347-09-1Relevant articles and documents
3-(3,4,5-Trimethoxyphenylselenyl)-1 H -indoles and their selenoxides as combretastatin A-4 analogs: Microwave-assisted synthesis and biological evaluation
Wen, Zhiyong,Xu, Jingwen,Wang, Zhiwei,Qi, Huan,Xu, Qile,Bai, Zhaoshi,Zhang, Qian,Bao, Kai,Wu, Yingling,Zhang, Weige
, p. 184 - 194 (2015)
A series of 3-(3,4,5-trimethoxyphenylselenyl)-1H-indoles and their selenoxides were designed as a new class of combretastatin A-4 (CA-4) analogs. The B ring and the cis double bond of CA-4 were replaced by an indole moiety and selenium atom, respectively. A facile and efficient microwave-assisted synthesis of 3-arylselenylindoles was developed to prepare the target compounds, which were then evaluated for antiproliferative activity against three human cancer cell lines using an MTT assay. Most of these compounds exhibited significant antiproliferative activity, with some showing nanomolar IC50 values. Tubulin polymerization and immunostaining experiments revealed that 13a potently inhibited tubulin polymerization and disrupted tubulin microtubule dynamics in a similar manner to CA-4. Docking studies demonstrated that 13a adopts an orientation similar to that of CA-4 at the colchicine binding site on tubulin.
Multi-site cyclization via initial C-H activation using a rhodium(III) catalyst: Rapid assembly of frameworks containing indoles and indolines
Huang, Ji-Rong,Qin, Liu,Zhu, Yu-Qin,Song, Qiang,Dong, Lin
supporting information, p. 2844 - 2847 (2015/03/05)
Tandem multi-site cyclization triggered by Rh(III)-catalyzed C-H activation has been achieved for highly efficient synthesis of spirocycle indolin-3-one (C2-cyclization), benzo[a]carbazole (C3-cyclization) and an unusual indoxyl core (N1-cyclization). In particular, the synthesis of pseudo-indoxyl is typically completed within 10 min, and the reaction tolerates air, water and a range of solvents.
