Stabilization of g-quadruplex DNA with Platinum(II) schiff base complexes: Luminescent probe and down-regulation of c-myc oncogene expression. Wu, P., Ma, D., Leung, C., Yan, S., Zhu, N., Abagyan, R, & Che, C. C. - 1. Chemistry - A European Journal, 15(47):13008–13021 ST – Stabilization of G–Quadruplex DN, 2009. tex.city: Department of Chemistry and Open Laboratory of Chemical Biology, Institute of Molecular Technology for Drug Discovery and Synthesis, The University of Hong Kong, Pokfulam Road, Hong Kong (China), Fax: (+852) 2857-1586; Skaggs School of Pharmacy & Pharmace![Stabilization of g-quadruplex DNA with Platinum(II) schiff base complexes: Luminescent probe and down-regulation of c-myc oncogene expression [link]](https://bibbase.org/img/filetypes/link.svg "link")
Paper doi abstract bibtex The interactions of a series of platinum(II) Schiff base complexes with c-myc G-quadruplex DNA were studied. Complex [PtL1a] (1 a; H2L1a=N,Nprime-bis(salicylidene)-4,5-methoxy-1,2-phenylenediamine) can moderately inhibit c-myc gene promoter activity in a cell-free system through stabilizing the G-quadruplex structure and can inhibit c-myc oncogene expression in cultured cells. The interaction between 1 a and G-quadruplex DNA has been examined by 1H NMR spectroscopy. By using computer-aided structure-based drug design for hit-to-lead optimization, an in silico G-quadruplex DNA model has been constructed for docking-based virtual screening to develop new platinum(II) Schiff base complexes with improved inhibitory activities. Complex [PtL3] (3; H2L3=N,Nprime-bis\4-[1-(2-propylpiperidine)oxy]salicylidene\-4,5-methoxy-1,2-phenylenediamine) has been identified with a top score in the virtual screening. This complex was subsequently prepared and experimentally tested in vitro for its ability to stabilize or induce the formation of the c-myc G-quadruplex. The inhibitory activity of 3 (IC50=4.4 muM) is tenfold more than that of 1 a. The interaction between 1 a or 3 with c-myc G-quadruplex DNA has been examined by absorption titration, emission titration, molecular modeling, and NMR titration experiments, thus revealing that both 1 a and 3 bind c-myc G-quadruplex DNA through an external end-stacking mode at the 3rsquo terminal face of the G-quadruplex. Such binding of G-quadruplex DNA with 3 is accompanied by up to an eightfold increase in the intensity of photoluminescence at lambdamax=652 nm. Complex 3 also effectively down-regulated the expression of c-myc in human hepatocarcinoma cells.
@article{Wu2009,
title = {Stabilization of g-quadruplex {DNA} with {Platinum}({II}) schiff base complexes: {Luminescent} probe and down-regulation of c-myc oncogene expression},
volume = {15},
issn = {1521-3765},
url = {http://dx.doi.org/10.1002/chem.200901943},
doi = {10.1002/chem.200901943},
abstract = {The interactions of a series of platinum(II) Schiff base complexes with c-myc G-quadruplex DNA were studied. Complex [PtL1a] (1 a; H2L1a=N,Nprime-bis(salicylidene)-4,5-methoxy-1,2-phenylenediamine) can moderately inhibit c-myc gene promoter activity in a cell-free system through stabilizing the G-quadruplex structure and can inhibit c-myc oncogene expression in cultured cells. The interaction between 1 a and G-quadruplex DNA has been examined by 1H NMR spectroscopy. By using computer-aided structure-based drug design for hit-to-lead optimization, an in silico G-quadruplex DNA model has been constructed for docking-based virtual screening to develop new platinum(II) Schiff base complexes with improved inhibitory activities. Complex [PtL3] (3; H2L3=N,Nprime-bis\{4-[1-(2-propylpiperidine)oxy]salicylidene\}-4,5-methoxy-1,2-phenylenediamine) has been identified with a top score in the virtual screening. This complex was subsequently prepared and experimentally tested in vitro for its ability to stabilize or induce the formation of the c-myc