70862-18-9Relevant academic research and scientific papers
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
, (2020/04/30)
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.
CONVENIENT ROUTES TO ALKYL-SUBSTITUTED POLYAMINES
Golding, Bernard T.,O"Sullivan, Mary C.,Smith, Lewis L.
, p. 6651 - 6654 (2007/10/02)
Alkyl-substituted polyamines, valuable for biological studies, can be prepared from N-phenylmethoxycarbonyl-1,4-diaminobutane (1b) and N-phenylmethoxycarbonyl-4-azidobutanamine (4a) by utilising the following reactions: (i) reduction of the phenylmethoxycarbonyl group to methyl by borane and (ii) combination of the Staudinger and aza-Wittig reactions .
