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Pregled bibliografske jedinice broj: 918860

Synthesis and antiproliferative activity of novel 2-substituted N-methylated benzimidazoles and tetracyclic benzimidazo[1, 2-a]quinolines


Perin, Nataša; Škulj, Sanja; Martin-Kleiner, Irena; Kralj, Marijeta; Hranjec, Marijana
Synthesis and antiproliferative activity of novel 2-substituted N-methylated benzimidazoles and tetracyclic benzimidazo[1, 2-a]quinolines // Polycyclic aromatic compounds, YY (2018), 1-12 doi:10.1080/10406638.2018.1441877 (međunarodna recenzija, članak, znanstveni)


Naslov
Synthesis and antiproliferative activity of novel 2-substituted N-methylated benzimidazoles and tetracyclic benzimidazo[1, 2-a]quinolines

Autori
Perin, Nataša ; Škulj, Sanja ; Martin-Kleiner, Irena ; Kralj, Marijeta ; Hranjec, Marijana

Izvornik
Polycyclic aromatic compounds (1040-6638) YY (2018); 1-12

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Benzimidazoles, benzimidazo[1, 2-a]quinolines, antiproliferative activity in vitro, SAR, fluorescence microscopy

Sažetak
In this manuscript, the synthesis, antiproliferative activity in vitro and structure-activity relationship of N-methylated 2-benzimidazoles related to 2, 3-acrylonitriles and benzimidazo [1, 2-a]quinolines bearing halogeno or amino substituent is described. Amino substituted N-methylated benzimidazo[1, 2-a]quinolines were prepared by using microwave assisted amination from corresponding halogeno substituted precursors. All newly prepared compounds were tested against tree human cancer cells to assess their antiproliferative activity in vitro. Compounds 4a and 4b display certain selective activity against MCF-7 cells together with the N, N-dimethylamino substituted derivative 4e with IC50 0.4 M. Cyclic derivatives 7a, 7b and 8 were more active with IC50 in micromolar range of concentrations but without any selectivity among tested cells. Among the most active compounds, 2-amino substituted derivatives 9a and 9b were also selective against HCT116 cells with IC50 values 0.2 M and 0.4 M, respectively. The influence of compounds 9a and 9b on the cell cycle of HCT 116 revealed that both compounds induced a strong reduction of the percentage of cells in S phase, along with the induction of cell death.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Temeljne medicinske znanosti



POVEZANOST RADA


Projekt / tema
HRZZ-IP-2013-11-5596 - SINTEZA I CITOSTATSKA ISPITIVANJA BIBLIOTEKE NOVIH DUŠIKOVIH HETEROCIKLA (Silvana Raić-Malić, )
HRZZ-IP-2013-11-5660 - Mulitidisciplinarni pristup otkriću lijekova s ciljanim djelovanjem na matične stanice tumora – uloga transporta kalija (Marijeta Kralj, )

Ustanove
Institut "Ruđer Bošković", Zagreb,
Fakultet kemijskog inženjerstva i tehnologije, Zagreb

Citiraj ovu publikaciju

Perin, Nataša; Škulj, Sanja; Martin-Kleiner, Irena; Kralj, Marijeta; Hranjec, Marijana
Synthesis and antiproliferative activity of novel 2-substituted N-methylated benzimidazoles and tetracyclic benzimidazo[1, 2-a]quinolines // Polycyclic aromatic compounds, YY (2018), 1-12 doi:10.1080/10406638.2018.1441877 (međunarodna recenzija, članak, znanstveni)
Perin, N., Škulj, S., Martin-Kleiner, I., Kralj, M. & Hranjec, M. (2018) Synthesis and antiproliferative activity of novel 2-substituted N-methylated benzimidazoles and tetracyclic benzimidazo[1, 2-a]quinolines. Polycyclic aromatic compounds, YY, 1-12 doi:10.1080/10406638.2018.1441877.
@article{article, year = {2018}, pages = {1-12}, DOI = {10.1080/10406638.2018.1441877}, keywords = {benzimidazoles, benzimidazo[1, 2-a]quinolines, antiproliferative activity in vitro, SAR, fluorescence microscopy}, journal = {Polycyclic aromatic compounds}, doi = {10.1080/10406638.2018.1441877}, volume = {YY}, issn = {1040-6638}, title = {Synthesis and antiproliferative activity of novel 2-substituted N-methylated benzimidazoles and tetracyclic benzimidazo[1, 2-a]quinolines}, keyword = {benzimidazoles, benzimidazo[1, 2-a]quinolines, antiproliferative activity in vitro, SAR, fluorescence microscopy} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


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