Spectroscopic, Anti-Cancer Activity, and DFT Computational Studies of Pt(II) Complexes with 1-Benzyl-3-phenylthiourea and Phosphine/Diamine Ligands

Dina Saadi Mohamed; Subhi A. Al-Jibori; Reza Behjatmanesh-Ardakani; Ahmed S. Faihan; Tarek A. Yousef; Abdulrahman G. Alhamzani; Mortaga M. Abou-Krisha; Ahmed S.M. Al-Janabi; Benjamin S. Hsiao

doi:10.3390/inorganics11030125

Spectroscopic, Anti-Cancer Activity, and DFT Computational Studies of Pt(II) Complexes with 1-Benzyl-3-phenylthiourea and Phosphine/Diamine Ligands

Dina Saadi Mohamed
, Subhi A. Al-Jibori
, Reza Behjatmanesh-Ardakani
, Ahmed S. Faihan
, Tarek A. Yousef
, Abdulrahman G. Alhamzani
, Mortaga M. Abou-Krisha
, Ahmed S.M. Al-Janabi
, Benjamin S. Hsiao

Chemistry

University of Tikrit
Payame Noor University
Al-Imam Muhammad Ibn Saud Islamic University
Medicolegal Organization
Qena University

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

Abstract

The reaction between [PtCl₂(L-L)] (L-L = dppe, dppp, dppb, dppf, Phen and Bipy) or [PtCl₂(PPh₃)₂] with 1-benzyl-3-phenylthiourea (H₂BPT) in a basic medium (CHCl₃/EtOH) created new coordinated square planner Pt(II) complexes with [Pt(BPT)(L-L)] (1–4,6,7) and [Pt(BPT)(PPh₃)₂] (5) types. These complexes were fully characterized by analytical and spectroscopic techniques (i.e., IR, UV. Vis., ¹H, and ³¹P NMR). The results indicated that the thiourea derivative ligand act as a dianion ligand bonded through both S and N atoms in a chelating mode or as a mono-anion ligand coordinated through a sulfur atom with Pt(II) ion. Cytotoxicity activity was performed by the MTT assay to determine anti-cancer activities against MCF-7 breast cancer cells. The study indicated that IC₅₀ values for MCF-7 cells were 10.96–78.90 µM. Additionally, the complexes [Pt(BPT)(dppe)] (1), [Pt(BPT)(PPh₃)₂] (5), and [Pt(BPT)₂(Bipy)] (7) were investigated theoretically, where their quantum parameters were evaluated using the Gaussian 09 program using the theory of B3LYP/Def2TZVP//B3LYP/Lanl2dz. The calculation results confirmed the optimized structures of the complexes square planar geometry. However, the calculated bond lengths and angles showed a slightly distorted square planar geometry due to the trans influence of the sulfur atom. Additionally, complexes of [Pt(BPT)(dppe)] (1) and [Pt(BPT)(PPh₃)₂] (5) showed higher stability compared to [Pt(BPT)₂(Bipy)] (7), which can be attributed to the higher back-donation of (1) and (5) complexes. Furthermore, among the three complexes, the [Pt(BPT)₂(Bipy)] (7) complex possessed the lowest HOMO–LUMO gap, which may be a good candidate as the photo-catalyst material.

Original language	English
Article number	125
Journal	Inorganics
Volume	11
Issue number	3
DOIs	https://doi.org/10.3390/inorganics11030125
State	Published - Mar 2023

Keywords

DFT
computational
phosphine
platinum
thiourea

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10.3390/inorganics11030125

Cite this

Mohamed, D. S., Al-Jibori, S. A., Behjatmanesh-Ardakani, R., Faihan, A. S., Yousef, T. A., Alhamzani, A. G., Abou-Krisha, M. M., Al-Janabi, A. S. M., & Hsiao, B. S. (2023). Spectroscopic, Anti-Cancer Activity, and DFT Computational Studies of Pt(II) Complexes with 1-Benzyl-3-phenylthiourea and Phosphine/Diamine Ligands. Inorganics, 11(3), Article 125. https://doi.org/10.3390/inorganics11030125

