Diversity-oriented synthesis of marine sponge derived hyrtioreticulins and their anti-inflammatory activities.
10.1016/S1875-5364(22)60155-9
- Author:
Bo-Ru CHEN
1
,
2
;
Cheng-Long GAO
3
;
Jin LIU
4
;
Yue-Wei GUO
5
,
6
;
Jian-Lan JIANG
7
;
Tao PANG
8
;
Xu-Wen LI
5
,
9
Author Information
1. School of Chemical Engineering and Technology, Tianjin University, Tianjin 300350, China
2. State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
3. State Key Laboratory of Natural Medicines, New Drug Screening Center, China Pharmaceutical University, Nanjing 210009, China.
4. State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
5. State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China
6. Open Studio for Druggability Research of Marine Natural Products, Qingdao National Laboratory for Marine Science and Technology, Qingdao 266237, China.
7. School of Chemical Engineering and Technology, Tianjin University, Tianjin 300350, China. Electronic address: jljiang@tju.edu.cn.
8. State Key Laboratory of Natural Medicines, New Drug Screening Center, China Pharmaceutical University, Nanjing 210009, China. Electronic address: tpang@cpu.edu.cn.
9. Open Studio for Druggability Research of Marine Natural Products, Qingdao National Laboratory for Marine Science and Technology, Qingdao 266237, China. Electronic address: xwli@simm.ac.cn.
- Publication Type:Journal Article
- Keywords:
Hyrtioreticulin;
Indole alkaloid;
Inflammation;
Pictet-Spengler reaction
- MeSH:
Animals;
Anti-Inflammatory Agents/pharmacology*;
Biological Products/pharmacology*;
Indole Alkaloids/pharmacology*;
Porifera;
Structure-Activity Relationship
- From:
Chinese Journal of Natural Medicines (English Ed.)
2022;20(1):74-80
- CountryChina
- Language:English
-
Abstract:
Diversity-oriented synthesis is aimed to increase the chemical diversity of target natural products for extensive biological activity evaluation. Indole ring is an important functional group in a large number of drugs and other biologically active agents, and indole-containing natural products have been frequently isolated from marine sources in recent years. In this paper, a series of indole-containing marine natural hyrtioreticulin derivatives, including 19 new ones, were designed, synthesized through a key Pictet-Spengler reaction, and evaluated for their inflammation related activity. Compound 13b displayed the most promising activity by inhibiting TNF-α cytokine release with an inhibitory rate of 92% at a concentration of 20 μmol·L-1. A preliminary structure-activity relationship analysis was also discussed. This research may throw light on the discovery of marine indole alkaloid derived anti-inflammatory drug leads.
