132293-93-7Relevant academic research and scientific papers
Synthesis of bengamide E analogues and their cytotoxic activity
Phi, Thi Dao,Mai, Huong Doan Thi,Tran, Van Hieu,Vu, Van Loi,Truong, Bich Ngan,Tran, Tuan Anh,Chau, Van Minh,Pham, Van Cuong
supporting information, p. 1830 - 1833 (2017/04/21)
A series of bengamide E analogues were prepared from the corresponding polyketide chain and amino acids via amide coupling reactions. Opening of the polyketide chain lactone ring with α-aminolactams was successfully achieved under microwave irradiation in the presence of sodium 2-ethyl hexanoate. A cytotoxic activity evaluation against a panel of cancer cell lines (KB, HepG-2, Lu-1, MCF-7, HL-60 and Hela) indicated that the 2′R analogues were generally more cytotoxic than the 2′S analogues. Additionally, several analogues exhibited selective inhibition against various cancer cell lines: compounds 32a and 32b selectively inhibited MCF-7 cells, while 33b and 35b were more sensitive toward Lu-1 and HepG-2, respectively. Notably, some of the synthetic analogues possess cytotoxic activities with IC50 values less than 1?μM.
Synthesis, central nervous system activity and teratogenicity of a homothalidomide
Eger,Jalalian,Verspohl,Lupke
, p. 1073 - 1075 (2007/10/02)
The optical isomers of α-phthalimidoadipinimide (1) were synthesized by a route based on D(+)- and L(-)-amino-ε-caprolactam (5) as synthon. The isomers of 1 were obtained in high yields by treating D(+)- and L(-)-amino-ε-caprolactam (5) with N-carboethoxyphthalimide (4), followed by oxidation with benzeneseleninic anhydride (7). The teratogenic potency of both isomers of 1 was studied by the HET-(Hen's Egg Test); 1 caused distinctly lower teratogenic effects in contrast to thalidomide (2). D(-)-1 and L(+)-1 showed sedative effects with a lower activity than 2. Both are more stable in alkaline solution at the same time with a smaller tendency for racemization.
