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Tytuł:
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Synthesis and Evaluation of A New Series of Thiazole Derivatives as Potential Antitumor Agents and MMP Inhibitors.
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Autorzy:
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Kaplancikli ZA
Altıntop MD; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, 26470 Eskişehir, Turkey.
Atli O
Sever B
Baysal M
Temel HE
Demirci F; Department of Pharmacognosy, Faculty of Pharmacy, Anadolu University, 26470 Eskisehir, Turkey.
Ozdemir A; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, 26470 Eskişehir, Turkey.
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Źródło:
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Anti-cancer agents in medicinal chemistry [Anticancer Agents Med Chem] 2017; Vol. 17 (5), pp. 674-681.
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Typ publikacji:
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Journal Article
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Język:
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English
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Imprint Name(s):
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Publication: Amsterdam : Bentham Science Publishers
Original Publication: Sharjah, U.A.E. ; San Francisco, CA : Bentham Science Publishers, [2006]-
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MeSH Terms:
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Antineoplastic Agents/*pharmacology
Matrix Metalloproteinase Inhibitors/*pharmacology
Matrix Metalloproteinases/*metabolism
Thiazoles/*pharmacology
Animals ; Antineoplastic Agents/chemical synthesis ; Antineoplastic Agents/chemistry ; Cell Line, Tumor ; Cell Proliferation/drug effects ; Dose-Response Relationship, Drug ; Drug Screening Assays, Antitumor ; Humans ; Matrix Metalloproteinase Inhibitors/chemical synthesis ; Matrix Metalloproteinase Inhibitors/chemistry ; Mice ; Molecular Structure ; NIH 3T3 Cells ; Structure-Activity Relationship ; Thiazoles/chemical synthesis ; Thiazoles/chemistry
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Contributed Indexing:
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Keywords: Thiazole; anticancer activity; matrix metalloproteinase; oxadiazole; triazole
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Substance Nomenclature:
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0 (Antineoplastic Agents)
0 (Matrix Metalloproteinase Inhibitors)
0 (Thiazoles)
EC 3.4.24.- (Matrix Metalloproteinases)
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Entry Date(s):
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Date Created: 20160806 Date Completed: 20170905 Latest Revision: 20170906
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Update Code:
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20240104
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DOI:
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10.2174/1871520616666160802113620
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PMID:
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27491937
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Background: In recent years, the relationship between overexpression of matrix metalloproteinases (MMPs) and tumor invasion/metastasis has prompted researchers to develop MMP inhibitors as anticancer drugs.
Objective: The aim of this study was to design and synthesize new thiazole-based anticancer agents targeting MMPs.
Method: New thiazole derivatives were synthesized and investigated for their cytotoxic effects on A549 human lung adenocarcinoma, MCF-7 human breast adenocarcinoma and NIH/3T3 mouse embryonic fibroblast cell lines using MTT assay. The potential inhibitory effects of the best candidates on gelatinases (MMP-2, MMP-9), and collagenases (MMP-1, MMP-8, MMP-13) were evaluated.
Results: Ethyl 2-[2-((4-amino-5-(phenoxymethyl)-4H-1,2,4-triazol-3-yl)thio)acetamido]-4-methylthiazole-5-carboxylate (3) was found to be the most promising anticancer agent against MCF-7 cell line due to its selective inhibitory effect on MCF-7 cells with an IC50 value of 20.6±0.3 μg/mL when compared with cisplatin (IC50= 35.31±0.51 μg/mL). Compound 3 also showed multiple MMP (MMP-1, MMP-8 and MMP-9) inhibitory activity (10.56±1.70, 20 and 7.28±1.49%, respectively).
Conclusion: The notable anticancer activity and selectivity of compound 3 on MCF-7 cell line can be attributed to multiple MMP inhibition potential.
(Copyright© Bentham Science Publishers; For any queries, please email at epub@benthamscience.org.)
