Open Access

Molecules

, volume 27 , issue 19 , pages 6218

Synthesis of Novel Lipophilic Polyamines via Ugi Reaction and Evaluation of Their Anticancer Activity

A I Nichugovskiy ¹

Varvara Maksimova ²

Ekaterina Trapeznikova ³

E A Eshtukova Shcheglova ¹

I. Ivanov ¹

Marianna G. Yakubovskaya ²

Kirill I. Kirsanov ^{2, 4}

Dmitry A. Cheshkov ⁵

Gian Cesare Tron ⁶

Michael Maslov ¹

Hide authors affiliations Show authors affiliations: 6 affiliations

Lomonosov Institute of Fine Chemical Technologies, MIREA—Russian Technological University, 86 Vernadsky Ave., 119571 Moscow, Russia |

N.N. Blokhin National Medical Research Center of Oncology, 23 Kashirskoe Sh., 115478 Moscow, Russia |

I.M. Sechenov First Moscow State Medical University, 8-2 Trubetskaya Str., 119991 Moscow, Russia |

⁴

Institute of Medicine, Peoples’ Friendship University of Russia, 6 Miklukho-Maklaya Str., 117198 Moscow, Russia |

⁵

State Scientific Research Institute of Chemistry and Technology of Organoelement Compounds, 38 Shosse Entuziastov, 105118 Moscow, Russia |

⁶

Dipartimento di Scienza del Farmaco, Università del Piemonte Orientale, 2 Largo Donegani, 28100 Novara, Italy |

Publication type: Journal Article

Publication date: 2022-09-21

MDPI

Molecules

scimago Q1

wos Q2

SJR: 0.865

CiteScore: 8.6

Impact factor: 4.6

ISSN: 14203049

DOI: 10.3390/molecules27196218

Copy DOI

PubMed ID: 36234753

Organic Chemistry

Drug Discovery

Physical and Theoretical Chemistry

Pharmaceutical Science

Molecular Medicine

Analytical Chemistry

Chemistry (miscellaneous)

Abstract

Natural polyamines (PAs) are involved in the processes of proliferation and differentiation of cancer cells. Lipophilic synthetic polyamines (LPAs) induce the cell death of various cancer cell lines. In the current paper, we have demonstrated a new method for synthesis of LPAs via the multicomponent Ugi reaction and subsequent reduction of amide groups by PhSiH3. The anticancer activity of the obtained compounds was evaluated in the A-549, MCF7, and HCT116 cancer cell lines. For the first time, it was shown that the anticancer activity of LPAs with piperazine fragments is comparable with that of aliphatic LPAs. The presence of a diglyceride fragment in the structure of LPAs appears to be a key factor for the manifestation of high anticancer activity. The findings of the study strongly support further research in the field of LPAs and their derivatives.

Found

1 citation

Serova Valeriia

9 publications, 33 citations

h-index: 3

Lomonosov Moscow State University

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Nichugovskiy A. I. et al. Synthesis of Novel Lipophilic Polyamines via Ugi Reaction and Evaluation of Their Anticancer Activity // Molecules. 2022. Vol. 27. No. 19. p. 6218.

GOST all authors (up to 50) Copy

Nichugovskiy A. I., Maksimova V., Trapeznikova E., Eshtukova Shcheglova E. A., Ivanov I., Yakubovskaya M. G., Kirsanov K. I., Cheshkov D. A., Tron G. C., Maslov M. Synthesis of Novel Lipophilic Polyamines via Ugi Reaction and Evaluation of Their Anticancer Activity // Molecules. 2022. Vol. 27. No. 19. p. 6218.

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RIS Copy

TY - JOUR

DO - 10.3390/molecules27196218

UR - https://www.mdpi.com/1420-3049/27/19/6218

TI - Synthesis of Novel Lipophilic Polyamines via Ugi Reaction and Evaluation of Their Anticancer Activity

T2 - Molecules

AU - Nichugovskiy, A I

AU - Maksimova, Varvara

AU - Trapeznikova, Ekaterina

AU - Eshtukova Shcheglova, E A

AU - Ivanov, I.

AU - Yakubovskaya, Marianna G.

AU - Kirsanov, Kirill I.

AU - Cheshkov, Dmitry A.

AU - Tron, Gian Cesare

AU - Maslov, Michael

PY - 2022

DA - 2022/09/21

PB - MDPI

SP - 6218

IS - 19

VL - 27

PMID - 36234753

SN - 1420-3049

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{2022_Nichugovskiy,

author = {A I Nichugovskiy and Varvara Maksimova and Ekaterina Trapeznikova and E A Eshtukova Shcheglova and I. Ivanov and Marianna G. Yakubovskaya and Kirill I. Kirsanov and Dmitry A. Cheshkov and Gian Cesare Tron and Michael Maslov},

title = {Synthesis of Novel Lipophilic Polyamines via Ugi Reaction and Evaluation of Their Anticancer Activity},

journal = {Molecules},

year = {2022},

volume = {27},

publisher = {MDPI},

month = {sep},

url = {https://www.mdpi.com/1420-3049/27/19/6218},

number = {19},

pages = {6218},

doi = {10.3390/molecules27196218}

}

MLA

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MLA Copy

Nichugovskiy, A. I., et al. “Synthesis of Novel Lipophilic Polyamines via Ugi Reaction and Evaluation of Their Anticancer Activity.” Molecules, vol. 27, no. 19, Sep. 2022, p. 6218. https://www.mdpi.com/1420-3049/27/19/6218.

Publisher

MDPI

Journal

Molecules

scimago Q1

wos Q2

SJR

0.865

CiteScore

8.6

Impact factor

4.6

ISSN

14203049 (Print, Electronic)

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