PMID- 13129586
OWN - NLM
STAT- MEDLINE
DCOM- 20040601
LR  - 20190901
IS  - 0968-0896 (Print)
IS  - 0968-0896 (Linking)
VI  - 11
IP  - 20
DP  - 2003 Oct 1
TI  - 10-(2-benzoxazolcarbonyl)-5,10-dideaza-acyclic-5,6,7,8-tetrahydrofolic acid: a 
      potential inhibitor of GAR transformylase and AICAR transformylase.
PG  - 4503-9
AB  - The design and synthesis of 10-(2-benzoxazolcarbonyl)-DDACTHF (1) as an inhibitor 
      of glycinamide ribonucleotide transformylase (GAR Tfase) and aminoimidazole 
      carboxamide transformylase (AICAR Tfase) are reported. Ketone 1 and the 
      corresponding alcohol 13 were evaluated for inhibition of GAR Tfase and AICAR 
      Tfase and the former was found to be a potent inhibitor of recombinant human (rh) 
      GAR Tfase (Ki=600 nM).
FAU - Marsilje, Thomas H
AU  - Marsilje TH
AD  - Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines 
      Road, La Jolla, CA 92037, USA.
FAU - Hedrick, Michael P
AU  - Hedrick MP
FAU - Desharnais, Joel
AU  - Desharnais J
FAU - Capps, Kevin
AU  - Capps K
FAU - Tavassoli, Ali
AU  - Tavassoli A
FAU - Zhang, Yan
AU  - Zhang Y
FAU - Wilson, Ian A
AU  - Wilson IA
FAU - Benkovic, Stephen J
AU  - Benkovic SJ
FAU - Boger, Dale L
AU  - Boger DL
LA  - eng
GR  - CA 63536/CA/NCI NIH HHS/United States
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
PT  - Research Support, U.S. Gov't, P.H.S.
PL  - England
TA  - Bioorg Med Chem
JT  - Bioorganic & medicinal chemistry
JID - 9413298
RN  - 0 (10-(2-benzoxazolcarbonyl)-5,10-dideaza-acyclic-5,6,7,8-tetrahydrofolic acid)
RN  - 0 (Enzyme Inhibitors)
RN  - 0 (Purines)
RN  - 0 (Tetrahydrofolates)
RN  - EC 2.1.2.- (Hydroxymethyl and Formyl Transferases)
RN  - EC 2.1.2.2 (Phosphoribosylglycinamide Formyltransferase)
RN  - EC 2.1.2.3 (Phosphoribosylaminoimidazolecarboxamide Formyltransferase)
SB  - IM
MH  - Binding Sites
MH  - Cell Line
MH  - Cell Survival/drug effects
MH  - Drug Design
MH  - Enzyme Inhibitors/chemical synthesis/pharmacology
MH  - Humans
MH  - Hydroxymethyl and Formyl Transferases/*antagonists & inhibitors
MH  - Inhibitory Concentration 50
MH  - Phosphoribosylaminoimidazolecarboxamide Formyltransferase
MH  - Phosphoribosylglycinamide Formyltransferase
MH  - Purines/antagonists & inhibitors/*biosynthesis
MH  - Structure-Activity Relationship
MH  - Tetrahydrofolates/*chemistry/pharmacology
EDAT- 2003/09/18 05:00
MHDA- 2004/06/02 05:00
CRDT- 2003/09/18 05:00
PHST- 2003/09/18 05:00 [pubmed]
PHST- 2004/06/02 05:00 [medline]
PHST- 2003/09/18 05:00 [entrez]
AID - S0968089603004577 [pii]
AID - 10.1016/s0968-0896(03)00457-7 [doi]
PST - ppublish
SO  - Bioorg Med Chem. 2003 Oct 1;11(20):4503-9. doi: 10.1016/s0968-0896(03)00457-7.