole-4-carbonitrile Inhibits TNFα-Induced MMP9 Expression via EGR-1 Downregulation in MDA-MB-231 Human Breast Cancer Cells. International Journal of Molecular Sciences. 2020; 21(14):5080. https://doi.org/10.3390/ijms21145080

Chicago/Turabian Style

Jeong, Munki; Jung, Euitaek; Lee, Young H.; Seo, Jeong K.; Ahn, Seunghyun; Koh, Dongsoo; Lim, Yoongho; Shin, Soon Y. 2020. "A Novel Synthetic Compound (E)-5-((4-oxo-4H-chromen-3-yl)methyleneamino)-1-phenyl-1H-pyrazole-4-carbonitrile Inhibits TNFα-Induced MMP9 Expression via EGR-1 Downregulation in MDA-MB-231 Human Breast Cancer Cells" Int. J. Mol. Sci. 21, no. 14: 5080. https://doi.org/10.3390/ijms21145080

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