2. Academic Validation
  3. Synthesis and antitumor activity of biotinylated camptothecin derivatives as potent cytotoxic agents

Synthesis and antitumor activity of biotinylated camptothecin derivatives as potent cytotoxic agents

  • Bioorg Med Chem Lett. 2019 Jan 15;29(2):234-237. doi: 10.1016/j.bmcl.2018.11.049.
Cheng-Ting Zi 1,  Liu Yang 2,  Feng-Qing Xu 2,  Fa-Wu Dong 2,  Rui-Jing Ma 2,  Yan Li 2,  Jun Zhou 2,  Zhong-Tao Ding 3,  Zi-Hua Jiang 4,  Jiang-Miao Hu 5
Affiliations

Affiliations

  • 1 Key Laboratory of Pu-er Tea Science, Ministry of Education, College of Science, Yunnan Agricultural University, Kunming 650201, China; State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China; Key Laboratory of Medicinal Chemistry for Nature Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming 650091, China.
  • 2 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China.
  • 3 Key Laboratory of Medicinal Chemistry for Nature Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming 650091, China.
  • 4 Department of Chemistry, Lakehead University, 955 Oliver Road, Thunder Bay, ON P7B 5E1, Canada. Electronic address: zjiang@lakeheadu.ca.
  • 5 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China. Electronic address: hujiangmiao@mail.kib.ac.cn.
PMID: 30509782 DOI: 10.1016/j.bmcl.2018.11.049
Abstract

A series of biotinylated camptothecin derivatives were designed and synthesized. The key to the synthesis was achieved by employing an esterification reaction and Click Chemistry. All of the new derivatives were tested for cytotoxicity against five human tumor cell lines, including HL-60, SMMC-7721, A-549, MCF-7, and SW480 with IC50 values ranging from 0.13 to 21.53 μM. Most of the derivatives exhibited potent cytotoxicity, especially compound 17 (IC50 = 0.13-3.31 μM) and compound 18 (IC50 = 0.23-1.48 μM), which exhibited the highest potencies. The structure-activity relationships (SARs) of the biotinylated camptothecin derivatives were discussed for exploring novel Anticancer agents.

Keywords

Anticancer activity; Biotinylated camptothecin derivatives; Click chemistry; Structure-activity relationships (SARs); Synthesis.

Figures