Synthesis, physicochemical properties and in vitro cytotoxic activity of aziridine-containing derivatives of 1,3,5-triazine

Olga V. Mikolaichuk; Alexandra V. Protas; Elena A. Popova; Olga S. Shemchuk; Mikhail D. Luttsev; Daler R. Dadadzhanov; Tigran A. Vartanyan; Andrey V. Petrov; Vladimir V. Sharoyko; Konstantin N. Semenov; Oleg E. Molchanov; Dmitrii N. Maistrenko

doi:10.1016/j.mencom.2024.10.028

Synthesis, physicochemical properties and in vitro cytotoxic activity of aziridine-containing derivatives of 1,3,5-triazine

Olga V. Mikolaichuk, Alexandra V. Protas, Elena A. Popova, Olga S. Shemchuk, Mikhail D. Luttsev, Daler R. Dadadzhanov, Tigran A. Vartanyan, Andrey V. Petrov, Vladimir V. Sharoyko, Konstantin N. Semenov, Oleg E. Molchanov, Dmitrii N. Maistrenko

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

Abstract

6-{[4-(Aziridin-1-yl)-6-chloro-1,3,5-triazin-2-yl]amino}-hexanoic acid methyl ester and sodium salt were synthesized from cyanuric chloride. The sodium salt would interact with free radicals of 2,2-diphenyl-1-picrylhydrazyl (DPPH) and inhibit hemolysis induced by Radachlorin. Both compounds interact with DNA with K_bin values of 1.09 × 10⁷ and 0.99 × 10⁷ dm³ mol⁻¹, respectively; they also demonstrate cytotoxic activity against human cancer cell lines.

Original language	English
Pages (from-to)	859-861
Number of pages	3
Journal	Mendeleev Communications
Volume	34
Issue number	6
DOIs	https://doi.org/10.1016/j.mencom.2024.10.028
State	Published - 1 Nov 2024
Externally published	Yes

Keywords

1,3,5-triazine
aziridine
biocompatibility
cyanuric chloride
cytotoxic activity
imidazo[1,2-a][1,3,5]triazine
interaction with DNA
physicochemical properties

ASJC Scopus subject areas

General Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.mencom.2024.10.028

Cite this

Mikolaichuk, O. V., Protas, A. V., Popova, E. A., Shemchuk, O. S., Luttsev, M. D., Dadadzhanov, D. R., Vartanyan, T. A., Petrov, A. V., Sharoyko, V. V., Semenov, K. N., Molchanov, O. E., & Maistrenko, D. N. (2024). Synthesis, physicochemical properties and in vitro cytotoxic activity of aziridine-containing derivatives of 1,3,5-triazine. Mendeleev Communications, 34(6), 859-861. https://doi.org/10.1016/j.mencom.2024.10.028

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title = "Synthesis, physicochemical properties and in vitro cytotoxic activity of aziridine-containing derivatives of 1,3,5-triazine",

abstract = "6-{[4-(Aziridin-1-yl)-6-chloro-1,3,5-triazin-2-yl]amino}-hexanoic acid methyl ester and sodium salt were synthesized from cyanuric chloride. The sodium salt would interact with free radicals of 2,2-diphenyl-1-picrylhydrazyl (DPPH) and inhibit hemolysis induced by Radachlorin. Both compounds interact with DNA with Kbin values of 1.09 × 107 and 0.99 × 107 dm3 mol−1, respectively; they also demonstrate cytotoxic activity against human cancer cell lines.",

keywords = "1,3,5-triazine, aziridine, biocompatibility, cyanuric chloride, cytotoxic activity, imidazo[1,2-a][1,3,5]triazine, interaction with DNA, physicochemical properties",

author = "Mikolaichuk, {Olga V.} and Protas, {Alexandra V.} and Popova, {Elena A.} and Shemchuk, {Olga S.} and Luttsev, {Mikhail D.} and Dadadzhanov, {Daler R.} and Vartanyan, {Tigran A.} and Petrov, {Andrey V.} and Sharoyko, {Vladimir V.} and Semenov, {Konstantin N.} and Molchanov, {Oleg E.} and Maistrenko, {Dmitrii N.}",

note = "Publisher Copyright: {\textcopyright} 2024",

year = "2024",

month = nov,

day = "1",

doi = "10.1016/j.mencom.2024.10.028",

language = "English",

volume = "34",

pages = "859--861",

journal = "Mendeleev Communications",

issn = "0959-9436",

publisher = "Elsevier B.V.",

number = "6",

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Mikolaichuk, OV, Protas, AV, Popova, EA, Shemchuk, OS, Luttsev, MD, Dadadzhanov, DR, Vartanyan, TA, Petrov, AV, Sharoyko, VV, Semenov, KN, Molchanov, OE & Maistrenko, DN 2024, 'Synthesis, physicochemical properties and in vitro cytotoxic activity of aziridine-containing derivatives of 1,3,5-triazine', Mendeleev Communications, vol. 34, no. 6, pp. 859-861. https://doi.org/10.1016/j.mencom.2024.10.028

TY - JOUR

T1 - Synthesis, physicochemical properties and in vitro cytotoxic activity of aziridine-containing derivatives of 1,3,5-triazine

AU - Mikolaichuk, Olga V.

AU - Protas, Alexandra V.

AU - Popova, Elena A.

AU - Shemchuk, Olga S.

AU - Luttsev, Mikhail D.

AU - Dadadzhanov, Daler R.

AU - Vartanyan, Tigran A.

AU - Petrov, Andrey V.

AU - Sharoyko, Vladimir V.

AU - Semenov, Konstantin N.

AU - Molchanov, Oleg E.

AU - Maistrenko, Dmitrii N.

PY - 2024/11/1

Y1 - 2024/11/1

N2 - 6-{[4-(Aziridin-1-yl)-6-chloro-1,3,5-triazin-2-yl]amino}-hexanoic acid methyl ester and sodium salt were synthesized from cyanuric chloride. The sodium salt would interact with free radicals of 2,2-diphenyl-1-picrylhydrazyl (DPPH) and inhibit hemolysis induced by Radachlorin. Both compounds interact with DNA with Kbin values of 1.09 × 107 and 0.99 × 107 dm3 mol−1, respectively; they also demonstrate cytotoxic activity against human cancer cell lines.

AB - 6-{[4-(Aziridin-1-yl)-6-chloro-1,3,5-triazin-2-yl]amino}-hexanoic acid methyl ester and sodium salt were synthesized from cyanuric chloride. The sodium salt would interact with free radicals of 2,2-diphenyl-1-picrylhydrazyl (DPPH) and inhibit hemolysis induced by Radachlorin. Both compounds interact with DNA with Kbin values of 1.09 × 107 and 0.99 × 107 dm3 mol−1, respectively; they also demonstrate cytotoxic activity against human cancer cell lines.

KW - 1,3,5-triazine

KW - aziridine

KW - biocompatibility

KW - cyanuric chloride

KW - cytotoxic activity

KW - imidazo[1,2-a][1,3,5]triazine

KW - interaction with DNA

KW - physicochemical properties

UR - http://www.scopus.com/inward/record.url?scp=85210354817&partnerID=8YFLogxK

U2 - 10.1016/j.mencom.2024.10.028

DO - 10.1016/j.mencom.2024.10.028

M3 - Article

AN - SCOPUS:85210354817

SN - 0959-9436

VL - 34

SP - 859

EP - 861

JO - Mendeleev Communications

JF - Mendeleev Communications

IS - 6

ER -

Synthesis, physicochemical properties and in vitro cytotoxic activity of aziridine-containing derivatives of 1,3,5-triazine

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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