1020957-41-8Relevant articles and documents
Chemical Synthesis and Biological Effect on Xylem Formation of Xylemin and Its Analogues
Kadota, Isao,Kouno, Ryugo,Motose, Hiroyasu,Otsu, Taichi,Shinohara, Shiori,Takahashi, Taku,Takamura, Hiroyoshi
, (2020)
Xylemin (6) and its designed structural analogues 18–23, N-(4-aminobutyl)alkylamines, were synthesized by 2-nitrobenzenesulfonamide (Ns) strategy. Investigation of the improved synthesis of 20–23 resulted in the development of one-step synthesis of these analogues from the commercially available corresponding ketones. Biological assessment of the synthetic molecules elucidated that xylemin (6) and the analogue N-(4-aminobutyl)cyclopentylamine (21) promoted the expression level of thermospermine synthase ACAULIS5 (ACL5) and enhanced xylem formation. In addition, xylemin (6) was found to significantly promote lateral root formation, whereas xylemin analogues 18–23 including 21 did not. These results indicate that the analogue 21 has the potential as a novel inhibitor of thermospermine synthesis to work specifically in xylem differentiation.
Copper-Catalyzed Cyanoalkylation of Amines via C-C Bond Cleavage: An Approach for C(sp3)-N Bond Formations
Yang, Lin,Zhang, Jia-Yu,Duan, Xin-Hua,Gao, Pin,Jiao, Jiao,Guo, Li-Na
, p. 8615 - 8629 (2019)
The efficient copper-catalyzed cyanoalkylation of amines via C-C bond cleavage has been demonstrated. Distinctive features of this procedure involves mild conditions, broad range of nitrogen nucleophiles, high selectivity, and good functional group tolerance, thus providing a useful approach for the C(sp3)-N bond formations. Most importantly, this protocol is applicable to the late-stage functionalization of natural products, amino acid esters, and drugs. Mechanistic studies suggest that a radical intermediate was involved in this transformation.