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

被引：3

作者：

Nichugovskiy, Artemiy ^{[1
]}

Maksimova, Varvara ^{[2
]}

Trapeznikova, Ekaterina ^{[3
]}

Eshtukova-Shcheglova, Elizaveta ^{[1
]}

Ivanov, Igor ^{[1
]}

Yakubovskaya, Marianna ^{[2
]}

Kirsanov, Kirill ^{[2
,4
]}

Cheshkov, Dmitry ^{[5
]}

Tron, Gian Cesare ^{[6
]}

Maslov, Mikhail ^{[1
]}

机构：

[1] MIREA Russian Technol Univ, Lomonosov Inst Fine Chem Technol, 86 Vernadsky Ave, Moscow 119571, Russia

[2] NN Blokhin Natl Med Res Ctr Oncol, 23 Kashirskoe Sh, Moscow 115478, Russia

[3] IM Sechenov First Moscow State Med Univ, 8-2 Trubetskaya Str, Moscow 119991, Russia

[4] Peoples Friendship Univ Russia, Inst Med, 6 Miklukho Maklaya Str, Moscow 117198, Russia

[5] State Sci Res Inst Chem & Technol Organoelement C, 38 Shosse Entuziastov, Moscow 105118, Russia

[6] Univ Piemonte Orientate, Dipartimento Sci Farmaco, 2 Largo Donegani, I-28100 Novara, Italy

来源：

MOLECULES | 2022年 / 27卷 / 19期

基金：

俄罗斯基础研究基金会;

关键词：

polyamines; multicomponent Ugi reaction; lipophilic polyamines; anticancer activity; DERIVATIVES; PIPERAZINE; MODULATORS; CONVERSION; REDUCTION; APOPTOSIS;

D O I：

10.3390/molecules27196218

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

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.

引用

页数：14

共 39 条

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