Experimental and theoretical investigation of cyclometallated platinum(ii) complex containing adamantanemethylcyanamide and 1,4-naphthoquinone derivative as ligands: synthesis, characterization, interacting with guanine and cytotoxic activity

Tabrizi Leila; Zouchoune Bachir; Zaiter Abdallah

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Experimental and theoretical investigation of cyclometallated platinum(ii) complex containing adamantanemethylcyanamide and 1,4-naphthoquinone derivative as ligands: synthesis, characterization, interacting with guanine and cytotoxic activity

机译：含有金刚烷蛋白甲基氨基甲酰胺和1,4-萘醌衍生物作为配体的甘氨酸铂（II）络合物的实验与理论研究：合成，表征，与鸟嘌呤和细胞毒活性相互作用

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A new cyclometallated platinum(ii) complex with 1-adamantanemethylcyanamide (1-ADpcydH) and 2-[amino(2-phenylpyridine)]-1,4-naphthoquinone (1,4-NQ) ligands with the formula cis-Pt(1,4-NQ)(1-ADpcyd)(H2O) was synthesized and fully characterized. Cellular uptake, DNA platination, and cytotoxicity against human MCF-7 breast, HepG-2 liver hepatocellular carcinoma, and HT-29 colon cancer cell lines were evaluated. The interaction of guanine (G) with cis-Pt(1,4-NQ)(1-ADpcyd)(H2O) was studied by Pt-195 NMR and mass spectroscopy. Furthermore, DFT calculations were performed on the complexes cis-Pt(1,4-NQ)(1-ADpcyd)(H2O) 1 and cis-Pt(1,4-NQ)(1-ADpcyd)(G) 2 using the BP86-D and B3LYP functionals, in order to gain deeper insights into the molecular and electronic structures. Decomposition energy analysis gave a clear understanding of the bonding within both complexes, showing that the interactions were governed by two-third ionic and one-third covalent characters, which were stronger between the guanine and the Pt(ii) center than those between water and the Pt(ii).

机译：具有1-亚氨基甲基甲基氨基甲酰胺（1-ADPCYDH）和2- [氨基（2-苯基吡啶）] - 1,4-萘醌（1,4-NQ）配体的新的环烷烃（II）络合物，其中CIS-PT（1合成和完全表征，4-NQ）（1-Adpcyd）（H 2 O）。评估了对人MCF-7乳腺，HepG-2肝肝细胞癌和HT-29结肠癌细胞系的细胞摄取，DNA含水量和细胞毒性。通过PT-195 NMR和质谱法研究了与CIS-Pt（1,4-NQ）（1- adpcyd）（1- adpcyd）（H2O）的鸟嘌呤（g）的相互作用。此外，在复合物顺式CIS-Pt（1,4-NQ）（1-Adpcyd）（H 2 O）1和CIS-Pt（1,4-NQ）（1- adpcyd）（1- adpcyd）（g）2上进行DFT计算BP86-D和B3LYP功能，以获得深入的洞察分子和电子结构。分解能量分析对两种复合物中的键合来说清楚地了解键合，表明相互作用受到三分之二的离子和三分之一的共价特征，这些特征在于鸟嘌呤和PT（II）中心的比例而不是水之间的粘合剂pt（ii）。

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《RSC Advances》 |2019年第1期|共14页
作者
Tabrizi Leila; Zouchoune Bachir; Zaiter Abdallah;
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Natl Univ Ireland Galway Sch Chem Univ Rd Galway H91 TK33 Ireland;

Univ Larbi Ben MHidi Oum El Bouaghi Lab Chim Appl &

Technol Mat Oum El Bouaghi 04000 Algeria;

Univ Constantine Mentouri Unite Rech Chim Environm &

Mol Struct Constantine 25000 Algeria;

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1. Experimental and theoretical investigation of cyclometallated platinum(ii) complex containing adamantanemethylcyanamide and 1,4-naphthoquinone derivative as ligands: synthesis, characterization, interacting with guanine and cytotoxic activity [J] . Tabrizi Leila, Zouchoune Bachir, Zaiter Abdallah RSC Advances . 2019,第1期

机译：含有金刚烷蛋白甲基氨基甲酰胺和1,4-萘醌衍生物作为配体的甘氨酸铂（II）络合物的实验与理论研究：合成，表征，与鸟嘌呤和细胞毒活性相互作用
2. Experimental and theoretical investigation of cyclometallated platinum(ii) complex containing adamantanemethylcyanamide and 1,4-naphthoquinone derivative as ligands: synthesis, characterization, interacting with guanine and cytotoxic activity [J] . Leila Tabrizi, Bachir Zouchoune, Abdallah Zaiter RSC Advances . 2019,第1期

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3. Experimental and theoretical investigations of cyclometalated ruthenium(ii) complex containing CCC-pincer and anti-inflammatory drugs as ligands: synthesis, characterization, inhibition of cyclooxygenase and in vitro cytotoxicity activities in various cancer cell lines [J] . Tabrizi Leila, Olasunkanmi Lukman O., Fadare Olatomide A. Dalton transactions: An international journal of inorganic chemistry . 2019,第2期

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4. Engineering of Cyclometallated Platinum(II) Complexes Incorporating Acetylide Ligands for Chemosensing [C] . Jean-Luc Fillaut, Pierre-Henri Lanoe, Veronique Guerchais, ICTON Mediterranean Conference . 2009

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5. I. Synthesis of substituted naphthalenes utilizing active nickel. II. Synthesis of substituted naphthoquinones and formation of a charge transfer complex. III. Synthesis of substituted 1,4-diphenyl-2-butenes from (eta(6):eta(6)-1,4-diphenyl-1,3-butadiene)-bis(tricarbonylchromium) [D] . Forkner, Matthew W. 1988

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6. Synthesis Characterization and In Vitro Cytotoxic Activities of Benzaldehyde Thiosemicarbazone Derivatives and Their Palladium (II) and Platinum (II) Complexes against Various Human Tumor Cell Lines [O] . Wilfredo Hernándeza, Juan Paz, Abraham Vaisberg, 2008

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7. Synthesis, Characterization, Antibacterial, and Antifungal Activities of Cobalt(II), Nickel(II) and Copper(II) Complexes with 3-thioacetyl-2-amino-1,4-naphthoquinone and 2-benzoyl-3-amino-1,4-naphthoquinone Ligands [O] . Fatma S. M. Hassan, Mahmoud Fayez, Nadia Abdalla 2020

机译：用3-硫代乙酰-2-氨基-1,4-萘醌和2-苯甲酰-3-氨基-1，钴（II），镍（II），镍（II）和铜（II）配合物的合成，表征，抗菌和抗真菌活性， 4-萘醌配体

Experimental and theoretical investigation of cyclometallated platinum(ii) complex containing adamantanemethylcyanamide and 1,4-naphthoquinone derivative as ligands: synthesis, characterization, interacting with guanine and cytotoxic activity

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