Design, synthesis, and biological evaluation of fluoronitrophenyl substituted folate analogues as potential inhibitors of GAR transformylase and AICAR transformylase

Dale L. Boger; Thomas H. Marsilje; René A. Castro; Michael P. Hedrick; Qing Jin; Stephen J. Baker; Jae Hoon Shim; Stephen J. Benkovic

doi:10.1016/S0960-894X(00)00271-7

Design, synthesis, and biological evaluation of fluoronitrophenyl substituted folate analogues as potential inhibitors of GAR transformylase and AICAR transformylase

Dale L. Boger, Thomas H. Marsilje, René A. Castro, Michael P. Hedrick, Qing Jin, Stephen J. Baker, Jae Hoon Shim, Stephen J. Benkovic

Chemistry

Research output: Contribution to journal › Article › peer-review

11 Scopus citations

Abstract

The examination results of a novel series of potential inhibitors of glycinamide ribonucleotide transformylase (GAR Tfase) and aminoimidazole carboxamide transformylase (AICAR Tfase) are reported. These agents incorporate an electrophilic fluoronitrophenyl group that can potentially react with an active site nucleophile or the substrate GAR/AICAR amine via nucleophilic aromatic substitution. (C) 2000 Elsevier Science Ltd. All rights reserved.

Original language	English (US)
Pages (from-to)	1471-1475
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	10
Issue number	13
DOIs	https://doi.org/10.1016/S0960-894X(00)00271-7
State	Published - Jul 3 2000

All Science Journal Classification (ASJC) codes

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/S0960-894X(00)00271-7

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Boger, D. L., Marsilje, T. H., Castro, R. A., Hedrick, M. P., Jin, Q., Baker, S. J., Shim, J. H., & Benkovic, S. J. (2000). Design, synthesis, and biological evaluation of fluoronitrophenyl substituted folate analogues as potential inhibitors of GAR transformylase and AICAR transformylase. Bioorganic and Medicinal Chemistry Letters, 10(13), 1471-1475. https://doi.org/10.1016/S0960-894X(00)00271-7

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title = "Design, synthesis, and biological evaluation of fluoronitrophenyl substituted folate analogues as potential inhibitors of GAR transformylase and AICAR transformylase",

abstract = "The examination results of a novel series of potential inhibitors of glycinamide ribonucleotide transformylase (GAR Tfase) and aminoimidazole carboxamide transformylase (AICAR Tfase) are reported. These agents incorporate an electrophilic fluoronitrophenyl group that can potentially react with an active site nucleophile or the substrate GAR/AICAR amine via nucleophilic aromatic substitution. (C) 2000 Elsevier Science Ltd. All rights reserved.",

author = "Boger, {Dale L.} and Marsilje, {Thomas H.} and Castro, {Ren{\'e} A.} and Hedrick, {Michael P.} and Qing Jin and Baker, {Stephen J.} and Shim, {Jae Hoon} and Benkovic, {Stephen J.}",

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Boger, DL, Marsilje, TH, Castro, RA, Hedrick, MP, Jin, Q, Baker, SJ, Shim, JH & Benkovic, SJ 2000, 'Design, synthesis, and biological evaluation of fluoronitrophenyl substituted folate analogues as potential inhibitors of GAR transformylase and AICAR transformylase', Bioorganic and Medicinal Chemistry Letters, vol. 10, no. 13, pp. 1471-1475. https://doi.org/10.1016/S0960-894X(00)00271-7

Design, synthesis, and biological evaluation of fluoronitrophenyl substituted folate analogues as potential inhibitors of GAR transformylase and AICAR transformylase. / Boger, Dale L.; Marsilje, Thomas H.; Castro, René A. et al.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 10, No. 13, 03.07.2000, p. 1471-1475.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Design, synthesis, and biological evaluation of fluoronitrophenyl substituted folate analogues as potential inhibitors of GAR transformylase and AICAR transformylase

AU - Boger, Dale L.

AU - Marsilje, Thomas H.

AU - Castro, René A.

AU - Hedrick, Michael P.

AU - Jin, Qing

AU - Baker, Stephen J.

AU - Shim, Jae Hoon

AU - Benkovic, Stephen J.

PY - 2000/7/3

Y1 - 2000/7/3

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AB - The examination results of a novel series of potential inhibitors of glycinamide ribonucleotide transformylase (GAR Tfase) and aminoimidazole carboxamide transformylase (AICAR Tfase) are reported. These agents incorporate an electrophilic fluoronitrophenyl group that can potentially react with an active site nucleophile or the substrate GAR/AICAR amine via nucleophilic aromatic substitution. (C) 2000 Elsevier Science Ltd. All rights reserved.

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 13

ER -

Design, synthesis, and biological evaluation of fluoronitrophenyl substituted folate analogues as potential inhibitors of GAR transformylase and AICAR transformylase

Abstract

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