Design, synthesis, and cytotoxicity of 5-fluoro-2-methyl-6-(4-aryl-piperazin-1-yl) benzoxazoles

Thuraya Al-Harthy, Wajdi Michel Zoghaib, Maren Pflüger, Miriam Schöpel, Kamil Önder, Maria Reitsammer, Harald Hundsberger, Raphael Stoll, Raid Abdel-Jalil

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

To design new compounds suitable as starting points for anticancer drug development, we have synthesized a novel series of benzoxazoles with pharmaceutically advantageous piperazine and fluorine moieties attached to them. The newly synthesized benzoxazoles and their corresponding precursors were evaluated for cytotoxicity on human A-549 lung carcinoma cells and non-cancer HepaRG hepatocyes. Some of these new benzoxazoles show potential anticancer activity, while two of the intermediates show lung cancer selective properties at low concentrations where healthy cells are unaffected, indicating a selectivity window for anticancer compounds.

Original languageEnglish
Article number1290
JournalMolecules
Volume21
Issue number10
DOIs
Publication statusPublished - Oct 1 2016

Fingerprint

Benzoxazoles
Cytotoxicity
lungs
cancer
synthesis
Cells
fluorine
low concentrations
drugs
Fluorine
selectivity
Lung Neoplasms
cells
Carcinoma
Lung
Pharmaceutical Preparations

Keywords

  • A-549 lung carcinoma cells
  • Benzoxazole
  • Fluorine Cytotoxicity
  • HepaRG hepatocytes
  • Piperazine

ASJC Scopus subject areas

  • Medicine(all)
  • Organic Chemistry

Cite this

Design, synthesis, and cytotoxicity of 5-fluoro-2-methyl-6-(4-aryl-piperazin-1-yl) benzoxazoles. / Al-Harthy, Thuraya; Zoghaib, Wajdi Michel; Pflüger, Maren; Schöpel, Miriam; Önder, Kamil; Reitsammer, Maria; Hundsberger, Harald; Stoll, Raphael; Abdel-Jalil, Raid.

In: Molecules, Vol. 21, No. 10, 1290, 01.10.2016.

Research output: Contribution to journalArticle

Al-Harthy, T, Zoghaib, WM, Pflüger, M, Schöpel, M, Önder, K, Reitsammer, M, Hundsberger, H, Stoll, R & Abdel-Jalil, R 2016, 'Design, synthesis, and cytotoxicity of 5-fluoro-2-methyl-6-(4-aryl-piperazin-1-yl) benzoxazoles', Molecules, vol. 21, no. 10, 1290. https://doi.org/10.3390/molecules21101290
Al-Harthy, Thuraya ; Zoghaib, Wajdi Michel ; Pflüger, Maren ; Schöpel, Miriam ; Önder, Kamil ; Reitsammer, Maria ; Hundsberger, Harald ; Stoll, Raphael ; Abdel-Jalil, Raid. / Design, synthesis, and cytotoxicity of 5-fluoro-2-methyl-6-(4-aryl-piperazin-1-yl) benzoxazoles. In: Molecules. 2016 ; Vol. 21, No. 10.
@article{d466376d3e6d4fbbace1b3f034de201d,
title = "Design, synthesis, and cytotoxicity of 5-fluoro-2-methyl-6-(4-aryl-piperazin-1-yl) benzoxazoles",
abstract = "To design new compounds suitable as starting points for anticancer drug development, we have synthesized a novel series of benzoxazoles with pharmaceutically advantageous piperazine and fluorine moieties attached to them. The newly synthesized benzoxazoles and their corresponding precursors were evaluated for cytotoxicity on human A-549 lung carcinoma cells and non-cancer HepaRG hepatocyes. Some of these new benzoxazoles show potential anticancer activity, while two of the intermediates show lung cancer selective properties at low concentrations where healthy cells are unaffected, indicating a selectivity window for anticancer compounds.",
keywords = "A-549 lung carcinoma cells, Benzoxazole, Fluorine Cytotoxicity, HepaRG hepatocytes, Piperazine",
author = "Thuraya Al-Harthy and Zoghaib, {Wajdi Michel} and Maren Pfl{\"u}ger and Miriam Sch{\"o}pel and Kamil {\"O}nder and Maria Reitsammer and Harald Hundsberger and Raphael Stoll and Raid Abdel-Jalil",
year = "2016",
month = "10",
day = "1",
doi = "10.3390/molecules21101290",
language = "English",
volume = "21",
journal = "Molecules",
issn = "1420-3049",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "10",

}

TY - JOUR

T1 - Design, synthesis, and cytotoxicity of 5-fluoro-2-methyl-6-(4-aryl-piperazin-1-yl) benzoxazoles

AU - Al-Harthy, Thuraya

AU - Zoghaib, Wajdi Michel

AU - Pflüger, Maren

AU - Schöpel, Miriam

AU - Önder, Kamil

AU - Reitsammer, Maria

AU - Hundsberger, Harald

AU - Stoll, Raphael

AU - Abdel-Jalil, Raid

PY - 2016/10/1

Y1 - 2016/10/1

N2 - To design new compounds suitable as starting points for anticancer drug development, we have synthesized a novel series of benzoxazoles with pharmaceutically advantageous piperazine and fluorine moieties attached to them. The newly synthesized benzoxazoles and their corresponding precursors were evaluated for cytotoxicity on human A-549 lung carcinoma cells and non-cancer HepaRG hepatocyes. Some of these new benzoxazoles show potential anticancer activity, while two of the intermediates show lung cancer selective properties at low concentrations where healthy cells are unaffected, indicating a selectivity window for anticancer compounds.

AB - To design new compounds suitable as starting points for anticancer drug development, we have synthesized a novel series of benzoxazoles with pharmaceutically advantageous piperazine and fluorine moieties attached to them. The newly synthesized benzoxazoles and their corresponding precursors were evaluated for cytotoxicity on human A-549 lung carcinoma cells and non-cancer HepaRG hepatocyes. Some of these new benzoxazoles show potential anticancer activity, while two of the intermediates show lung cancer selective properties at low concentrations where healthy cells are unaffected, indicating a selectivity window for anticancer compounds.

KW - A-549 lung carcinoma cells

KW - Benzoxazole

KW - Fluorine Cytotoxicity

KW - HepaRG hepatocytes

KW - Piperazine

UR - http://www.scopus.com/inward/record.url?scp=84988926854&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84988926854&partnerID=8YFLogxK

U2 - 10.3390/molecules21101290

DO - 10.3390/molecules21101290

M3 - Article

VL - 21

JO - Molecules

JF - Molecules

SN - 1420-3049

IS - 10

M1 - 1290

ER -