Synthesis and Anticancer Evaluation of 4-Anilinoquinolinylchalcone Derivatives-Reference-Cited by-同舟云学术

Synthesis and Anticancer Evaluation of 4-Anilinoquinolinylchalcone Derivatives

Published:2023-03-23 Issue:7 Volume:24 Page:6034
ISSN:1422-0067
Container-title:International Journal of Molecular Sciences
language:en
Short-container-title:IJMS

Author:

Yang Cheng-Yao¹,Lee Min-Yu²,Chen Yeh-Long¹,Shiau Jun-Ping³,Tsai Yung-Hsiang⁴^ORCID,Yang Chia-Ning⁵,Chang Hsueh-Wei⁶⁷^ORCID,Tseng Chih-Hua⁸⁹¹⁰¹¹¹²^ORCID

Affiliation:

1. Department of Medicinal and Applied Chemistry, College of Life Science, Kaohsiung Medical University, Kaohsiung City 80708, Taiwan

2. Graduate Institute of Medicine, College of Medicine, Kaohsiung Medical University, Kaohsiung 80708, Taiwan

3. Division of Breast Oncology and Surgery, Department of Surgery, Kaohsiung Medical University Hospital, Kaohsiung Medical University, Kaohsiung 80708, Taiwan

4. Department of Seafood Science, National Kaohsiung University of Science and Technology, Kaohsiung 811213, Taiwan

5. Institute of Precision Medicine, National Sun Yat-sen University, Kaohsiung 80424, Taiwan

6. Department of Biomedical Science and Environmental Biology, College of Life Science, Kaohsiung Medical University, Kaohsiung 80708, Taiwan

7. Center for Cancer Research, Kaohsiung Medical University, Kaohsiung 80708, Taiwan

8. Department of Fragrance and Cosmetic Science, College of Pharmacy, Kaohsiung Medical University, Kaohsiung City 80708, Taiwan

9. School of Pharmacy, College of Pharmacy, Kaohsiung Medical University, Kaohsiung City 80708, Taiwan

10. Department of Medical Research, Kaohsiung Medical University Hospital, Kaohsiung City 80708, Taiwan

11. Department of Pharmacy, Kaohsiung Municipal Ta-Tung Hospital, Kaohsiung City 80145, Taiwan

12. College of Professional Studies, National Pingtung University of Science and Technology, Pingtung County 912301, Taiwan

Abstract

A series of 4-anilinoquinolinylchalcone derivatives were synthesized and evaluated for antiproliferative activities against the growth of human cancer cell lines (Huh-7 and MDA-MB-231) and normal lung cells (MRC-5). The results exhibited low cytotoxicity against human lung cells (MRC-5). Among them, (E)-3-{4-{[4-(benzyloxy)phenyl]amino}quinolin-2-yl}-1-(4-methoxyphenyl) prop-2-en-1-one (4a) was found to have the highest cytotoxicity in breast cancer cells and low cytotoxicity in normal cells. Compound 4a causes ATP depletion and apoptosis of breast cancer MDA-MB-231 cells and triggers reactive oxygen species (ROS)-dependent caspase 3/7 activation. In conclusion, it is worth studying 4-anilinoquinolinylchalcone derivatives further as new potential anticancer agents for the treatment of human cancers.

Funder

Ministry of Science and Technology of the Republic of China

Kaohsiung Medical University

Department of Pharmacy, Kaohsiung Municipal Ta-Tung Hospital

Publisher

MDPI AG

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Computer Science Applications,Spectroscopy,Molecular Biology,General Medicine,Catalysis

Link

https://www.mdpi.com/1422-0067/24/7/6034/pdf

Reference50 articles.

1. Tumour progression and the nature of cancer;Clark;Br. J. Cancer,1991

2. Cancer statistics, 2023;Siegel;CA Cancer J. Clin.,2023

3. Vinindwa, B., Dziwornu, G.A., and Masamba, W. (2021). Synthesis and evaluation of chalcone-quinoline based molecular hybrids as potential anti-malarial agents. Molecules, 26.

4. Sinha, S., Medhi, B., Radotra, B.D., Batovska, D.I., Markova, N., Bhalla, A., and Sehgal, R. (2022). Antimalarial and immunomodulatory potential of chalcone derivatives in experimental model of malaria. BMC Complement. Med. Ther., 22.

5. Zulu, A.I., Oderinlo, O.O., Kruger, C., Isaacs, M., Hoppe, H.C., Smith, V.J., Veale, C.G.L., and Khanye, S.D. (2020). Synthesis, structure and in vitro anti-trypanosomal activity of non-toxic arylpyrrole-based chalcone derivatives. Molecules, 25.

Cited by 3 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Chalcone-benzyloxy phenyl hybrids with electron donating substituents: Crystal structure and anticancer efficacy;Journal of Molecular Structure;2024-11

2. Current scenario of chalcone hybrids with antibreast cancer therapeutic applications;Archiv der Pharmazie;2024-01-16

3. Boesenbergia stenophylla-Derived Stenophyllol B Exerts Antiproliferative and Oxidative Stress Responses in Triple-Negative Breast Cancer Cells with Few Side Effects in Normal Cells;International Journal of Molecular Sciences;2023-04-24