Citation:
LI Yan-Hong, LU Li-Ping, ZHU Miao-Li, YUAN Cai-Xia, FENG Si-Si, GAO Zeng-Qiang. A Copper(II) Complex Based on N-(4-hydroxybenzyl)-L-serine: Synthesis, Crystal Structure and Inhibitory Activity on PTP1B and TCPTP[J]. Chinese Journal of Structural Chemistry,
2016, 35(11): 1686-1693.
doi:
10.14102/j.cnki.0254-5861.2011-1213
A Copper(II) Complex Based on N-(4-hydroxybenzyl)-L-serine: Synthesis, Crystal Structure and Inhibitory Activity on PTP1B and TCPTP
摘要:
A novel copper(Ⅱ) complex with the reduced Schiff base,[Cu(L)2]·H2O (I, HL=N-(4-hydroxybenzyl)-L-serine), was prepared in aqueous solution and characterized by elemental analysis, FT-IR, electrospray ionization mass spectrometry and single-crystal X-ray diffraction. Complex I crystallizes in the orthorhombic system, space group P212121, with a=8.9040(18), b=9.1530(18), c=24.891(5) Å, V=2028.6(7) Å3, Z=4, C20H26CuN2O9, Mr=501.97, Dc=1.644g·cm3, μ=1.135 mm-1, F(000)=1044, GOOF=1.194, the final R=0.0484 and wR=0.1420 for 6186 observed reflections (I>2σ(I)). In I, two L- anions are coordinated to the copper ion in tridentate and bidentate chelating modes, respectively, resulting in the coordinated geometry of copper ion to be a distorted square pyramid. The intermolecular hydrogen bonds between the complexes, complexes and lattice water molecules lead to a 2D supramolecular network. The bioactivity of the complex as a potential PTPs inhibitory agent in vitro was investigated, displaying potent inhibition against PTP1B (IC50, 0.27 μM) and TCPTP (IC50, 0.57 μM) with a moderate selectivity.
English
A Copper(II) Complex Based on N-(4-hydroxybenzyl)-L-serine: Synthesis, Crystal Structure and Inhibitory Activity on PTP1B and TCPTP
Abstract:
A novel copper(Ⅱ) complex with the reduced Schiff base,[Cu(L)2]·H2O (I, HL=N-(4-hydroxybenzyl)-L-serine), was prepared in aqueous solution and characterized by elemental analysis, FT-IR, electrospray ionization mass spectrometry and single-crystal X-ray diffraction. Complex I crystallizes in the orthorhombic system, space group P212121, with a=8.9040(18), b=9.1530(18), c=24.891(5) Å, V=2028.6(7) Å3, Z=4, C20H26CuN2O9, Mr=501.97, Dc=1.644g·cm3, μ=1.135 mm-1, F(000)=1044, GOOF=1.194, the final R=0.0484 and wR=0.1420 for 6186 observed reflections (I>2σ(I)). In I, two L- anions are coordinated to the copper ion in tridentate and bidentate chelating modes, respectively, resulting in the coordinated geometry of copper ion to be a distorted square pyramid. The intermolecular hydrogen bonds between the complexes, complexes and lattice water molecules lead to a 2D supramolecular network. The bioactivity of the complex as a potential PTPs inhibitory agent in vitro was investigated, displaying potent inhibition against PTP1B (IC50, 0.27 μM) and TCPTP (IC50, 0.57 μM) with a moderate selectivity.
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Key words:
- copper(II) complex
- / N-(4-hydroxybenzyl)-L-serine
- / crystal structure
- / inhibitor
- / PTP1B
- / TCPTP
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