Citation: Ping Song, Nan Zhang, Jie Wang, Rui Yan, Zhiqiang Wang, Yingxue Jin. Experimental Teaching Design on Synthesis and Antitumor Activity Study of Cu-Pyropheophorbide-a Methyl Ester[J]. University Chemistry, ;2024, 39(6): 278-286. doi: 10.3866/PKU.DXHX202310087 shu

Experimental Teaching Design on Synthesis and Antitumor Activity Study of Cu-Pyropheophorbide-a Methyl Ester

School of Chemistry and Chemical Engineering, Harbin Normal University, Harbin 150025, China

Received Date: 25 October 2023
Revised Date: 22 January 2024

In this experiment, Cu-pyropheophorbide-a methyl ester (Cu-MPPa) was designed to be synthesized for cancer therapy mediated by reactive oxygen species (ROS) and glutathione depletion. Additionally, it facilitates the maintenance of high intracellular oxygen concentrations through cyclic oxygen production via a Fenton-like reaction. The reactive oxygen generation capacity, oxygen production capacity and glutathione consumption capacity of Cu-MPPa were investigated during the experiment. Mass spectrometry was used to characterize the structures of the synthesized intermediates. Combining Organic Chemistry synthesis, Instrumental Analytical Chemistry and Biochemistry experiments, this experiment necessitates a team of three students and is estimated to take about 24 credit hours. It is designed to cultivate students' abilities in synthesis and innovation, complex problem-solving and teamwork enhancement.
- Cu-pyropheophorbide-a methyl ester,
- Reactive oxygen species (ROS),
- Organic chemical synthesis,
- Instrumental analysis,
- Antineoplastic
1. [1]
  Steeg, P. S. Nat. Rev. Cancer2016, 16(4), 201.
2. [2]
  Huang, J.; Huang, Y.; Xue, Z.;Zeng, S. Biomaterials 2020, 262, 120346.
3. [3]
  Zhu, P.; Chen, Y.; Shi, J. L. ACSNano 2018, 12(4), 3780.
4. [4]
  Alves, C. G.; Lima-Sousa, R.; deMelo-Diogo, D.; Louro, R. O.; Correia, I. J. Int. J. Pharm. 2018,542(1), 164.
5. [5]
  Liu, H.; Xu, C.; Meng, M.; Li,S.; Sheng, S.; Zhang, S.; Ni, W.; Tian, H.; Wang, Q. Acta Biomater.2022, 144, 132.
6. [6]
  Wang, J.; Sun, J.; Hu, W.; Wang,Y.; Chou, T.; Zhang, B.; Zhang, Q.; Ren, L.; Wang, H. Adv. Mater. 2020,32 (22), 2001862.
7. [7]
  Lin, L. S.; Huang, T.; Song, J.;Ou, X. Y.; Wang, Z.; Deng, H.; Tian, R.; Liu, Y.; Wang, J. F.; Liu, Y.; etal. J. Am. Chem. Soc. 2019, 141(25), 9937.
8. [8]
  Hong, P.; Wu, Z.; Yang, D.;Zhang, K.; He, J.; Li, Y.; Xie, C.; Yang, W.; Yang, Y.; Kong, L.; et al.Chem. Eng. J. 2021, 421, 129594.
9. [9]
  Robert, W. R.; Irene, E. K. Photochem.Photobiol. 2006, 82(5), 1178.
10. [10]
  You, C.;Ning, L.; Wu, H.; Huang, C.; Wang, F. Carbohydr. Polym. 2021,258, 117685.
11. [11]
  Ding, X.-C.;Wang, L.-L.; Zhang, X.-D.; Xu, J.-L.; Li, P.-F.; Liang, H.; Zhang, X.-B.; Xie,L.; Zhou, Z.-H.; Yang, J.; et al. J. Hematol. Oncol. 2021,14 (1), 92.
12. [12]
13. [13]
14. [14]
15. [15]
1. [1]
  Xiaotong LU , Pan ZHANG , Zijie ZHAO , Lei HUANG , Hongwei ZUO , Lili LIANG . Antitumor and antibacterial activities of pyridyl Schiff base indium and dysprosium complexes. Chinese Journal of Inorganic Chemistry, 2025, 41(8): 1523-1532. doi: 10.11862/CJIC.20250073
2. [2]
  Hanxue LIU , Shijie LI , Meng REN , Xuling XUE , Hongke LIU . Design and antitumor properties of dehydroabietic acid functionalized cyclometalated iridium(Ⅲ) complex. Chinese Journal of Inorganic Chemistry, 2025, 41(8): 1483-1494. doi: 10.11862/CJIC.20250031
3. [3]
  Fa Wang , Yu Chen , Hui Chao . Ruthenium(II) Complexes as Photoactivated Chemo-Prodrugs for Hypoxic Tumor Therapy. University Chemistry, 2025, 40(7): 200-212. doi: 10.12461/PKU.DXHX202410024
4. [4]
  Zhentong Zhu , Peiyao Du , Chaoqin Zeng , Rui Zhou , Xiaoyan He , Bingzhang Lu , Xiaoquan Lu . Discussion on Teaching Methods for Bilingual Courses in Instrumental Analysis for Chemistry Majors. University Chemistry, 2025, 40(10): 39-45. doi: 10.12461/PKU.DXHX202411014
5. [5]
  Zelin Wang , Gang Liu , Mengran Wang , Peiyu Zhang , Aixin Song , Jingcheng Hao , Jiwei Cui . Application of Instrumental Analysis in the Detection of Organic Components in Liquor. University Chemistry, 2025, 40(11): 318-326. doi: 10.12461/PKU.DXHX202502077
