Open Access

Bioorganic and Medicinal Chemistry

, volume 19 , issue 19 , pages 5794-5802

1-[2-(2-Benzoyl- and 2-benzylphenoxy)ethyluracils as potent anti-HIV-1 agents

Mikhail S. Novikov ¹

Kartik Temburnikar ²

Galina V. Gurskaya ³

Jan Balzarini ⁴

Olga Ivanova ³

А. В. Иванов ³

A.A. Ozerov ¹

A. A. Kushch ³

С. Н. Кочетков ³

Christophe Pannecouque ⁴

Katherine L. Seley-Radtke ²

Hide authors affiliations Show authors affiliations: 4 affiliations

Department of Pharmaceutical & Toxicological Chemistry, Volgograd State Medical University, Paversushikh Bortsov Sq., 1, Volgograd 400131, Russia |

Department of Chemistry and Biochemistry, University of Maryland Baltimore County 1000 Hilltop Circle, Baltimore MD 21250, USA |

Engelhardt Institute of Molecular Biology, Russian Academy of Science, Vavilov Str. 32, Moscow 119991, Russia |

⁴

Rega Institute for Medical Research, K.U. Leuven, Minderbroedersstraat 10, Leuven B-3000, Belgium |

Publication type: Journal Article

Publication date: 2011-10-01

Elsevier

Bioorganic and Medicinal Chemistry

scimago Q2

wos Q1

SJR: 0.608

CiteScore: 6.7

Impact factor: 3.0

ISSN: 09680896, 14643391

DOI: 10.1016/j.bmc.2011.08.025

Copy DOI

PubMed ID: 21903401

Organic Chemistry

Drug Discovery

Biochemistry

Molecular Biology

Pharmaceutical Science

Clinical Biochemistry

Molecular Medicine

Abstract

Non-nucleoside reverse transcriptase inhibitors (NNRTI) are key components in highly active antiretroviral therapy for treating HIV-1. Herein we present the synthesis for a series of N1-alkylated uracil derivatives bearing ω-(2-benzyl- and 2-benzoylphenoxy)alkyl substituents as novel NNRTIs. These compounds displayed anti-HIV activity similar to that of nevirapine and several of them exhibited activity against the K103N/Y181C RT mutant HIV-1 strain. Further evaluation revealed that the inhibitors were active against most nevirapine-resistant mono- and di-substituted RTs with the exception of the V106A RT. Thus, the candidate compounds can be regarded as potential lead compounds against the wild-type virus and drug-resistant forms.

Found

7 citations

Babkov Denis

🤝

DSc in Pharmacy

78 publications, 813 citations, 60 reviews

h-index: 16

Volgograd State Medical University

6 citations

Ivanov Aleksandr

DSc in Biological/biomedical sciences

143 publications, 3 051 citations, 13 reviews

h-index: 25

Engelhardt Institute of Molecular Biology of the Russian Academy of Sciences

Research interests

HIV

Reactive oxygen species

4 citations

Novikov Mikhail

DSc in Chemistry, associate professor

216 publications, 4 151 citations, 54 reviews

h-index: 33

Saint Petersburg State University

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GOST |

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GOST Copy

Ivanova O. N. et al. 1-[2-(2-Benzoyl- and 2-benzylphenoxy)ethyluracils as potent anti-HIV-1 agents // Bioorganic and Medicinal Chemistry. 2011. Vol. 19. No. 19. pp. 5794-5802.

GOST all authors (up to 50) Copy

Novikov M. S., Temburnikar K., Gurskaya G. V., Balzarini J., Ivanova O., Иванов А. В., Ozerov A., Kushch A. A., Кочетков С. Н., Pannecouque C., Seley-Radtke K. L. 1-[2-(2-Benzoyl- and 2-benzylphenoxy)ethyluracils as potent anti-HIV-1 agents // Bioorganic and Medicinal Chemistry. 2011. Vol. 19. No. 19. pp. 5794-5802.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1016/j.bmc.2011.08.025

UR - https://doi.org/10.1016/j.bmc.2011.08.025

TI - 1-[2-(2-Benzoyl- and 2-benzylphenoxy)ethyluracils as potent anti-HIV-1 agents

T2 - Bioorganic and Medicinal Chemistry

AU - Novikov, Mikhail S.

AU - Temburnikar, Kartik

AU - Gurskaya, Galina V.

AU - Balzarini, Jan

AU - Ivanova, Olga

AU - Иванов, А. В.

AU - Ozerov, A.A.

AU - Kushch, A. A.

AU - Кочетков, С. Н.

AU - Pannecouque, Christophe

AU - Seley-Radtke, Katherine L.

PY - 2011

DA - 2011/10/01

PB - Elsevier

SP - 5794-5802

IS - 19

VL - 19

PMID - 21903401

SN - 0968-0896

SN - 1464-3391

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2011_Ivanova,

author = {Mikhail S. Novikov and Kartik Temburnikar and Galina V. Gurskaya and Jan Balzarini and Olga Ivanova and А. В. Иванов and A.A. Ozerov and A. A. Kushch and С. Н. Кочетков and Christophe Pannecouque and Katherine L. Seley-Radtke},

title = {1-[2-(2-Benzoyl- and 2-benzylphenoxy)ethyluracils as potent anti-HIV-1 agents},

journal = {Bioorganic and Medicinal Chemistry},

year = {2011},

volume = {19},

publisher = {Elsevier},

month = {oct},

url = {https://doi.org/10.1016/j.bmc.2011.08.025},

number = {19},

pages = {5794--5802},

doi = {10.1016/j.bmc.2011.08.025}

}

MLA

Cite this

MLA Copy

Ivanova, Olga N., et al. “1-[2-(2-Benzoyl- and 2-benzylphenoxy)ethyluracils as potent anti-HIV-1 agents.” Bioorganic and Medicinal Chemistry, vol. 19, no. 19, Oct. 2011, pp. 5794-5802. https://doi.org/10.1016/j.bmc.2011.08.025.

Publisher

Elsevier

Journal

Bioorganic and Medicinal Chemistry

scimago Q2

wos Q1

SJR

0.608

CiteScore

6.7

Impact factor

3.0

ISSN

09680896 (Print)

14643391 (Electronic)

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