@article{b66f79f09c97438883fbc3ff800d978c,

title = "Spectroscopic, Anti-Cancer Activity, and DFT Computational Studies of Pt(II) Complexes with 1-Benzyl-3-phenylthiourea and Phosphine/Diamine Ligands",

abstract = "The reaction between [PtCl2(L-L)] (L-L = dppe, dppp, dppb, dppf, Phen and Bipy) or [PtCl2(PPh3)2] with 1-benzyl-3-phenylthiourea (H2BPT) in a basic medium (CHCl3/EtOH) created new coordinated square planner Pt(II) complexes with [Pt(BPT)(L-L)] (1–4,6,7) and [Pt(BPT)(PPh3)2] (5) types. These complexes were fully characterized by analytical and spectroscopic techniques (i.e., IR, UV. Vis., 1H, and 31P NMR). The results indicated that the thiourea derivative ligand act as a dianion ligand bonded through both S and N atoms in a chelating mode or as a mono-anion ligand coordinated through a sulfur atom with Pt(II) ion. Cytotoxicity activity was performed by the MTT assay to determine anti-cancer activities against MCF-7 breast cancer cells. The study indicated that IC50 values for MCF-7 cells were 10.96–78.90 µM. Additionally, the complexes [Pt(BPT)(dppe)] (1), [Pt(BPT)(PPh3)2] (5), and [Pt(BPT)2(Bipy)] (7) were investigated theoretically, where their quantum parameters were evaluated using the Gaussian 09 program using the theory of B3LYP/Def2TZVP//B3LYP/Lanl2dz. The calculation results confirmed the optimized structures of the complexes square planar geometry. However, the calculated bond lengths and angles showed a slightly distorted square planar geometry due to the trans influence of the sulfur atom. Additionally, complexes of [Pt(BPT)(dppe)] (1) and [Pt(BPT)(PPh3)2] (5) showed higher stability compared to [Pt(BPT)2(Bipy)] (7), which can be attributed to the higher back-donation of (1) and (5) complexes. Furthermore, among the three complexes, the [Pt(BPT)2(Bipy)] (7) complex possessed the lowest HOMO–LUMO gap, which may be a good candidate as the photo-catalyst material.",

keywords = "DFT, computational, phosphine, platinum, thiourea",

author = "Mohamed, \{Dina Saadi\} and Al-Jibori, \{Subhi A.\} and Reza Behjatmanesh-Ardakani and Faihan, \{Ahmed S.\} and Yousef, \{Tarek A.\} and Alhamzani, \{Abdulrahman G.\} and Abou-Krisha, \{Mortaga M.\} and Al-Janabi, \{Ahmed S.M.\} and Hsiao, \{Benjamin S.\}",

note = "Publisher Copyright: {\textcopyright} 2023 by the authors.",

year = "2023",

month = mar,

doi = "10.3390/inorganics11030125",

language = "English",

volume = "11",

journal = "Inorganics",

issn = "2304-6740",

number = "3",

}

TY - JOUR

T1 - Spectroscopic, Anti-Cancer Activity, and DFT Computational Studies of Pt(II) Complexes with 1-Benzyl-3-phenylthiourea and Phosphine/Diamine Ligands

AU - Mohamed, Dina Saadi

AU - Al-Jibori, Subhi A.

AU - Behjatmanesh-Ardakani, Reza

AU - Faihan, Ahmed S.

AU - Yousef, Tarek A.

AU - Alhamzani, Abdulrahman G.

AU - Abou-Krisha, Mortaga M.

AU - Al-Janabi, Ahmed S.M.

AU - Hsiao, Benjamin S.

