Open Access

RSC Advances

, volume 9 , issue 65 , pages 37901-37905

Non-natural 2: H -azirine-2-carboxylic acids: An expedient synthesis and antimicrobial activity

Pavel A Sakharov ^{1, 2, 3, 4, 5}

Aleksandr Koronatov ^{1, 2, 3, 4, 5}

Alexander F Khlebnikov ^{1, 2, 3, 4, 5}

Mikhail S. Novikov ¹

Artem A Glukharev ¹

Artem G Glukharev ^{2, 3, 4, 5}

Elizaveta V Rogacheva ^{1, 2, 3, 4, 5, 6, 7}

Liudmila A Kraeva ^{4, 5, 6, 7}

Vladimir Sharoyko ¹

Vladimir V. Sharoyko ^{2, 3, 4, 5}

T. B. Tennikova ^{1, 2, 3, 4, 5}

Nikolai V Rostovskii ^{1, 2, 3, 4, 5}

Hide authors affiliations Show authors affiliations: 7 affiliations

Institute of Chemistry, Saint Petersburg State University, 7/9 Universitetskaya nab., Saint Petersburg, Russia |

Institute of Chemistry

Saint Petersburg State University |

⁴

Saint Petersburg |

⁵

Russia |

⁶

Pasteur Institute of Epidemiology and Microbiology, 14 Mira Street, Saint Petersburg, Russia |

⁷

Pasteur Institute of Epidemiology and Microbiology |

Publication type: Journal Article

Publication date: 2019-11-21

Royal Society of Chemistry (RSC)

RSC Advances

scimago Q1

wos Q2

SJR: 0.777

CiteScore: 7.6

Impact factor: 4.6

ISSN: 20462069

DOI: 10.1039/c9ra09345a

Copy DOI

PubMed ID: 35541773

General Chemistry

General Chemical Engineering

Abstract

Non-natural 2H-azirine-2-carboxylic acids were obtained in high yields by FeCl2-catalyzed isomerization of 5-chloroisoxazoles to azirine-2-carbonyl chlorides followed by their hydrolysis. The 3-aryl- and 3-heteroaryl-substituted acids are stable during prolonged storage, exhibit antibacterial activity against ESKAPE pathogens and show a low level of cytotoxicity.

Found

6 citations

Novikov Mikhail

DSc in Chemistry, associate professor

216 publications, 4 169 citations, 54 reviews

h-index: 33

Saint Petersburg State University

2 citations

Rogacheva Elizaveta

🥼 🤝

33 publications, 281 citations

h-index: 10

ITMO University

Saint Petersburg State University

Saint-Petersburg Pasteur Institute

Research interests

Antibiotic resistance

Antibiotics

Bacteriophages

Microbiology

2 citations

Aksenov Aleksandr

🥼 🤝

DSc in Chemistry, professor

243 publications, 2 187 citations, 15 reviews

h-index: 24

North Caucasus Federal University

Research interests

Medicinal Chemistry

Organic Chemistry

2 citations

Sosnovskikh Vyacheslav

DSc in Chemistry, professor

355 publications, 4 721 citations

h-index: 30

Ural Federal University

1 citation

Beloglazkina Elena

DSc in Chemistry, professor

296 publications, 3 248 citations, 11 reviews

h-index: 29

Lomonosov Moscow State University

1 citation

Gorbunova Yuliya

DSc in Chemistry, professor, full member of the Russian Academy of Sciences

284 publications, 4 398 citations, 65 reviews

h-index: 34

Lomonosov Moscow State University

Kurnakov Institute of General and Inorganic Chemistry of the Russian Academy of Sciences

A.N. Frumkin Institute of Physical Chemistry and Electrochemistry of the Russian Academy of Sciences

Research interests

Coordination Chemistry

Lanthanides

Supramolecular chemistry

Tetrapyrrolic compounds

1 citation

Volcho Konstantin

DSc in Chemistry, professor of the Russian Academy of Sciences

279 publications, 3 898 citations, 65 reviews

h-index: 31

N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of the Siberian Branch of the Russian Academy of Sciences

1 citation

Danilkina Natalia

44 publications, 625 citations

h-index: 14

Saint Petersburg State University

Research interests

Bioorganic chemistry

Click chemistry

Heterocyclic compounds

Medicinal Chemistry

Organic Chemistry

1 citation

Osipov Sergey

DSc in Chemistry

138 publications, 2 739 citations, 3 reviews

h-index: 29

A.N.Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

1 citation

Gazizov Almir

🥼

DSc in Chemistry

157 publications, 889 citations, 23 reviews

h-index: 14

A.E. Arbuzov Institute of Organic and Physical Chemistry of the Kazan Scientific Center of the Russian Academy of Sciences

Research interests

Heterocyclic compounds

Organic Chemistry

Organophosphorus chemistry

1 citation

Karasik Andrey

DSc in Chemistry, professor, associate member of the Russian Academy of Sciences

224 publications, 2 599 citations

h-index: 26

A.E. Arbuzov Institute of Organic and Physical Chemistry of the Kazan Scientific Center of the Russian Academy of Sciences

