TY - JOUR
T1 - Exploring structure-activity relationships of transition state analogues of human purine nucleoside phosphorylase
AU - Evans, Gary B.
AU - Furneaux, Richard H.
AU - Lewandowicz, Andrzej
AU - Schramm, Vern L.
AU - Tyler, Peter C.
PY - 2003/7/17
Y1 - 2003/7/17
N2 - The aza-C-nucleosides, Immucillin-H and Immucillin-G, are transition state analogue inhibitors of purine nucleoside phosphorylase, a therapeutic target for the control of T-cell proliferation. Immucillin analogues modified at the 2′-, 3′-, or 5′-positions of the azasugar moiety or at the 6-, 7-, or 8-positions of the deazapurine, as well as methylene -bridged analogues, have been synthesized and tested for their inhibition of human purine nucleoside phosphorylase. All analogues were poorer inhibitors, which reflects the superior capture of transition state features in the parent immucillins.
AB - The aza-C-nucleosides, Immucillin-H and Immucillin-G, are transition state analogue inhibitors of purine nucleoside phosphorylase, a therapeutic target for the control of T-cell proliferation. Immucillin analogues modified at the 2′-, 3′-, or 5′-positions of the azasugar moiety or at the 6-, 7-, or 8-positions of the deazapurine, as well as methylene -bridged analogues, have been synthesized and tested for their inhibition of human purine nucleoside phosphorylase. All analogues were poorer inhibitors, which reflects the superior capture of transition state features in the parent immucillins.
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U2 - 10.1021/jm030145r
DO - 10.1021/jm030145r
M3 - Article
C2 - 12852771
AN - SCOPUS:0037817418
SN - 0022-2623
VL - 46
SP - 3412
EP - 3423
JO - Journal of Medicinal Chemistry
JF - Journal of Medicinal Chemistry
IS - 15
ER -