PY - 2023/3

Y1 - 2023/3

N2 - The reaction between [PtCl2(L-L)] (L-L = dppe, dppp, dppb, dppf, Phen and Bipy) or [PtCl2(PPh3)2] with 1-benzyl-3-phenylthiourea (H2BPT) in a basic medium (CHCl3/EtOH) created new coordinated square planner Pt(II) complexes with [Pt(BPT)(L-L)] (1–4,6,7) and [Pt(BPT)(PPh3)2] (5) types. These complexes were fully characterized by analytical and spectroscopic techniques (i.e., IR, UV. Vis., 1H, and 31P NMR). The results indicated that the thiourea derivative ligand act as a dianion ligand bonded through both S and N atoms in a chelating mode or as a mono-anion ligand coordinated through a sulfur atom with Pt(II) ion. Cytotoxicity activity was performed by the MTT assay to determine anti-cancer activities against MCF-7 breast cancer cells. The study indicated that IC50 values for MCF-7 cells were 10.96–78.90 µM. Additionally, the complexes [Pt(BPT)(dppe)] (1), [Pt(BPT)(PPh3)2] (5), and [Pt(BPT)2(Bipy)] (7) were investigated theoretically, where their quantum parameters were evaluated using the Gaussian 09 program using the theory of B3LYP/Def2TZVP//B3LYP/Lanl2dz. The calculation results confirmed the optimized structures of the complexes square planar geometry. However, the calculated bond lengths and angles showed a slightly distorted square planar geometry due to the trans influence of the sulfur atom. Additionally, complexes of [Pt(BPT)(dppe)] (1) and [Pt(BPT)(PPh3)2] (5) showed higher stability compared to [Pt(BPT)2(Bipy)] (7), which can be attributed to the higher back-donation of (1) and (5) complexes. Furthermore, among the three complexes, the [Pt(BPT)2(Bipy)] (7) complex possessed the lowest HOMO–LUMO gap, which may be a good candidate as the photo-catalyst material.

AB - The reaction between [PtCl2(L-L)] (L-L = dppe, dppp, dppb, dppf, Phen and Bipy) or [PtCl2(PPh3)2] with 1-benzyl-3-phenylthiourea (H2BPT) in a basic medium (CHCl3/EtOH) created new coordinated square planner Pt(II) complexes with [Pt(BPT)(L-L)] (1–4,6,7) and [Pt(BPT)(PPh3)2] (5) types. These complexes were fully characterized by analytical and spectroscopic techniques (i.e., IR, UV. Vis., 1H, and 31P NMR). The results indicated that the thiourea derivative ligand act as a dianion ligand bonded through both S and N atoms in a chelating mode or as a mono-anion ligand coordinated through a sulfur atom with Pt(II) ion. Cytotoxicity activity was performed by the MTT assay to determine anti-cancer activities against MCF-7 breast cancer cells. The study indicated that IC50 values for MCF-7 cells were 10.96–78.90 µM. Additionally, the complexes [Pt(BPT)(dppe)] (1), [Pt(BPT)(PPh3)2] (5), and [Pt(BPT)2(Bipy)] (7) were investigated theoretically, where their quantum parameters were evaluated using the Gaussian 09 program using the theory of B3LYP/Def2TZVP//B3LYP/Lanl2dz. The calculation results confirmed the optimized structures of the complexes square planar geometry. However, the calculated bond lengths and angles showed a slightly distorted square planar geometry due to the trans influence of the sulfur atom. Additionally, complexes of [Pt(BPT)(dppe)] (1) and [Pt(BPT)(PPh3)2] (5) showed higher stability compared to [Pt(BPT)2(Bipy)] (7), which can be attributed to the higher back-donation of (1) and (5) complexes. Furthermore, among the three complexes, the [Pt(BPT)2(Bipy)] (7) complex possessed the lowest HOMO–LUMO gap, which may be a good candidate as the photo-catalyst material.

KW - DFT

KW - computational

KW - phosphine

KW - platinum

KW - thiourea

UR - https://www.scopus.com/pages/publications/85151162920

U2 - 10.3390/inorganics11030125

DO - 10.3390/inorganics11030125

M3 - Article

AN - SCOPUS:85151162920

SN - 2304-6740

VL - 11

JO - Inorganics

JF - Inorganics

IS - 3

M1 - 125

ER -

Spectroscopic, Anti-Cancer Activity, and DFT Computational Studies of Pt(II) Complexes with 1-Benzyl-3-phenylthiourea and Phosphine/Diamine Ligands

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Keywords

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