G-quadruplex. The inhibitory activity of 3 (IC50=4.4 muM) is tenfold more than that of 1 a. The interaction between 1 a or 3 with c-myc G-quadruplex DNA has been examined by absorption titration, emission titration, molecular modeling, and NMR titration experiments, thus revealing that both 1 a and 3 bind c-myc G-quadruplex DNA through an external end-stacking mode at the 3rsquo terminal face of the G-quadruplex. Such binding of G-quadruplex DNA with 3 is accompanied by up to an eightfold increase in the intensity of photoluminescence at lambdamax=652 nm. Complex 3 also effectively down-regulated the expression of c-myc in human hepatocarcinoma cells.},
number = {47},
journal = {Chemistry - A European Journal},
author = {Wu, Peng and Ma, Dik-Lung and Leung, Chung-Hang and Yan, Siu-Cheong and Zhu, Nianyong and Abagyan, R and Che, Chi-Ming C1 - 10.1002/chem.200901943},
year = {2009},
note = {tex.city: Department of Chemistry and Open Laboratory of Chemical Biology, Institute of Molecular Technology for Drug Discovery and Synthesis, The University of Hong Kong, Pokfulam Road, Hong Kong (China), Fax: (+852) 2857-1586; Skaggs School of Pharmacy \& Pharmace},
keywords = {\#nosource},
pages = {13008--13021 ST -- Stabilization of G--Quadruplex DN},
}
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Complex [PtL1a] (1 a; H2L1a=N,Nprime-bis(salicylidene)-4,5-methoxy-1,2-phenylenediamine) can moderately inhibit c-myc gene promoter activity in a cell-free system through stabilizing the G-quadruplex structure and can inhibit c-myc oncogene expression in cultured cells. The interaction between 1 a and G-quadruplex DNA has been examined by 1H NMR spectroscopy. By using computer-aided structure-based drug design for hit-to-lead optimization, an in silico G-quadruplex DNA model has been constructed for docking-based virtual screening to develop new platinum(II) Schiff base complexes with improved inhibitory activities. Complex [PtL3] (3; H2L3=N,Nprime-bis\\4-[1-(2-propylpiperidine)oxy]salicylidene\\-4,5-methoxy-1,2-phenylenediamine) has been identified with a top score in the virtual screening. This complex was subsequently prepared and experimentally tested in vitro for its ability to stabilize or induce the formation of the c-myc G-quadruplex. The inhibitory activity of 3 (IC50=4.4 muM) is tenfold more than that of 1 a. The interaction between 1 a or 3 with c-myc G-quadruplex DNA has been examined by absorption titration, emission titration, molecular modeling, and NMR titration experiments, thus revealing that both 1 a and 3 bind c-myc G-quadruplex DNA through an external end-stacking mode at the 3rsquo terminal face of the G-quadruplex. Such binding of G-quadruplex DNA with 3 is accompanied by up to an eightfold increase in the intensity of photoluminescence at lambdamax=652 nm. 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Complex [PtL1a] (1 a; H2L1a=N,Nprime-bis(salicylidene)-4,5-methoxy-1,2-phenylenediamine) can moderately inhibit c-myc gene promoter activity in a cell-free system through stabilizing the G-quadruplex structure and can inhibit c-myc oncogene expression in cultured cells. The interaction between 1 a and G-quadruplex DNA has been examined by 1H NMR spectroscopy. By using computer-aided structure-based drug design for hit-to-lead optimization, an in silico G-quadruplex DNA model has been constructed for docking-based virtual screening to develop new platinum(II) Schiff base complexes with improved inhibitory activities. Complex [PtL3] (3; H2L3=N,Nprime-bis\\{4-[1-(2-propylpiperidine)oxy]salicylidene\\}-4,5-methoxy-1,2-phenylenediamine) has been identified with a top score in the virtual screening. This complex was subsequently prepared and experimentally tested in vitro for its ability to stabilize or induce the formation of the c-myc G-quadruplex. 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