Synthesis of New Lipophilic Phosphonate and Phosphonamidate Analogues of N-Acetylmuramyl-L-alanyl-D-isoglutamine Related to LK 423

Molecules

Stanislav Gobec¹ 

关键词: Muramyl dipeptide;    analogues;    phosphonamidates;    phosphonates;    immunomodulators;   

DOI  :  10.3390/70400394

来源: mdpi

【 摘 要 】

A syntheses of three new muramyl dipeptide (MDP) analogues related to LK 423 as potential immunomodulators are presented. The dipeptide part of the lead compound was modified by introducing a phosphonamide isostere instead of the amide bond between L-alanine and D-glutamic acid (or D-isoglutamine), yielding new MDP analogues 5 and 9. Furthermore, the amide bond between L-Ala and D-Glu was replaced by a phosphonate isostere, giving peptidyl phosphonate 14. The scope and limitations of the synthetic strategies employed are discussed.

【 授权许可】

Unknown   
© 2002 by MDPI (http://www.mdpi.org).