THE INFLUENCE OF THE LIPOPHILICITY OF 7-OXOACYL-L-ALANYL-D-ISOGLUTAMINES ON THEIR IMMUNORESTORATION ACTIVITY IN-VIVO

Citation
M. Sollner et al., THE INFLUENCE OF THE LIPOPHILICITY OF 7-OXOACYL-L-ALANYL-D-ISOGLUTAMINES ON THEIR IMMUNORESTORATION ACTIVITY IN-VIVO, European journal of medicinal chemistry, 31(11), 1996, pp. 927-933
Citations number
27
Categorie Soggetti
Chemistry Medicinal
ISSN journal
02235234
Volume
31
Issue
11
Year of publication
1996
Pages
927 - 933
Database
ISI
SICI code
0223-5234(1996)31:11<927:TIOTLO>2.0.ZU;2-Y
Abstract
In search for immunologically active dipeptides, a series of new N-(7- oxoacyl)-L-alanyl-D-isoglutamines has been synthesized where lipophili city was varied by changing the 7-oxoacyl residue from 7-oxooctanoyl t o 7-oxotetradecanoyl. The immunological properties of the compounds we re examined in an in vivo immunorestoration test. It was found that li pophilicity had a significant influence on the potency of the compound s tested. Compounds between N-(7-oxodecanoyl)-L-alanyl-D-isoglutamine and N-(7-oxotetradecanoyl)-L-alanyl-D-isoglutamine showed biphasic inf luence on efficacy. The most active compound found was 7-oxododecanoyl -L-alanyl-D-isoglutamine, which also has an activity comparable to tha t of azimexone.