Author/Editor		Urleb, Uroš; Gobec, Stanislav
Title		Synthesis of new adamantane substituted acyclic MDP analogs related to LK 415
Translated title		Sinteza novih adamantan substituiranih acikličnih MDP analogov, sorodnih LK 415
Type		članek
Source		Acta Pharm Zagreb
Vol. and No.		Letnik 50, št. 3
Publication year		2000
Volume		str. 173-84
Language		eng
Abstract		The synthesis of different muramyl dipeptide analog LK 415 derivatives as potential immunomodulators is presented. The L-alanine of LK 415 has been replaced by L-proline, L-valine, and by its phosphonic analog methoxy L,D-phosphonoalanine, yielding the LK 415 analogs 5, 7, and 16, respectively. The 2-(ethoxy)acetic acid linker connecting adamantanecarboxamido and dipeptide part of LK 415 has been replaced by both propanoyl and pentanoyl chains, which afforded the adamantylcarboxamidoalkanoyl analogs 10a, b. The omega-carboxylic group of LK 415 has been replaced by diethyl phosphonate group, which resulted in analog 13.
Summary		Predstavili smo sintezo različnih derivatov spojine LK 415, ki je aciklični analog muramil dipeptida. V molekuli LK 415 smo L-alanin zamenjali z L-prolinom, L-valinom in z metoksi L, D-fosfonoalaninom, ter dobili spojine 5, 7 in 16. 2-(Etoksi)acetilni distančnik, ki v LK 415 povezuje adamantilkarboksamidni in dipeptidni del, smo zamenjali s propanoilno in pentanoilno verigo, ter dobili adamantikarboksamidoalakanoilna analoga 10a in 10b. V spojini 13 smo na mesto omega-karboksilne skupine uvedli dietilfosfonatno skupino. Sintezirane spojine so potencialni imunomodulatorji.
Descriptors		ADJUVANTS, IMMUNOLOGIC ACETYLMURAMYL-ALANYL-ISOGLUTAMINE ADAMANTANE PHOSPHONIC ACIDS