5' -Hydrogenphosphonates and 5' -methylphosphonates of sugar modified pyrimidine nucleosides as potential anti-hiv-1 agents

Alexander A. Krayevsky; Ting Chao Chou; Penny Baron; Bruce Polsky; Xiang Jun Jiang; Jasenka Matulič-Adamič; Ivan Rosenberg; Kyoichi A. Watanabe

doi:10.1080/07328319208021696

5' -Hydrogenphosphonates and 5' -methylphosphonates of sugar modified pyrimidine nucleosides as potential anti-hiv-1 agents

Alexander A. Krayevsky
, Ting Chao Chou
, Penny Baron
, Bruce Polsky
, Xiang Jun Jiang
, Jasenka Matulič-Adamič
, Ivan Rosenberg
, Kyoichi A. Watanabe

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

34 Scopus citations

Abstract

A number of nucleoside 5‘;-hydrogenphosphonates and nucleoside 5‘;-ioethylphosphonates were prepared, to study their ability to inhibit replication of HIV-1. Two compounds, the 5’-hydrogenphosphonate of 3’;-azido-3‘; -deoxythymidine (AZT-HP, IVc) and of 3‘; -deoxy-3‘; -fluorothymidine (FLT-HP, IVa), exhibit potent anti-HIV-1 activity with selectivity indices similar to or better than those of their parent nucleosides.

Original language	English
Pages (from-to)	177-196
Number of pages	20
Journal	Nucleosides and Nucleotides
Volume	11
Issue number	2-4
DOIs	https://doi.org/10.1080/07328319208021696
State	Published - 1 Feb 1992
Externally published	Yes

Access to Document

10.1080/07328319208021696

Cite this

@article{afb1dfc2a01e4a54bb58c9333b49f829,

title = "5' -Hydrogenphosphonates and 5' -methylphosphonates of sugar modified pyrimidine nucleosides as potential anti-hiv-1 agents",

abstract = "A number of nucleoside 5{\textquoteleft};-hydrogenphosphonates and nucleoside 5{\textquoteleft};-ioethylphosphonates were prepared, to study their ability to inhibit replication of HIV-1. Two compounds, the 5{\textquoteright}-hydrogenphosphonate of 3{\textquoteright};-azido-3{\textquoteleft}; -deoxythymidine (AZT-HP, IVc) and of 3{\textquoteleft}; -deoxy-3{\textquoteleft}; -fluorothymidine (FLT-HP, IVa), exhibit potent anti-HIV-1 activity with selectivity indices similar to or better than those of their parent nucleosides.",

author = "Krayevsky, \{Alexander A.\} and Chou, \{Ting Chao\} and Penny Baron and Bruce Polsky and Jiang, \{Xiang Jun\} and Jasenka Matuli{\v c}-Adami{\v c} and Ivan Rosenberg and Watanabe, \{Kyoichi A.\}",

note = "Funding Information: the National Institute of All- and Infectious Diseases and the National Cancer Institute, NIH, U.S.D.H.H.S. (Grants c1118601, CA08748 and AI26056) .",

year = "1992",

month = feb,

day = "1",

doi = "10.1080/07328319208021696",

language = "English",

volume = "11",

pages = "177--196",

journal = "Nucleosides and Nucleotides",

issn = "0732-8311",

publisher = "Marcel Dekker Inc.",

number = "2-4",

}

TY - JOUR

T1 - 5' -Hydrogenphosphonates and 5' -methylphosphonates of sugar modified pyrimidine nucleosides as potential anti-hiv-1 agents

AU - Krayevsky, Alexander A.

AU - Chou, Ting Chao

AU - Baron, Penny

AU - Polsky, Bruce

AU - Jiang, Xiang Jun

AU - Matulič-Adamič, Jasenka

AU - Rosenberg, Ivan

AU - Watanabe, Kyoichi A.

N1 - Funding Information: the National Institute of All- and Infectious Diseases and the National Cancer Institute, NIH, U.S.D.H.H.S. (Grants c1118601, CA08748 and AI26056) .

PY - 1992/2/1

Y1 - 1992/2/1

N2 - A number of nucleoside 5‘;-hydrogenphosphonates and nucleoside 5‘;-ioethylphosphonates were prepared, to study their ability to inhibit replication of HIV-1. Two compounds, the 5’-hydrogenphosphonate of 3’;-azido-3‘; -deoxythymidine (AZT-HP, IVc) and of 3‘; -deoxy-3‘; -fluorothymidine (FLT-HP, IVa), exhibit potent anti-HIV-1 activity with selectivity indices similar to or better than those of their parent nucleosides.

AB - A number of nucleoside 5‘;-hydrogenphosphonates and nucleoside 5‘;-ioethylphosphonates were prepared, to study their ability to inhibit replication of HIV-1. Two compounds, the 5’-hydrogenphosphonate of 3’;-azido-3‘; -deoxythymidine (AZT-HP, IVc) and of 3‘; -deoxy-3‘; -fluorothymidine (FLT-HP, IVa), exhibit potent anti-HIV-1 activity with selectivity indices similar to or better than those of their parent nucleosides.

UR - https://www.scopus.com/pages/publications/0026562842

U2 - 10.1080/07328319208021696

DO - 10.1080/07328319208021696

M3 - Article

AN - SCOPUS:0026562842

SN - 0732-8311

VL - 11

SP - 177

EP - 196

JO - Nucleosides and Nucleotides

JF - Nucleosides and Nucleotides

IS - 2-4

ER -

5' -Hydrogenphosphonates and 5' -methylphosphonates of sugar modified pyrimidine nucleosides as potential anti-hiv-1 agents

Abstract

Access to Document

Fingerprint

Cite this