676443-59-7Relevant academic research and scientific papers
Novel indolo-sophoridinic scaffold as Topo I inhibitors: Design, synthesis and biological evaluation as anticancer agents
Xu, Yiming,Wu, Lichuan,Rashid, Haroon Ur,Jing, Dewang,Liang, Xiaole,Wang, Haodong,Liu, Xu,Jiang, Jun,Wang, Lisheng,Xie, Peng
, p. 479 - 492 (2018)
Based on the mechanism of action, novel scaffolds as Topo I inhibitors bearing indole and sophoridinine were designed. Preliminary docking study revealed that some molecules among the designed series possessed promising Topo I inhibitor properties. Subsequently, thirty new compounds were synthesized and characterized by 1H NMR, 13C NMR, and Mass spectral analyses. The compounds were then screened for their antiproliferative and enzymatic inhibitory activities. The results affirmed the consistency between docking and activities and the rationality of the design strategy. Furthermore, compound 10b was chosen as a representative compound to test its anticancer effects in vitro and in vivo. The results showed that 10b caused prominent S phase cell cycle arrest and significantly suppressed tumor growth in HepG2 cell derived mouse model. These findings present a promising series of lead molecules which can serve as potential Topo I inhibitors for the treatment of cancer and a theoretical basis for structural modifications.
Bronsted acid-catalyzed decarboxylative redox amination: Formation of N-alkylindoles from azomethine ylides by isomerization
Mao, Hui,Wang, Sichang,Yu, Peng,Lv, Huiqing,Xu, Runsheng,Pan, Yuanjiang
supporting information; experimental part, p. 1167 - 1169 (2011/04/16)
A Bronsted acid-catalyzed decarboxylative redox amination involving aldehydes with 2-carboxyindoline for the synthesis of N-alkylindoles is described. The decarboxylative condensations of aldehydes with 2-carboxyindoline produce azomethine ylides in situ,
Tunable hydride transfer in the redox amination of indoline with aldehyde: An attractive intramolecular hydrogen-bond effect
Mao, Hui,Xu, Runsheng,Wan, Jieping,Jiang, Zhengyang,Sun, Cuirong,Pan, Yuanjiang
supporting information; experimental part, p. 13352 - 13355 (2011/03/17)
Hydride hijacked by "hydrogen"! N-Alkylindoles and N-alkylindolines were obtained in the redox amination of indoline with aldehyde, which was tuned by a hydrogen-bond effect. Salicylaldehyde gave the indoline-type product via intermolecular hydride transfer, while other aromatic aldehydes gave the indole-type product via intramolecular hydride transfer. Copyright
Synthesis and structure-activity relationships of N-aryl(indol-3-yl)glyoxamides as antitumor agents
Marchand, Pascal,Antoine, Maud,Baut, Guillaume Le,Czech, Michael,Baasner, Silke,Guenther, Eckhard
experimental part, p. 6715 - 6727 (2009/12/06)
The synthesis and study of the structure-activity relationships of cytotoxic compounds based on N-pyridinyl or N-aryl-2-(1-benzylindol-3-yl)glyoxamide skeleton, represented by the lead structures D-24241 and D-24851, are described. The presence of N-(pyridin-4-yl) moiety was crucial for activity and 2-[1-(4-chloro-3-nitrobenzyl)-1H-indol-3-yl]-2-oxo-N-(pyridin-4-yl)aceta mide (55), the most potent derivative, showed IC50 = 39 nM, 51 nM and 11 nM against HeLa/KB (human cervix carcinoma), L1210 (murine leukemia) and SKOV3 (human ovarian carcinoma) cell lines proliferation assay, respectively, as active as the lead compounds.
