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Exploration of spirocyclic derivatives of ciprofloxacin as antibacterial agents. / Лукин, Алексей; Чудинов , Михаил; Ведехина, Татьяна Сергеевна; Рогачёва, Елизавета; Краева, Людмила Александровна; Бакулина, Ольга Юрьевна; Красавин, Михаил Юрьевич.

In: Molecules, Vol. 27, No. 15, 4864, 29.07.2022.

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

Harvard

Лукин, А, Чудинов , М, Ведехина, ТС, Рогачёва, Е, Краева, ЛА, Бакулина, ОЮ & Красавин, МЮ 2022, 'Exploration of spirocyclic derivatives of ciprofloxacin as antibacterial agents', Molecules, vol. 27, no. 15, 4864. https://doi.org/10.3390/molecules27154864

APA

Лукин, А., Чудинов , М., Ведехина, Т. С., Рогачёва, Е., Краева, Л. А., Бакулина, О. Ю., & Красавин, М. Ю. (2022). Exploration of spirocyclic derivatives of ciprofloxacin as antibacterial agents. Molecules, 27(15), [4864]. https://doi.org/10.3390/molecules27154864

Vancouver

Лукин А, Чудинов М, Ведехина ТС, Рогачёва Е, Краева ЛА, Бакулина ОЮ et al. Exploration of spirocyclic derivatives of ciprofloxacin as antibacterial agents. Molecules. 2022 Jul 29;27(15). 4864. https://doi.org/10.3390/molecules27154864

Author

Лукин, Алексей ; Чудинов , Михаил ; Ведехина, Татьяна Сергеевна ; Рогачёва, Елизавета ; Краева, Людмила Александровна ; Бакулина, Ольга Юрьевна ; Красавин, Михаил Юрьевич. / Exploration of spirocyclic derivatives of ciprofloxacin as antibacterial agents. In: Molecules. 2022 ; Vol. 27, No. 15.

BibTeX

@article{32da651c0b334db49c03d4594c982d7b,
title = "Exploration of spirocyclic derivatives of ciprofloxacin as antibacterial agents",
abstract = "The previously reported as well as newly synthesized derivatives of the 1-oxa-9-azaspiro[5.5]undecane were employed in the synthesis of thirty-six derivatives of ciprofloxacin using commercially available 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid and the literature protocol involving the preparation of boron chelate complex to facilitate nucleophilic aromatic substitution. All new fluoroquinolone derivatives were tested against two gram-positive as well as three gram-negative strains of bacteria. With the activity spectrum of the new derivatives being substantially narrower than that of ciprofloxacin, compounds were distinctly active against two of the five strains: gram-negative Acinetobacter baumannii 987 {\textregistered} and gram-positive Bacillus cereus 138 {\textregistered}. Towards these two strains, a large group of compounds displayed equal or higher potency than ciprofloxacin. ",
keywords = "antibacterial, aromatic nucleophilic substitution, ciprofloxacin, piperidines, spirocyclic, Fluoroquinolones, Microbial Sensitivity Tests, Ciprofloxacin/pharmacology, Bacteria, Structure-Activity Relationship, Anti-Bacterial Agents/pharmacology",
author = "Алексей Лукин and Михаил Чудинов and Ведехина, {Татьяна Сергеевна} and Елизавета Рогачёва and Краева, {Людмила Александровна} and Бакулина, {Ольга Юрьевна} and Красавин, {Михаил Юрьевич}",
note = "Publisher Copyright: {\textcopyright} 2022 by the authors.",
year = "2022",
month = jul,
day = "29",
doi = "10.3390/molecules27154864",
language = "English",
volume = "27",
journal = "Molecules",
issn = "1420-3049",
publisher = "MDPI AG",
number = "15",

}

RIS

TY - JOUR

T1 - Exploration of spirocyclic derivatives of ciprofloxacin as antibacterial agents

AU - Лукин, Алексей

AU - Чудинов , Михаил

AU - Ведехина, Татьяна Сергеевна

AU - Рогачёва, Елизавета

AU - Краева, Людмила Александровна

AU - Бакулина, Ольга Юрьевна

AU - Красавин, Михаил Юрьевич

N1 - Publisher Copyright: © 2022 by the authors.

PY - 2022/7/29

Y1 - 2022/7/29

N2 - The previously reported as well as newly synthesized derivatives of the 1-oxa-9-azaspiro[5.5]undecane were employed in the synthesis of thirty-six derivatives of ciprofloxacin using commercially available 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid and the literature protocol involving the preparation of boron chelate complex to facilitate nucleophilic aromatic substitution. All new fluoroquinolone derivatives were tested against two gram-positive as well as three gram-negative strains of bacteria. With the activity spectrum of the new derivatives being substantially narrower than that of ciprofloxacin, compounds were distinctly active against two of the five strains: gram-negative Acinetobacter baumannii 987 ® and gram-positive Bacillus cereus 138 ®. Towards these two strains, a large group of compounds displayed equal or higher potency than ciprofloxacin.

AB - The previously reported as well as newly synthesized derivatives of the 1-oxa-9-azaspiro[5.5]undecane were employed in the synthesis of thirty-six derivatives of ciprofloxacin using commercially available 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid and the literature protocol involving the preparation of boron chelate complex to facilitate nucleophilic aromatic substitution. All new fluoroquinolone derivatives were tested against two gram-positive as well as three gram-negative strains of bacteria. With the activity spectrum of the new derivatives being substantially narrower than that of ciprofloxacin, compounds were distinctly active against two of the five strains: gram-negative Acinetobacter baumannii 987 ® and gram-positive Bacillus cereus 138 ®. Towards these two strains, a large group of compounds displayed equal or higher potency than ciprofloxacin.

KW - antibacterial

KW - aromatic nucleophilic substitution

KW - ciprofloxacin

KW - piperidines

KW - spirocyclic

KW - Fluoroquinolones

KW - Microbial Sensitivity Tests

KW - Ciprofloxacin/pharmacology

KW - Bacteria

KW - Structure-Activity Relationship

KW - Anti-Bacterial Agents/pharmacology

UR - http://www.scopus.com/inward/record.url?scp=85136340457&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/bf8ed845-62ff-3df3-b6c6-f668c5f2f9c4/

U2 - 10.3390/molecules27154864

DO - 10.3390/molecules27154864

M3 - Article

C2 - 35956812

VL - 27

JO - Molecules

JF - Molecules

SN - 1420-3049

IS - 15

M1 - 4864

ER -

ID: 100705455