TY - JOUR
T1 - Abenzyl 10-formyl-trideazafolic acid (abenzyl 10-formyl-TDAF)
T2 - An effective inhibitor of glycinamide ribonucleotide transformylase
AU - Boger, Dale L.
AU - Haynes, Nancy Ellen
AU - Warren, Mark S.
AU - Ramcharan, Joseph
AU - Marolewski, Ariane E.
AU - Kitos, Paul A.
AU - Benkovic, Stephen J.
PY - 1997/9
Y1 - 1997/9
N2 - The synthesis of N-[7-(2-amino-3,4-dihydro-4-oxo-quinazolin-6-yl)-6-formyl-1-oxo-heptyl]-L -glutamic acid (2, abenzyl 10-formyl-5,8,10-trideazafolic acid) as a potential enzyme-assembled tight binding inhibitor of glycinamide ribonucleotide transformylase (GAR Tfase) or aminoimidazole carboxamide ribonucleotide fransformylase (AICAR Tfase) is reported. The inhibitor was prepared by a convergent synthesis utilizing the sequential alkylations of acetaldehyde dimethylhydrazone with 6 and 8. The agent exhibited effective inhibition of GAR Tfase (K(i) = 4.5 ± 0.3 μM) and more modest inhibition of AICAR Tfase (K(i) = 42 ± 11 μM).
AB - The synthesis of N-[7-(2-amino-3,4-dihydro-4-oxo-quinazolin-6-yl)-6-formyl-1-oxo-heptyl]-L -glutamic acid (2, abenzyl 10-formyl-5,8,10-trideazafolic acid) as a potential enzyme-assembled tight binding inhibitor of glycinamide ribonucleotide transformylase (GAR Tfase) or aminoimidazole carboxamide ribonucleotide fransformylase (AICAR Tfase) is reported. The inhibitor was prepared by a convergent synthesis utilizing the sequential alkylations of acetaldehyde dimethylhydrazone with 6 and 8. The agent exhibited effective inhibition of GAR Tfase (K(i) = 4.5 ± 0.3 μM) and more modest inhibition of AICAR Tfase (K(i) = 42 ± 11 μM).
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U2 - 10.1016/S0968-0896(97)00123-5
DO - 10.1016/S0968-0896(97)00123-5
M3 - Article
C2 - 9354240
AN - SCOPUS:0030866319
SN - 0968-0896
VL - 5
SP - 1847
EP - 1852
JO - Bioorganic and Medicinal Chemistry
JF - Bioorganic and Medicinal Chemistry
IS - 9
ER -