Synthesis and in vitro and in vivo biological evaluation of novel derivatives of flexicaulin A as antiproliferative agents was written by Huo, Jun-Feng;Hu, Tian-Xing;Dong, Ya-Long;Zhao, Jin-Zhu;Liu, Xiao-Jie;Li, Lei-Lei;Zhang, Xue-Yan;Li, Yun-Fan;Liu, Hong-Min;Ke, Yu;Wang, Cong. And the article was included in European Journal of Medicinal Chemistry in 2020.Application In Synthesis of 5-Chloro-2-methoxybenzoic acid This article mentions the following:
As our research focuses on anticancer drugs, a series of novel derivatives of flexicaulin A (I), an ent-kaurene diterpene, condensed with an aromatic ring were synthesized, and their antiproliferative activities against four human cancer cell lines (TE-1, EC109, MCF-7, and MGC-803) were evaluated. The activities of most of the new compounds were better than those of I. Compound II exhibited the best activity with an IC50 value reaching 0.13μM against oesophageal cancer cells (EC109 cells). The IC50 values for II in normal cells (GES-1 cells and HUVECs) were 0.52μM and 0.49μM, resp. Subsequent mechanistic investigations found that compound II can inhibit the proliferation of cancer cells and cell cloning. In addition, II could reduce the mitochondrial membrane potential, increase the apoptosis rate, and increase the ROS level in EC109 cells. Moreover, II can upregulate the expression of ROS/JNK pathway-related proteins (p-ASK1, p-MKK4, p-JNK, and p-Cjun (ser63)) and pro-apoptotic proteins (Bax, Bad, and Bim). In vivo experiments showed that II can inhibit tumor growth in nude mice. The mechanism involves an increase in protein expression in the ROS pathway, leading to changes in apoptosis-related proteins. In addition, compound II shows low toxicity. These results indicate that compound II holds promising potential as an antiproliferative agent. In the experiment, the researchers used many compounds, for example, 5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2Application In Synthesis of 5-Chloro-2-methoxybenzoic acid).
5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2) belongs to organic chlorides. Organic chlorides can cause corrosion in pipelines, valves and condensers, and cause catalyst poisoning. The hydrocarbon processing industry (HPI) and others are affected by damage caused by these substances. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Application In Synthesis of 5-Chloro-2-methoxybenzoic acid
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics