Synthesis and Evaluation of New Pyrazoline Derivatives as Potential Anticancer Agents in HepG-2 Cell Line
Cancer is a major public health concern worldwide. Adverse effects of cancer treatments still compromise patients’ quality of life. To identify new potential anticancer agents, a series of novel pyrazoline derivatives were synthesized and evaluated for cytotoxic effects on HepG-2 (human liver hepato...
| Main Authors: | , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2017-03-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1420-3049/22/3/467 |
| _version_ | 1811267650335014912 |
|---|---|
| author | Weijie Xu Ying Pan Hong Wang Haiyan Li Qing Peng Duncan Wei Cheng Chen Jinhong Zheng |
| author_facet | Weijie Xu Ying Pan Hong Wang Haiyan Li Qing Peng Duncan Wei Cheng Chen Jinhong Zheng |
| author_sort | Weijie Xu |
| collection | DOAJ |
| description | Cancer is a major public health concern worldwide. Adverse effects of cancer treatments still compromise patients’ quality of life. To identify new potential anticancer agents, a series of novel pyrazoline derivatives were synthesized and evaluated for cytotoxic effects on HepG-2 (human liver hepatocellular carcinoma cell line) and primary hepatocytes. Compound structures were confirmed by 1H-NMR, mass spectrometry, and infrared imaging. An in vitro assay demonstrated that several compounds exerted cytotoxicity in the micromolar range. Benzo[b]thiophen-2-yl-[5-(4-hydroxy-3,5-dimethoxy-phenyl)-3-(2-hydroxy-phenyl)-4,5-dihydo-pyrazol-1-yl]-methanone (b17) was the most effective anticancer agent against HepG-2 cells owing to its notable inhibitory effect on HepG-2 with an IC50 value of 3.57 µM when compared with cisplatin (IC50 = 8.45 µM) and low cytotoxicity against primary hepatocytes. Cell cycle analysis and apoptosis/necrosis evaluation using this compound revealed that b17 notably arrested HepG-2 cells in the G2/M phase and induced HepG-2 cells apoptosis. Our findings indicate that compound b17 may be a promising anticancer drug candidate. |
| first_indexed | 2024-04-12T21:06:34Z |
| format | Article |
| id | doaj.art-ec57759648ce4007ba1603a200641363 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-12T21:06:34Z |
| publishDate | 2017-03-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-ec57759648ce4007ba1603a2006413632022-12-22T03:16:42ZengMDPI AGMolecules1420-30492017-03-0122346710.3390/molecules22030467molecules22030467Synthesis and Evaluation of New Pyrazoline Derivatives as Potential Anticancer Agents in HepG-2 Cell LineWeijie Xu0Ying Pan1Hong Wang2Haiyan Li3Qing Peng4Duncan Wei5Cheng Chen6Jinhong Zheng7Department of Chemistry, Shantou University Medical College, Shantou 515041, Guangdong, ChinaDepartment of Chemistry, Shantou University Medical College, Shantou 515041, Guangdong, ChinaDepartment of Chemistry, Shantou University Medical College, Shantou 515041, Guangdong, ChinaDepartment of Pharmacology, Shantou University Medical College, Shantou 515041, Guangdong, ChinaDepartment of Hepatobiliary Surgery II, Zhujiang Hospital of Southern Medical University, Guangzhou 510280, Guangdong, ChinaDepartment of Chemistry, Shantou University Medical College, Shantou 515041, Guangdong, ChinaDepartment of Chemistry, Shantou University Medical College, Shantou 515041, Guangdong, ChinaDepartment of Chemistry, Shantou University Medical College, Shantou 515041, Guangdong, ChinaCancer is a major public health concern worldwide. Adverse effects of cancer treatments still compromise patients’ quality of life. To identify new potential anticancer agents, a series of novel pyrazoline derivatives were synthesized and evaluated for cytotoxic effects on HepG-2 (human liver hepatocellular carcinoma cell line) and primary hepatocytes. Compound structures were confirmed by 1H-NMR, mass spectrometry, and infrared imaging. An in vitro assay demonstrated that several compounds exerted cytotoxicity in the micromolar range. Benzo[b]thiophen-2-yl-[5-(4-hydroxy-3,5-dimethoxy-phenyl)-3-(2-hydroxy-phenyl)-4,5-dihydo-pyrazol-1-yl]-methanone (b17) was the most effective anticancer agent against HepG-2 cells owing to its notable inhibitory effect on HepG-2 with an IC50 value of 3.57 µM when compared with cisplatin (IC50 = 8.45 µM) and low cytotoxicity against primary hepatocytes. Cell cycle analysis and apoptosis/necrosis evaluation using this compound revealed that b17 notably arrested HepG-2 cells in the G2/M phase and induced HepG-2 cells apoptosis. Our findings indicate that compound b17 may be a promising anticancer drug candidate.http://www.mdpi.com/1420-3049/22/3/467pyrazolineanticancer activityHepG-2 cellsapoptosis |
| spellingShingle | Weijie Xu Ying Pan Hong Wang Haiyan Li Qing Peng Duncan Wei Cheng Chen Jinhong Zheng Synthesis and Evaluation of New Pyrazoline Derivatives as Potential Anticancer Agents in HepG-2 Cell Line Molecules pyrazoline anticancer activity HepG-2 cells apoptosis |
| title | Synthesis and Evaluation of New Pyrazoline Derivatives as Potential Anticancer Agents in HepG-2 Cell Line |
| title_full | Synthesis and Evaluation of New Pyrazoline Derivatives as Potential Anticancer Agents in HepG-2 Cell Line |
| title_fullStr | Synthesis and Evaluation of New Pyrazoline Derivatives as Potential Anticancer Agents in HepG-2 Cell Line |
| title_full_unstemmed | Synthesis and Evaluation of New Pyrazoline Derivatives as Potential Anticancer Agents in HepG-2 Cell Line |
| title_short | Synthesis and Evaluation of New Pyrazoline Derivatives as Potential Anticancer Agents in HepG-2 Cell Line |
| title_sort | synthesis and evaluation of new pyrazoline derivatives as potential anticancer agents in hepg 2 cell line |
| topic | pyrazoline anticancer activity HepG-2 cells apoptosis |
| url | http://www.mdpi.com/1420-3049/22/3/467 |
| work_keys_str_mv | AT weijiexu synthesisandevaluationofnewpyrazolinederivativesaspotentialanticanceragentsinhepg2cellline AT yingpan synthesisandevaluationofnewpyrazolinederivativesaspotentialanticanceragentsinhepg2cellline AT hongwang synthesisandevaluationofnewpyrazolinederivativesaspotentialanticanceragentsinhepg2cellline AT haiyanli synthesisandevaluationofnewpyrazolinederivativesaspotentialanticanceragentsinhepg2cellline AT qingpeng synthesisandevaluationofnewpyrazolinederivativesaspotentialanticanceragentsinhepg2cellline AT duncanwei synthesisandevaluationofnewpyrazolinederivativesaspotentialanticanceragentsinhepg2cellline AT chengchen synthesisandevaluationofnewpyrazolinederivativesaspotentialanticanceragentsinhepg2cellline AT jinhongzheng synthesisandevaluationofnewpyrazolinederivativesaspotentialanticanceragentsinhepg2cellline |