Bioorganic and Medicinal Chemistry

, volume 23 , issue 5 , pages 1069-1081

Scaffold hopping: Exploration of acetanilide-containing uracil analogues as potential NNRTIs

Denis A Babkov ¹

A. A. Kushch ²

Maria P Paramonova ¹

A.A. Ozerov ¹

А. В. Иванов ²

A. O. Chizhov ³

Anastasia Khandazhinskaya ²

С. Н. Кочетков ²

Jan Balzarini ^{4, 5, 6}

Dirk Daelemans ^{4, 5, 6}

Christophe Pannecouque ^{4, 5, 6}

Katherine L. Seley-Radtke ⁷

Mikhail S. Novikov ¹

Hide authors affiliations Show authors affiliations: 7 affiliations

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

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

Zelinsky Institute of Organic Chemistry, Russian Academy of Science, Leninsky pr., 47, Moscow 119991, Russia. |

⁴

Rega Institute for Medical Research

⁵

KU Leuven Minderbroedersstraat 10 |

⁶

Leuven B-3000 Belgium |

⁷

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

Publication type: Journal Article

Publication date: 2015-03-01

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.2015.01.002

Copy DOI

PubMed ID: 25638501

Organic Chemistry

Drug Discovery

Biochemistry

Molecular Biology

Pharmaceutical Science

Clinical Biochemistry

Molecular Medicine

Abstract

In order to identify novel nonnucleoside inhibitors of HIV-1 reverse transcriptase two series of amide-containing uracil derivatives were designed as hybrids of two scaffolds of previously reported inhibitors. Subsequent biological evaluation confirmed acetamide uracil derivatives 15a-k as selective micromolar NNRTIs with a first generation-like resistance profile. Molecular modeling of the most active compounds 15c and 15i was employed to provide insight on their inhibitory properties and direct future design efforts.

Found

2 citations

Novikov Mikhail

DSc in Chemistry, associate professor

218 publications, 4 210 citations, 54 reviews

h-index: 33

Saint Petersburg State University

1 citation

Ivanov Aleksandr

DSc in Biological/biomedical sciences

143 publications, 3 086 citations, 13 reviews

h-index: 25

Engelhardt Institute of Molecular Biology of the Russian Academy of Sciences

Research interests

HIV

Reactive oxygen species

1 citation

Babkov Denis

🤝

DSc in Pharmacy

78 publications, 830 citations, 60 reviews

h-index: 16

Volgograd State Medical University

1 citation

Yagofarov Mikhail

DSc in Chemistry

67 publications, 586 citations, 17 reviews

h-index: 16

Kazan Federal University

Research interests

Physical Chemistry

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GOST |

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GOST Copy

Babkov D. A. et al. Scaffold hopping: Exploration of acetanilide-containing uracil analogues as potential NNRTIs // Bioorganic and Medicinal Chemistry. 2015. Vol. 23. No. 5. pp. 1069-1081.

GOST all authors (up to 50) Copy

Babkov D. A., Kushch A. A., Paramonova M. P., Ozerov A., Иванов А. В., Chizhov A. O., Khandazhinskaya A., Кочетков С. Н., Balzarini J., Daelemans D., Pannecouque C., Seley-Radtke K. L., Novikov M. S. Scaffold hopping: Exploration of acetanilide-containing uracil analogues as potential NNRTIs // Bioorganic and Medicinal Chemistry. 2015. Vol. 23. No. 5. pp. 1069-1081.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1016/j.bmc.2015.01.002

UR - https://doi.org/10.1016/j.bmc.2015.01.002

TI - Scaffold hopping: Exploration of acetanilide-containing uracil analogues as potential NNRTIs

T2 - Bioorganic and Medicinal Chemistry

AU - Babkov, Denis A

AU - Kushch, A. A.

AU - Paramonova, Maria P

AU - Ozerov, A.A.

AU - Иванов, А. В.

AU - Chizhov, A. O.

AU - Khandazhinskaya, Anastasia

AU - Кочетков, С. Н.

AU - Balzarini, Jan

AU - Daelemans, Dirk

AU - Pannecouque, Christophe

AU - Seley-Radtke, Katherine L.

AU - Novikov, Mikhail S.

PY - 2015

DA - 2015/03/01

PB - Elsevier

SP - 1069-1081

IS - 5

VL - 23

PMID - 25638501

SN - 0968-0896

SN - 1464-3391

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2015_Babkov,

author = {Denis A Babkov and A. A. Kushch and Maria P Paramonova and A.A. Ozerov and А. В. Иванов and A. O. Chizhov and Anastasia Khandazhinskaya and С. Н. Кочетков and Jan Balzarini and Dirk Daelemans and Christophe Pannecouque and Katherine L. Seley-Radtke and Mikhail S. Novikov},

title = {Scaffold hopping: Exploration of acetanilide-containing uracil analogues as potential NNRTIs},

journal = {Bioorganic and Medicinal Chemistry},

year = {2015},

volume = {23},

publisher = {Elsevier},

month = {mar},

url = {https://doi.org/10.1016/j.bmc.2015.01.002},

number = {5},

pages = {1069--1081},

doi = {10.1016/j.bmc.2015.01.002}

}

MLA

Cite this

MLA Copy

Babkov, Denis A., et al. “Scaffold hopping: Exploration of acetanilide-containing uracil analogues as potential NNRTIs.” Bioorganic and Medicinal Chemistry, vol. 23, no. 5, Mar. 2015, pp. 1069-1081. https://doi.org/10.1016/j.bmc.2015.01.002.

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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