Research interests

Coordination Chemistry

Luminescence

Phosphorus ligands

1 citation

Dotsenko Viktor

DSc in Chemistry, professor

244 publications, 2 741 citations, 2 reviews

h-index: 22

North Caucasus Federal University

Kuban State University

Research interests

Active methylene compounds

Biological activity

Heterocyclic compounds

Malononitrile

Selenoamides

Thioamides

1 citation

Zagidullin Almaz

🥼 🤝

PhD in Chemistry

81 publications, 884 citations

h-index: 17

A.E. Arbuzov Institute of Organic and Physical Chemistry of the Kazan Scientific Center of the Russian Academy of Sciences

Research interests

Asymmetric metal complex catalysis

Chemistry of organic and organoelement compounds; chemistry of polymers; production of materials

Coordination chemistry of phosphorus

Organoelement chemistry

Organophosphorus chemistry

Synthesis of chiral phosphorus-containing ligands

1 citation

Ilkin Vladimir

PhD in Chemistry

16 publications, 187 citations

h-index: 7

Ural Federal University

Research interests

Catalysis

Heterocyclic compounds

Organic Chemistry

Synthetic Organic Chemistry

1 citation

Ivleva Elena

67 publications, 469 citations

h-index: 12

Samara State Technical University

Research interests

Organic Chemistry

Organic synthesis

1 citation

Krylov Igor

PhD in Chemistry

78 publications, 1 885 citations, 18 reviews

h-index: 25

N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences

Research interests

Green chemistry

Organic Chemistry

Organic electrochemistry

Organic synthesis

Photochemistry

Plant protection

1 citation

Tikhomirov Alexander

🥼 🤝

DSc in Chemistry, associate professor

59 publications, 920 citations

h-index: 17

Mendeleev University of Chemical Technology of Russia

Gause Institute of New Antibiotics

Research interests

Medicinal Chemistry

1 citation

Ivanov Andrey

54 publications, 534 citations

h-index: 12

A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences

1 citation

Buev Evgeny

PhD in Chemistry

31 publications, 346 citations, 2 reviews

h-index: 9

Ural Federal University

Research interests

Chemistry of nitrogen-containing heterocycles

Organic Chemistry

Organic synthesis

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GOST Copy

Sakharov P. A. et al. Non-natural 2: H -azirine-2-carboxylic acids: An expedient synthesis and antimicrobial activity // RSC Advances. 2019. Vol. 9. No. 65. pp. 37901-37905.

GOST all authors (up to 50) Copy

Sakharov P. A., Koronatov A., Khlebnikov A. F., Novikov M. S., Glukharev A. A., Glukharev A. G., Rogacheva E. V., Kraeva L. A., Sharoyko V., Sharoyko V., Tennikova T. B., Rostovskii N. V. Non-natural 2: H -azirine-2-carboxylic acids: An expedient synthesis and antimicrobial activity // RSC Advances. 2019. Vol. 9. No. 65. pp. 37901-37905.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1039/c9ra09345a

UR - https://xlink.rsc.org/?DOI=C9RA09345A

TI - Non-natural 2: H -azirine-2-carboxylic acids: An expedient synthesis and antimicrobial activity

T2 - RSC Advances

AU - Sakharov, Pavel A

AU - Koronatov, Aleksandr

AU - Khlebnikov, Alexander F

AU - Novikov, Mikhail S.

AU - Glukharev, Artem A

AU - Glukharev, Artem G

AU - Rogacheva, Elizaveta V

AU - Kraeva, Liudmila A

AU - Sharoyko, Vladimir

AU - Sharoyko, Vladimir V.

AU - Tennikova, T. B.

AU - Rostovskii, Nikolai V

PY - 2019

DA - 2019/11/21

PB - Royal Society of Chemistry (RSC)

SP - 37901-37905

IS - 65

VL - 9

PMID - 35541773

SN - 2046-2069

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2019_Sakharov,

author = {Pavel A Sakharov and Aleksandr Koronatov and Alexander F Khlebnikov and Mikhail S. Novikov and Artem A Glukharev and Artem G Glukharev and Elizaveta V Rogacheva and Liudmila A Kraeva and Vladimir Sharoyko and Vladimir V. Sharoyko and T. B. Tennikova and Nikolai V Rostovskii},

title = {Non-natural 2: H -azirine-2-carboxylic acids: An expedient synthesis and antimicrobial activity},

journal = {RSC Advances},

year = {2019},

volume = {9},

publisher = {Royal Society of Chemistry (RSC)},

month = {nov},

url = {https://xlink.rsc.org/?DOI=C9RA09345A},

number = {65},

pages = {37901--37905},

doi = {10.1039/c9ra09345a}

}

MLA

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MLA Copy

Sakharov, Pavel A., et al. “Non-natural 2: H -azirine-2-carboxylic acids: An expedient synthesis and antimicrobial activity.” RSC Advances, vol. 9, no. 65, Nov. 2019, pp. 37901-37905. https://xlink.rsc.org/?DOI=C9RA09345A.

Publisher

Royal Society of Chemistry (RSC)

Journal

RSC Advances

scimago Q1

wos Q2

SJR

0.777

CiteScore

7.6

Impact factor

4.6

ISSN

20462069 (Print, Electronic)

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