Glutamine analogues containing a keto function--novel inhibitors of fungal glucosamine-6-phosphate synthase.
A series of novel inhibitors of glucosamine-6-phosphate synthase, analogues of AADP and BADP, have been synthesized and their inhibitory, lipophilic and antifungal properties have been tested. The improvement in lipophilicity has not much affected the antifungal activity of the new compounds. Dipeptides containing norvaline and selected inhibitors have shown substantial activity against S. cerevisiae and C. glabrata and only poor activity against C. albicans strain. These peptides do not seem to be toxic towards human cells.
Walkowiak
Aleksandra
A
Department of Pharmaceutical Technology and Biochemistry, Gdańsk University of Technology, 11/12 Narutowicza Street, 80-952 Gdańsk, Poland.
Wakieć
Roland
R
Bontemps-Gracz
Maria M
MM
Andruszkiewicz
Ryszard
R
D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002176:Candida albicans / Q000187:drug effects / Q000201:enzymology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004952:Esters / Q000737:chemistry; D005973:Glutamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D005945:Glutamine-Fructose-6-Phosphate Transaminase (Isomerizing) / Q000037:antagonists & inhibitors* / Q000378:metabolism; D006801:Humans; D020128:Inhibitory Concentration 50; D008567:Membranes, Artificial; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D000935:Antifungal Agents; D004952:Esters; D008567:Membranes, Artificial; D005973:Glutamine; D005945:Glutamine-Fructose-6-Phosphate Transaminase (Isomerizing)