PMID- 17920268
OWN - NLM
STAT- MEDLINE
DCOM- 20080303
LR  - 20131121
IS  - 1464-3405 (Electronic)
IS  - 0960-894X (Linking)
VI  - 17
IP  - 23
DP  - 2007 Dec 1
TI  - Rational design of N-alkyl derivatives of 2-amino-2-deoxy-d-glucitol-6P as 
      antifungal agents.
PG  - 6602-6
AB  - N-Alkyl and N,N-dialkyl derivatives of 2-amino-2-deoxy-d-glucitol-6P (ADGP) were 
      synthesized and found to inhibit growth of human pathogenic fungi (MICs in the 
      0.08-0.625mgmL(-1) range for the most active compounds). It was thus shown that 
      N-alkylation of ADGP provides novel inhibitors of a fungal enzyme, glucosamine-6P 
      synthase, exhibiting higher antifungal activity than the parent compound, due to 
      the increased lipophilicity and better uptake by fungal cells.
FAU - Melcer, Anna
AU  - Melcer A
AD  - Department of Chemistry, University of Gdansk, 18 Sobieskiego Street, 80-952 
      Gdansk, Poland.
FAU - Lacka, Izabela
AU  - Lacka I
FAU - Gabriel, Iwona
AU  - Gabriel I
FAU - Wojciechowski, Marek
AU  - Wojciechowski M
FAU - Liberek, Beata
AU  - Liberek B
FAU - Wisniewski, Andrzej
AU  - Wisniewski A
FAU - Milewski, Slawomir
AU  - Milewski S
LA  - eng
PT  - Comparative Study
PT  - Journal Article
DEP - 20070925
PL  - England
TA  - Bioorg Med Chem Lett
JT  - Bioorganic & medicinal chemistry letters
JID - 9107377
RN  - 0 (Antifungal Agents)
RN  - 0 (Enzyme Inhibitors)
RN  - 14307-03-0 (2-amino-2-deoxyglucitol)
RN  - EC 2.6.1.16 (Glutamine-Fructose-6-Phosphate Transaminase (Isomerizing))
RN  - N08U5BOQ1K (Glucosamine)
SB  - IM
MH  - Antifungal Agents/*chemical synthesis/pharmacology
MH  - Candida albicans/drug effects/enzymology/growth & development
MH  - Drug Design
MH  - Enzyme Inhibitors/chemical synthesis/pharmacology
MH  - Glucosamine/*analogs & derivatives/chemical synthesis/pharmacology
MH  - Glutamine-Fructose-6-Phosphate Transaminase (Isomerizing)/antagonists & 
      inhibitors
MH  - Humans
MH  - Microbial Sensitivity Tests
MH  - Saccharomyces cerevisiae/drug effects/growth & development
EDAT- 2007/10/09 09:00
MHDA- 2008/03/04 09:00
CRDT- 2007/10/09 09:00
PHST- 2007/08/14 00:00 [received]
PHST- 2007/09/13 00:00 [revised]
PHST- 2007/09/18 00:00 [accepted]
PHST- 2007/10/09 09:00 [pubmed]
PHST- 2008/03/04 09:00 [medline]
PHST- 2007/10/09 09:00 [entrez]
AID - S0960-894X(07)01119-5 [pii]
AID - 10.1016/j.bmcl.2007.09.072 [doi]
PST - ppublish
SO  - Bioorg Med Chem Lett. 2007 Dec 1;17(23):6602-6. doi: 10.1016/j.bmcl.2007.09.072. 
      Epub 2007 Sep 25.