Standard

Human carbonic anhydrase inhibitory profile of mono- and bis-sulfonamides synthesized via a direct sulfochlorination of 3- and 4-(hetero)arylisoxazol-5-amine scaffolds. / Krasavin, Mikhail; Korsakov, Mikhail; Zvonaryova, Zhanna; Semyonychev, Evgenii; Tuccinardi, Tiziano; Kalinin, Stanislav; Tanç, Muhammet; Supuran, Claudiu T.

In: Bioorganic and Medicinal Chemistry, Vol. 25, No. 6, 01.01.2017, p. 1914-1925.

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

Harvard

Krasavin, M, Korsakov, M, Zvonaryova, Z, Semyonychev, E, Tuccinardi, T, Kalinin, S, Tanç, M & Supuran, CT 2017, 'Human carbonic anhydrase inhibitory profile of mono- and bis-sulfonamides synthesized via a direct sulfochlorination of 3- and 4-(hetero)arylisoxazol-5-amine scaffolds', Bioorganic and Medicinal Chemistry, vol. 25, no. 6, pp. 1914-1925. https://doi.org/10.1016/j.bmc.2017.02.018

APA

Krasavin, M., Korsakov, M., Zvonaryova, Z., Semyonychev, E., Tuccinardi, T., Kalinin, S., Tanç, M., & Supuran, C. T. (2017). Human carbonic anhydrase inhibitory profile of mono- and bis-sulfonamides synthesized via a direct sulfochlorination of 3- and 4-(hetero)arylisoxazol-5-amine scaffolds. Bioorganic and Medicinal Chemistry, 25(6), 1914-1925. https://doi.org/10.1016/j.bmc.2017.02.018

Vancouver

Krasavin M, Korsakov M, Zvonaryova Z, Semyonychev E, Tuccinardi T, Kalinin S et al. Human carbonic anhydrase inhibitory profile of mono- and bis-sulfonamides synthesized via a direct sulfochlorination of 3- and 4-(hetero)arylisoxazol-5-amine scaffolds. Bioorganic and Medicinal Chemistry. 2017 Jan 1;25(6):1914-1925. https://doi.org/10.1016/j.bmc.2017.02.018

Author

Krasavin, Mikhail ; Korsakov, Mikhail ; Zvonaryova, Zhanna ; Semyonychev, Evgenii ; Tuccinardi, Tiziano ; Kalinin, Stanislav ; Tanç, Muhammet ; Supuran, Claudiu T. / Human carbonic anhydrase inhibitory profile of mono- and bis-sulfonamides synthesized via a direct sulfochlorination of 3- and 4-(hetero)arylisoxazol-5-amine scaffolds. In: Bioorganic and Medicinal Chemistry. 2017 ; Vol. 25, No. 6. pp. 1914-1925.

BibTeX

@article{d5d0f4997cc24294b2907444fdfb4b85,
title = "Human carbonic anhydrase inhibitory profile of mono- and bis-sulfonamides synthesized via a direct sulfochlorination of 3- and 4-(hetero)arylisoxazol-5-amine scaffolds",
abstract = "Three distinct series of isoxazole-based primary mono- and bis-sulfonamides have been synthesized via direct sulfochlorination, each of them delivering nanomolar inhibitors of human carbonic anhydrase. Certain pronounced SAR trends have been established and rationalized by in silico docking. These findings expand the structure-activity knowledge base for heterocycle-containing sulfonamide carbonic anhydrase inhibitors and further validate the power of direct electrophilic sulfochlorination as a means of introducing the pharmacophoric primary sulfonamide group into structurally diverse aromatic precursors.",
keywords = "Alternative binding mode, Aromatic sulfochlorination, Carbonic anhydrase inhibitors, Isoform selectivity, Primary sulfonamide, Zinc binding group",
author = "Mikhail Krasavin and Mikhail Korsakov and Zhanna Zvonaryova and Evgenii Semyonychev and Tiziano Tuccinardi and Stanislav Kalinin and Muhammet Tan{\c c} and Supuran, {Claudiu T.}",
year = "2017",
month = jan,
day = "1",
doi = "10.1016/j.bmc.2017.02.018",
language = "English",
volume = "25",
pages = "1914--1925",
journal = "Bioorganic and Medicinal Chemistry",
issn = "0968-0896",
publisher = "Elsevier",
number = "6",

}

RIS

TY - JOUR

T1 - Human carbonic anhydrase inhibitory profile of mono- and bis-sulfonamides synthesized via a direct sulfochlorination of 3- and 4-(hetero)arylisoxazol-5-amine scaffolds

AU - Krasavin, Mikhail

AU - Korsakov, Mikhail

AU - Zvonaryova, Zhanna

AU - Semyonychev, Evgenii

AU - Tuccinardi, Tiziano

AU - Kalinin, Stanislav

AU - Tanç, Muhammet

AU - Supuran, Claudiu T.

PY - 2017/1/1

Y1 - 2017/1/1

N2 - Three distinct series of isoxazole-based primary mono- and bis-sulfonamides have been synthesized via direct sulfochlorination, each of them delivering nanomolar inhibitors of human carbonic anhydrase. Certain pronounced SAR trends have been established and rationalized by in silico docking. These findings expand the structure-activity knowledge base for heterocycle-containing sulfonamide carbonic anhydrase inhibitors and further validate the power of direct electrophilic sulfochlorination as a means of introducing the pharmacophoric primary sulfonamide group into structurally diverse aromatic precursors.

AB - Three distinct series of isoxazole-based primary mono- and bis-sulfonamides have been synthesized via direct sulfochlorination, each of them delivering nanomolar inhibitors of human carbonic anhydrase. Certain pronounced SAR trends have been established and rationalized by in silico docking. These findings expand the structure-activity knowledge base for heterocycle-containing sulfonamide carbonic anhydrase inhibitors and further validate the power of direct electrophilic sulfochlorination as a means of introducing the pharmacophoric primary sulfonamide group into structurally diverse aromatic precursors.

KW - Alternative binding mode

KW - Aromatic sulfochlorination

KW - Carbonic anhydrase inhibitors

KW - Isoform selectivity

KW - Primary sulfonamide

KW - Zinc binding group

UR - http://www.scopus.com/inward/record.url?scp=85013387810&partnerID=8YFLogxK

U2 - 10.1016/j.bmc.2017.02.018

DO - 10.1016/j.bmc.2017.02.018

M3 - Article

C2 - 28237553

AN - SCOPUS:85013387810

VL - 25

SP - 1914

EP - 1925

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

SN - 0968-0896

IS - 6

ER -

ID: 34635912