6. [6]
  Yida Zhang , Haixia Zhang . Exploration and Practice of English Teaching in College Chemistry Courses: Taking the Instrumental Analysis Course as an Example. University Chemistry, 2025, 40(7): 79-82. doi: 10.12461/PKU.DXHX202409090
7. [7]
  Gengjia Chen , Junjie Ou . Application of the van Deemter Equation in Instrumental Analysis Teaching: A Case of Organic Polymer Monolithic Columns. University Chemistry, 2025, 40(11): 362-368. doi: 10.12461/PKU.DXHX202502003
8. [8]
  Linlin Wang , Gang Liu , Chunxiao Chai , Qingming Lu , Ying Ma . The Application of the 6S Concept in Standardized Management of Instrumental Analytical Chemistry Teaching Laboratories in Universities. University Chemistry, 2025, 40(10): 186-193. doi: 10.12461/PKU.DXHX202412041
9. [9]
  Lijuan Wang , Yuping Ning , Jian Li , Sha Luo , Xiongfei Luo , Ruiwen Wang . Enhancing the Advanced Nature of Natural Product Chemistry Laboratory Courses with New Research Findings: A Case Study of the Application of Berberine Hydrochloride in Photodynamic Antimicrobial Films. University Chemistry, 2024, 39(11): 241-250. doi: 10.12461/PKU.DXHX202403017
10. [10]
  Jiahao Zeng , Hui Chao . 诱导程序性细胞死亡的金属抗肿瘤药物研究. University Chemistry, 2025, 40(6): 145-159. doi: 10.12461/PKU.DXHX202406019
11. [11]
  Wei Shao , Wanqun Zhang , Pingping Zhu , Wanqun Hu , Qiang Zhou , Weiwei Li , Kaiping Yang , Xisheng Wang . Design and Practice of Ideological and Political Cases in the Course of Instrument Analysis Experiment: Taking the GC-MS Experiment as an Example. University Chemistry, 2024, 39(2): 147-154. doi: 10.3866/PKU.DXHX202309048
12. [12]
  Jianjun LI , Mingjie REN , Lili ZHANG , Lingling ZENG , Huiling WANG , Xiangwu MENG . UV-assisted degradation of tetracycline hydrochloride by MnFe₂O₄@activated carbon activated persulfate. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1869-1880. doi: 10.11862/CJIC.20240187
13. [13]
  Zhaoyang Li , Haiyan Zhao , Yali Zhang , Yuan Zhang , Shiqiang Cui . Integration of Nobel Prize Achievements in Analytical Technology with College Instrumental Analysis Course. University Chemistry, 2025, 40(3): 269-276. doi: 10.12461/PKU.DXHX202405131
14. [14]
  Linlin Guo , Jinjun Zhang , Chengpeng Miao , Bojing Liu , Xiaozhen Fan . Design and Practice of Integrating Ideological and Political Education into Instrumental Analysis Course Based on OBE Concept: Introduction. University Chemistry, 2024, 39(11): 87-95. doi: 10.12461/PKU.DXHX202403001
15. [15]
  Siming Bian , Sijie Luo , Junjie Ou . Application of van Deemter Equation in Instrumental Analysis Teaching: A New Type of Core-Shell Stationary Phase. University Chemistry, 2025, 40(3): 381-386. doi: 10.12461/PKU.DXHX202406087
16. [16]
  Zufeng Qiu , Jie Ouyang , Yiru Wang , Hengting Yang , Xin Liao , Chi Zhang , Xuanyao Jiang , Shunliu Deng , Zhiwei Lin . 综合运用分析仪器解析“盲盒”样品——未知物的剖析. University Chemistry, 2025, 40(6): 296-302. doi: 10.12461/PKU.DXHX202405167
17. [17]
  Jingming Li , Bowen Ding , Nan Li , Nurgul . Application of Comparative Teaching Method in Experimental Project Design of Instrumental Analysis Course: A Case Study in Chromatography Experiment Teaching. University Chemistry, 2024, 39(8): 263-269. doi: 10.3866/PKU.DXHX202312078
18. [18]
  Pingping Zhang , Dong Xiao , Shiyu Zhou , Chuanqiu Tang . Research and Innovative Practice on the Reform of Instrument Analysis Experimental Teaching System for Talent Cultivation in Modern Industry. University Chemistry, 2025, 40(4): 232-238. doi: 10.12461/PKU.DXHX202405179
19. [19]
  Xiaofei Zhou , Yu-Qing Cao , Feng Zhu , Li Qi , Linhai Liu , Ni Yan , Zhiqiang Zhu . Missions and Challenges of Instrumental Analysis Course in the New Era. University Chemistry, 2024, 39(6): 174-180. doi: 10.3866/PKU.DXHX202310058
20. [20]
  Liqiang Huang , Peng Lin . 数-图分析法解释仪器分析实验课程教学中的难点. University Chemistry, 2025, 40(6): 353-359. doi: 10.12461/PKU.DXHX202407074

Get Citation

PDF

XML

Metrics

PDF Downloads(2)
Abstract views(1018)
HTML views(122)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142