51979-87-4Relevant academic research and scientific papers
Reduction and pH dual-responsive block copolymers containing pendent p-nitrobenzyl carbamate functionalities: Synthesis and self-assembly behavior
Hu, Cong,Dong, Bingyang,Liu, Li
, p. 1333 - 1343 (2019)
We report on the preparation of reduction-responsive amphiphilic block copolymers containing pendent p-nitrobenzyl carbamate (pNBC)-caged primary amine moieties by reversible addition–fragmentation chain transfer (RAFT) radical polymerization using a poly
Peptidic prodrugs of novel aminomethyl-THF 1β-methylcarbapenems
Lin, Yang-I,Bitha, Panayota,Sakya, Subas M.,Li, Zhong,Lang Jr., Stanley A.,Yang, Youjun,Bhachech, Niraja,Weiss, William J.,Petersen, Peter J.,Jacobus, Nilda V.,Bush, Karen,Testa, Raymond T.
, p. 1665 - 1670 (2007/10/03)
Peptidic prodrugs of the five most active aminomethyl-THF β- methylcarbapenems were synthesized. Of these, only L-amino acid derivatives from la demonstrated an improved oral activity. These results indicate that the L-amino acid derivatives from la are orally absorbed most likely through the dipeptide and tripeptide transport mechanism.
Nitrobenzyl esters as potential conjugated alkylating and differentiation promoting agents: Antitumor effect in vivo
Wakselman,Cerutti,Chany
, p. 519 - 526 (2007/10/02)
A series of ortho and para-nitrobenzyl esters of short chain fatty acids (C2 to C5) and of the lipophilic aminoacid, L-valine, and some other o-nitrobenzylated products were prepared. Bioreductive or hydrolytic cleavages of these compounds could release both differentiation promoting agents such as butyric acid and electrophilic moieties able to alkylate DNA. The antitumor effects of these compounds, either alone and/or associated with an immunostimulating agent (corynebacterium parvum, CP) or interferon (IFN) treatment, was studied using the 180 TG Crocker Sarcoma grafted onto Swiss mice. Based on the mean survival time and the final survival rate, the most active compounds used alone were the o-nitrobenzyl acetate and the 0-nitrobenzyl butyrate. Previous stimulation of the immune competent cells by CP before antitumor treatment increased the efficiency of most of the nitrobenzylated derivatives studied. The association with IFN did not significantly improve the antitumor effect.
Further studies on the synthesis of symmetrical anhydrides and 2,4-disubstituted-5(4H)-oxazolones from N-alkoxycarbonylamino acids using soluble carbodiimide
Paquet, Alenka,Chen, Francis M. F.,Benoiton, N. Leo
, p. 1335 - 1338 (2007/10/02)
Pure symmetrical anhydrides of N-alkoxycarbonyl (ROCO)-valine, for R=ethyl, tert-butyl, trichloroethyl, p-nitrobenzyl, p-methoxybenzyl, and 9-fluorenylmethyl, and N-ethoxycarbonylaminoisobutyric acid have been prepared using 0.5 equivalents of N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide hydrochloride in dichloromethane followed by removal of side-products by washing with aqueous solutions.When an excess of carbodiimide was uused, 2-alkoxy-5(4H)-oxazolone was also generated, except when R=trichloroethyl.High yields of pure 5(4H)-oxazolone were obtained when R=ethyl.The 2-(9-fluorenylmethyloxy)-5(4H)-oxazolone gradually underwent a β-elimination during manipulation or storage.
