In 2022,Yan, Xiang-Yu; Leng, Jia-Fu; Chen, Ting-Ting; Zhao, Yong-Jun; Kong, Ling-Yi; Yin, Yong published an article in European Journal of Medicinal Chemistry. The title of the article was 《Design, synthesis, and biological evaluation of novel diphenylamine derivatives as tubulin polymerization inhibitors targeting the colchicine binding site》.HPLC of Formula: 2635-13-4 The author mentioned the following in the article:
A novel series of diphenylamine derivatives were designed and synthesized I and their biol. activities were evaluated. The anti-proliferative activities of the derivatives were tested against five human cancer cell lines (MCF-7, MDA-MB-231, A549, HeLa and HT29). Among them, I exhibited the promising anti-proliferative activity against HT29 cell lines with the IC50 value of 23 nM. Further biol. studies depicted that I inhibited cancer cell migration, colony formation and angiogenesis. Besides, dynamics studies and mol. docking studies revealed that I inhibited tubulin polymerization which may be a result of the compound binding to the colchicine site of tubulin. Furthermore,I arrested HT29 cell cycle at G2/M phase, and induced HT29 cell apoptosis by upregulating cyclin B1, Bcl-2, Bax, Cleaved-caspase9, Cleaved-caspase3, PARP, Cleaved-PARP proteins, and downregulating p-cdc25c (S216), p-cdc2 (T15) proteins. Mitochondrial membrane potential (MMP) and reactive oxygen species (ROS) were also determined to confirm the cell apoptosis process. Finally, I greatly inhibited the tumor growth in HT29 xenograft mice by 75.5% at 10 mg/kg. Meanwhile, I owned the good pharmacokinetic properties. All the results promised that I is of potential to act as an antitumor candidate and worthy of further investigation. In the part of experimental materials, we found many familiar compounds, such as 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4HPLC of Formula: 2635-13-4)
Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.HPLC of Formula: 2635-13-4
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary