Zhang, Wen; Wang, Xueyuan; Zhang, Haoyang; Wen, Tiantian; Yang, Lin; Miao, Hang; Wang, Jia; Liu, Hailong; Yang, Xu; Lei, Meng; Zhu, Yongqiang published an article in Bioorganic & Medicinal Chemistry. The title of the article was 《Discovery of novel tripeptide propylene oxide proteasome inhibitors for the treatment of multiple myeloma》.COA of Formula: C13H26N2O4 The author mentioned the following in the article:
The ubiquitin proteasome pathway (UPP) plays a critical role in the maintenance of cell homeostasis and the development of diseases, such as cancer and neurodegenerative disease. A series of novel tripeptide propylene oxide compounds as proteasome inhibitors were designed, synthesized and biol. investigated in this manuscript. The enzymic activities of final compounds against 20S human proteasome were investigated and structure-activity relationship (SAR) was summarized. Some potent compounds were further evaluated to inhibit the proliferation of multiple myeloma (MM) cancer cell lines RPMI8226 and U266B. The results showed that some compounds were active against MM cancer cell lines with IC50 values of less than 50 nM. The microsomal metabolic stabilities in human, rat and mice species were carried out and the results showed that compounds (I) (R1 = iso-Bu, Bn) were stable enough to be in vivo investigated. The in vivo pharmacokinetic results showed that compounds I (R1 = iso-Bu, Bn) had acceptable biol. parameters for both ig and iv administrations. In vivo antitumor activities of compounds I (R1 = iso-Bu, Bn) with the doses of 100 mg/kg and 50 mg/kg BIW were performed by using RPMI8226 xenograft nude mouse model. Toxicities of compounds I (R1 = iso-Bu, Bn) were not observed during the experiment and dose dependent effect was obvious and the tumor volume was greatly inhibited. In addition to this study using (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide, there are many other studies that have used (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6COA of Formula: C13H26N2O4) was used in this study.
(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.COA of Formula: C13H26N2O4Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis.
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics