Synthesis, characterization, structure, molecular modeling studies and biological activity of sterically crowded Pt(II) complexes containing bis(imidazole) ligands

Mauro Ravera; Elisabetta Gabano; Manuele Sardi; Giuseppe Ermondi; Giulia Caron; Michael J. McGlinchey; Helge Müller-Bunz; Elena Monti; Marzia B. Gariboldi; Domenico Osella

doi:10.1016/j.jinorgbio.2010.12.002

Synthesis, characterization, structure, molecular modeling studies and biological activity of sterically crowded Pt(II) complexes containing bis(imidazole) ligands

Mauro Ravera
, Elisabetta Gabano
, Manuele Sardi
, Giuseppe Ermondi
, Giulia Caron
, Michael J. McGlinchey
, Helge Müller-Bunz
, Elena Monti
, Marzia B. Gariboldi
, Domenico Osella

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

Abstract

The syntheses, structures and biological evaluation of a series of cisplatin-like complexes containing bis(imidazole) derivatives - the so-called Joseph ligands - are described. Their cytotoxicity is discussed in terms of their polar surface area, rate of aquation, and lipophilicity. The X-ray crystal structure of the platinum diiodido derivative of dimethyl 2-(di(1H-imidazol-2- yl)methyl)malonate) is reported and compared to those of related systems. Molecular modeling studies are focused on the hydrogen bonding properties of such systems, and their relevance to antitumor activity.

Original language	English
Pages (from-to)	400-409
Number of pages	10
Journal	Journal of Inorganic Biochemistry
Volume	105
Issue number	3
DOIs	https://doi.org/10.1016/j.jinorgbio.2010.12.002
Publication status	Published - Mar 2011

Keywords

Cytotoxicity
Lipophilicity
Molecular interaction fields
Pt(II) derivatives
X-ray diffraction

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10.1016/j.jinorgbio.2010.12.002

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Ravera, M., Gabano, E., Sardi, M., Ermondi, G., Caron, G., McGlinchey, M. J., Müller-Bunz, H., Monti, E., Gariboldi, M. B., & Osella, D. (2011). Synthesis, characterization, structure, molecular modeling studies and biological activity of sterically crowded Pt(II) complexes containing bis(imidazole) ligands. Journal of Inorganic Biochemistry, 105(3), 400-409. https://doi.org/10.1016/j.jinorgbio.2010.12.002

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title = "Synthesis, characterization, structure, molecular modeling studies and biological activity of sterically crowded Pt(II) complexes containing bis(imidazole) ligands",

abstract = "The syntheses, structures and biological evaluation of a series of cisplatin-like complexes containing bis(imidazole) derivatives - the so-called Joseph ligands - are described. Their cytotoxicity is discussed in terms of their polar surface area, rate of aquation, and lipophilicity. The X-ray crystal structure of the platinum diiodido derivative of dimethyl 2-(di(1H-imidazol-2- yl)methyl)malonate) is reported and compared to those of related systems. Molecular modeling studies are focused on the hydrogen bonding properties of such systems, and their relevance to antitumor activity.",

keywords = "Cytotoxicity, Lipophilicity, Molecular interaction fields, Pt(II) derivatives, X-ray diffraction",

author = "Mauro Ravera and Elisabetta Gabano and Manuele Sardi and Giuseppe Ermondi and Giulia Caron and McGlinchey, \{Michael J.\} and Helge M{\"u}ller-Bunz and Elena Monti and Gariboldi, \{Marzia B.\} and Domenico Osella",

year = "2011",

month = mar,

doi = "10.1016/j.jinorgbio.2010.12.002",

language = "English",

volume = "105",

pages = "400--409",

journal = "Journal of Inorganic Biochemistry",

issn = "0162-0134",

publisher = "Elsevier Inc.",

number = "3",

}

Ravera, M , Gabano, E, Sardi, M, Ermondi, G, Caron, G, McGlinchey, MJ, Müller-Bunz, H, Monti, E, Gariboldi, MB & Osella, D 2011, 'Synthesis, characterization, structure, molecular modeling studies and biological activity of sterically crowded Pt(II) complexes containing bis(imidazole) ligands', Journal of Inorganic Biochemistry, vol. 105, no. 3, pp. 400-409. https://doi.org/10.1016/j.jinorgbio.2010.12.002

TY - JOUR

T1 - Synthesis, characterization, structure, molecular modeling studies and biological activity of sterically crowded Pt(II) complexes containing bis(imidazole) ligands

AU - Ravera, Mauro

AU - Gabano, Elisabetta

AU - Sardi, Manuele

AU - Ermondi, Giuseppe

AU - Caron, Giulia

AU - McGlinchey, Michael J.

AU - Müller-Bunz, Helge

AU - Monti, Elena

AU - Gariboldi, Marzia B.

AU - Osella, Domenico

PY - 2011/3

Y1 - 2011/3

N2 - The syntheses, structures and biological evaluation of a series of cisplatin-like complexes containing bis(imidazole) derivatives - the so-called Joseph ligands - are described. Their cytotoxicity is discussed in terms of their polar surface area, rate of aquation, and lipophilicity. The X-ray crystal structure of the platinum diiodido derivative of dimethyl 2-(di(1H-imidazol-2- yl)methyl)malonate) is reported and compared to those of related systems. Molecular modeling studies are focused on the hydrogen bonding properties of such systems, and their relevance to antitumor activity.

AB - The syntheses, structures and biological evaluation of a series of cisplatin-like complexes containing bis(imidazole) derivatives - the so-called Joseph ligands - are described. Their cytotoxicity is discussed in terms of their polar surface area, rate of aquation, and lipophilicity. The X-ray crystal structure of the platinum diiodido derivative of dimethyl 2-(di(1H-imidazol-2- yl)methyl)malonate) is reported and compared to those of related systems. Molecular modeling studies are focused on the hydrogen bonding properties of such systems, and their relevance to antitumor activity.

KW - Cytotoxicity

KW - Lipophilicity

KW - Molecular interaction fields

KW - Pt(II) derivatives

KW - X-ray diffraction

UR - https://www.scopus.com/pages/publications/79952984212

U2 - 10.1016/j.jinorgbio.2010.12.002

DO - 10.1016/j.jinorgbio.2010.12.002

M3 - Article

SN - 0162-0134

VL - 105

SP - 400

EP - 409

JO - Journal of Inorganic Biochemistry

JF - Journal of Inorganic Biochemistry

IS - 3

ER -

Synthesis, characterization, structure, molecular modeling studies and biological activity of sterically crowded Pt(II) complexes containing bis(imidazole) ligands

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Keywords

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