title: The synthesis and biological activity of lipophilic derivatives of bicine conjugated with N³-(4-methoxyfumaroyl)-L-2,3-diaminopropanoic acid (FMDP)-an inhibitor of glucosamine-6-phosphate synthase.
abstract: A series of bis-N,N-(2-hydroxyethyl)glycine (bicine) derivatives, conjugated with an inhibitor of glucosamine-6-phosphate synthase, have been synthesized and their lipophilic and antifungal properties have been tested. The obtained compounds demonstrated higher lipophilicity than free inhibitor (FMDP) and, in consequence, an increased potential to cross the cytoplasmic membrane. All the tested compounds show better antifungal activity than parent compound.
authors.affiliation: Department of Pharmaceutical Technology and Biochemistry, Gdańsk University of Technology, Gdańsk, Poland.
authors.forename: Dominik
authors.initials: D
authors.lastname: Koszel
authors.forename: Izabela
authors.initials: I
authors.lastname: Lącka
authors.forename: Katarzyna
authors.initials: K
authors.lastname: Kozłowska-Tylingo
authors.forename: Ryszard
authors.initials: R
authors.lastname: Andruszkiewicz
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D005650:Fumarates / Q000737:chemistry*; D005658:Fungi / Q000187:drug effects*; D005945:Glutamine-Fructose-6-Phosphate Transaminase (Isomerizing) / Q000037:antagonists & inhibitors*; D005998:Glycine / Q000031:analogs & derivatives* / Q000737:chemistry; D008567:Membranes, Artificial; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D015091:beta-Alanine / Q000031:analogs & derivatives* / Q000737:chemistry
chemical_list: D000935:Antifungal Agents; D005650:Fumarates; D008567:Membranes, Artificial; D015091:beta-Alanine; C027494:N,N-bis(2-hydroxyethyl)glycine; C056276:N(3)-(4-methoxyfumaroyl)-2,3-diaminopropionic acid; D005945:Glutamine-Fructose-6-Phosphate Transaminase (Isomerizing); D005998:Glycine