Synthesis and anti-HIV activity of 2′-fluorine modified nucleoside phosphonates: Analogs of GS-9148

Richard L. Mackman; Kuei Ying Lin; Constantine G. Boojamra; Hon Hui; Janet Douglas; Deborah Grant; Oleg Petrakovsky; Vidya Prasad; Adrian S. Ray; Tomas Cihlar

doi:10.1016/j.bmcl.2007.11.126

Synthesis and anti-HIV activity of 2′-fluorine modified nucleoside phosphonates: Analogs of GS-9148

Richard L. Mackman, Kuei Ying Lin, Constantine G. Boojamra, Hon Hui, Janet Douglas, Deborah Grant, Oleg Petrakovsky, Vidya Prasad, Adrian S. Ray, Tomas Cihlar

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

26 Scopus citations

Abstract

Modified purine analogs of GS-9148 [5-(6-amino-purin-9-yl)-4-fluoro-2,5-dihydro-furan-2-yloxymethyl]-phosphonic acid (2′-Fd4AP) were synthesized and their anti-HIV potency evaluated. The antiviral activity of guanosine analog (2′-Fd4GP) was comparable that of to 2′-Fd4AP in MT-2 cells, but selectivity was reduced.

Original language	English (US)
Pages (from-to)	1116-1119
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	18
Issue number	3
DOIs	https://doi.org/10.1016/j.bmcl.2007.11.126
State	Published - Feb 1 2008
Externally published	Yes

Keywords

Antiviral
HIV
Phosphonate

ASJC Scopus subject areas

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

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10.1016/j.bmcl.2007.11.126

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abstract = "Modified purine analogs of GS-9148 [5-(6-amino-purin-9-yl)-4-fluoro-2,5-dihydro-furan-2-yloxymethyl]-phosphonic acid (2′-Fd4AP) were synthesized and their anti-HIV potency evaluated. The antiviral activity of guanosine analog (2′-Fd4GP) was comparable that of to 2′-Fd4AP in MT-2 cells, but selectivity was reduced.",

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T1 - Synthesis and anti-HIV activity of 2′-fluorine modified nucleoside phosphonates

T2 - Analogs of GS-9148

AU - Mackman, Richard L.

AU - Lin, Kuei Ying

AU - Boojamra, Constantine G.

AU - Hui, Hon

AU - Douglas, Janet

AU - Grant, Deborah

AU - Petrakovsky, Oleg

AU - Prasad, Vidya

AU - Ray, Adrian S.

AU - Cihlar, Tomas

PY - 2008/2/1

Y1 - 2008/2/1

N2 - Modified purine analogs of GS-9148 [5-(6-amino-purin-9-yl)-4-fluoro-2,5-dihydro-furan-2-yloxymethyl]-phosphonic acid (2′-Fd4AP) were synthesized and their anti-HIV potency evaluated. The antiviral activity of guanosine analog (2′-Fd4GP) was comparable that of to 2′-Fd4AP in MT-2 cells, but selectivity was reduced.

AB - Modified purine analogs of GS-9148 [5-(6-amino-purin-9-yl)-4-fluoro-2,5-dihydro-furan-2-yloxymethyl]-phosphonic acid (2′-Fd4AP) were synthesized and their anti-HIV potency evaluated. The antiviral activity of guanosine analog (2′-Fd4GP) was comparable that of to 2′-Fd4AP in MT-2 cells, but selectivity was reduced.

KW - Antiviral

KW - HIV

KW - Phosphonate

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Synthesis and anti-HIV activity of 2′-fluorine modified nucleoside phosphonates: Analogs of GS-9148

Abstract

Keywords

ASJC Scopus subject areas

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