Synthesis, characterization and cancer cell growth inhibition activity of ruthenium(II) complexes bearing bidentate pyrrole-imine ligands

Guan Hao Chen, Wohn Jenn Leu, Jih Hwa Guh, Chia Her Lin, Jui-Hsien Huang

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

A series of bidentate pyrrole-imine ligands, [C4H3NH-(2-CH=N-R)] (1, R = cyclohexenyl; 2, R = CH2CH2-1-cyclohexenyl; 3, R = tBu; 4, R = CH2-2-furyl; 5, R = 2-methoxylphenyl; 6, R = phenyl; 7, R = 3-nitrophenyl; 8, R = 2,6-di-isopropylphenyl; 9, R = 2,4,6-trimethylphenyl), were synthesized and their corresponding ruthenium metal compounds {Ru (ɳ6-p-cymene)[C4H3N-(2-CH=N-R)]Cl} (Ru-1∼Ru-9) were also synthesized. These ligands and ruthenium compounds were all characterized by 1H and 13C NMR spectroscopy and some of their structures are also determined by single crystal X-ray crystallography. The Ru-1∼Ru-9 showed excellent GI50 for PC-3 and DU-145 with the range of 3.83–12.13 and 4.25–11.22 μM, respectively. Among of these ruthenium compounds, Ru-6 has the best activity indicating phenyl ring is the key group on the imine substituents of these ruthenium compounds.

Original languageEnglish
Pages (from-to)122-130
Number of pages9
JournalJournal of Organometallic Chemistry
Volume868
DOIs
Publication statusPublished - 2018 Aug 1

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Ruthenium Compounds
Ruthenium compounds
Bearings (structural)
ruthenium compounds
Pyrroles
Imines
Ruthenium
Cell growth
pyrroles
imines
ruthenium
cancer
Ligands
ligands
synthesis
Growth
methylidyne
Neoplasms
metal compounds
X ray crystallography

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

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title = "Synthesis, characterization and cancer cell growth inhibition activity of ruthenium(II) complexes bearing bidentate pyrrole-imine ligands",
abstract = "A series of bidentate pyrrole-imine ligands, [C4H3NH-(2-CH=N-R)] (1, R = cyclohexenyl; 2, R = CH2CH2-1-cyclohexenyl; 3, R = tBu; 4, R = CH2-2-furyl; 5, R = 2-methoxylphenyl; 6, R = phenyl; 7, R = 3-nitrophenyl; 8, R = 2,6-di-isopropylphenyl; 9, R = 2,4,6-trimethylphenyl), were synthesized and their corresponding ruthenium metal compounds {Ru (ɳ6-p-cymene)[C4H3N-(2-CH=N-R)]Cl} (Ru-1∼Ru-9) were also synthesized. These ligands and ruthenium compounds were all characterized by 1H and 13C NMR spectroscopy and some of their structures are also determined by single crystal X-ray crystallography. The Ru-1∼Ru-9 showed excellent GI50 for PC-3 and DU-145 with the range of 3.83–12.13 and 4.25–11.22 μM, respectively. Among of these ruthenium compounds, Ru-6 has the best activity indicating phenyl ring is the key group on the imine substituents of these ruthenium compounds.",
author = "Chen, {Guan Hao} and Leu, {Wohn Jenn} and Guh, {Jih Hwa} and Lin, {Chia Her} and Jui-Hsien Huang",
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Synthesis, characterization and cancer cell growth inhibition activity of ruthenium(II) complexes bearing bidentate pyrrole-imine ligands. / Chen, Guan Hao; Leu, Wohn Jenn; Guh, Jih Hwa; Lin, Chia Her; Huang, Jui-Hsien.

In: Journal of Organometallic Chemistry, Vol. 868, 01.08.2018, p. 122-130.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis, characterization and cancer cell growth inhibition activity of ruthenium(II) complexes bearing bidentate pyrrole-imine ligands

AU - Chen, Guan Hao

AU - Leu, Wohn Jenn

AU - Guh, Jih Hwa

AU - Lin, Chia Her

AU - Huang, Jui-Hsien

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AB - A series of bidentate pyrrole-imine ligands, [C4H3NH-(2-CH=N-R)] (1, R = cyclohexenyl; 2, R = CH2CH2-1-cyclohexenyl; 3, R = tBu; 4, R = CH2-2-furyl; 5, R = 2-methoxylphenyl; 6, R = phenyl; 7, R = 3-nitrophenyl; 8, R = 2,6-di-isopropylphenyl; 9, R = 2,4,6-trimethylphenyl), were synthesized and their corresponding ruthenium metal compounds {Ru (ɳ6-p-cymene)[C4H3N-(2-CH=N-R)]Cl} (Ru-1∼Ru-9) were also synthesized. These ligands and ruthenium compounds were all characterized by 1H and 13C NMR spectroscopy and some of their structures are also determined by single crystal X-ray crystallography. The Ru-1∼Ru-9 showed excellent GI50 for PC-3 and DU-145 with the range of 3.83–12.13 and 4.25–11.22 μM, respectively. Among of these ruthenium compounds, Ru-6 has the best activity indicating phenyl ring is the key group on the imine substituents of these ruthenium compounds.

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