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 shu

A Copper(II) Complex Based on N-(4-hydroxybenzyl)-L-serine: Synthesis, Crystal Structure and Inhibitory Activity on PTP1B and TCPTP

1.
a Institute of Molecular Science, Key Laboratory of Chemical Biology and Molecular Engineering of the Education Ministry, Shanxi University, Taiyuan 030006, China;
2.
b Fenyang College Shanxi Medical University, Fenyang, Shanxi 032200, China;
3.
c Beijing Synchrotron Radiation Facility, Institute of High Energy Physics, Chinese Academy of Sciences, Beijing 100049, China

Corresponding author: LU Li-Ping, ZHU Miao-Li,
Received Date: 23 March 2016
Available Online: 17 May 2016
Fund Project: Supported by NNSFC (Nos. 21271121, 21471092, 21571118) (Nos. 21271121, 21471092, 21571118)

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, M_r=501.97, D_c=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.
- copper(II) complex,
- N-(4-hydroxybenzyl)-L-serine,
- crystal structure,
- inhibitor,
- PTP1B,
- TCPTP
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