PUBLICATION
Synthesis of N-2(5H)-furanonyl sulfonyl hydrazone derivatives and their biological evaluation in vitro and in vivo activity against MCF-7 breast cancer cells
- Authors
- Yang, K., Yang, J.Q., Luo, S.H., Mei, W.J., Lin, J.Y., Zhan, J.Q., Wang, Z.Y.
- ID
- ZDB-PUB-201212-31
- Date
- 2020
- Source
- Bioorganic chemistry 107: 104518 (Journal)
- Registered Authors
- Keywords
- 2(5H)-furanone, Anti-breast cancer, DNA damage, One-pot synthesis, Sulfonyl hydrazone, Zebrafish xenograft model
- MeSH Terms
-
- Angiogenesis Inhibitors/chemical synthesis
- Angiogenesis Inhibitors/therapeutic use*
- Animals
- Animals, Genetically Modified
- Cell Line, Tumor
- Cell Proliferation/drug effects
- DNA Damage/drug effects
- Drug Design
- Drug Screening Assays, Antitumor
- Furans/chemical synthesis
- Furans/therapeutic use*
- G2 Phase Cell Cycle Checkpoints/drug effects
- Humans
- Hydrazones/chemical synthesis
- Hydrazones/therapeutic use*
- Sulfonamides/chemical synthesis
- Sulfonamides/therapeutic use*
- Xenograft Model Antitumor Assays
- Zebrafish
- PubMed
- 33303210 Full text @ Bioorg. Chem.
Citation
Yang, K., Yang, J.Q., Luo, S.H., Mei, W.J., Lin, J.Y., Zhan, J.Q., Wang, Z.Y. (2020) Synthesis of N-2(5H)-furanonyl sulfonyl hydrazone derivatives and their biological evaluation in vitro and in vivo activity against MCF-7 breast cancer cells. Bioorganic chemistry. 107:104518.
Abstract
A series of (E)-N-2(5H)-furanonyl sulfonyl hydrazone derivatives have been rationally designed and efficiently synthesized by one-pot reaction with good yields for the first time. This green approach with wide substrate range and good selectivity can be achieved at room temperature in a short time in the presence of metal-free catalyst. The cytotoxic activities against three human cancer cell lines of all newly obtained compounds have been evaluated by MTT assay. Among them, compound 5 k exhibits high cytotoxic activity against MCF-7 human breast cancer cells with an IC50 value of 14.35 μM. The cytotoxic mechanism may involve G2/M phase arrest pathway, which is probably caused by activating DNA damage. Comet test and immunofluorescence results show that compound 5 k can induce DNA damage in time- and dose-dependent manner. Importantly, 5 k also can effectively inhibit the proliferation of MCF-7 cells and angiogenesis in the zebrafish xenograft model. It is potential to further develop N-2(5H)-furanonyl sulfonyl hydrazone derivatives as potent drugs for breast cancer treatment with higher cytotoxic activity by modifying the structure of the compound.
Genes / Markers
Expression
Phenotype
Mutations / Transgenics
Human Disease / Model
Sequence Targeting Reagents
Fish
Orthology
Engineered Foreign Genes
Mapping