Literature DB >> 21082220

Molecular interaction fields (MIFs) to predict lipophilicity and ADME profile of antitumor Pt(II) complexes.

Giulia Caron1, Mauro Ravera, Giuseppe Ermondi.   

Abstract

PURPOSE: To describe a computational tool to calculate molecular descriptors of potential application in ADME virtual screening of antitumor Pt(II) drug candidates.
METHODS: The multistep computational procedure consists in (a) building and optimization (PM3) of the 3D structures of the investigated complexes, (b) parametrization of Pt(II) and its implementation in GRID, (c) GRID calculations and extraction of the information content with VolSurf and BIOCUBE4mf, and (d) PLS analysis to look for the correlation between experimental data and the molecular descriptors.
RESULTS: The following results were obtained: (a) the calibration of the GRID force field to take into account the platinum di-cation, (b) solid PLS models between log k30 and log kw with VolSurf descriptors which highlight the main structural differences between the two chromatographic parameters, (c) the prediction of virtual (of each conformer) log k30 and log kw, and (d) the identification of the main descriptors governing VD(ss) of drugs in clinical use.
CONCLUSION: The study suggests a strategy to identify good Pt(II) complexes prior to their synthesis to eliminate as soon as possible drug candidates with unfavorable PK profile.

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Year:  2010        PMID: 21082220     DOI: 10.1007/s11095-010-0317-1

Source DB:  PubMed          Journal:  Pharm Res        ISSN: 0724-8741            Impact factor:   4.200


  25 in total

1.  Population pharmacokinetics of platinum after nedaplatin administration and model validation in adult patients.

Authors:  Toru Ishibashi; Yoshitaka Yano; Takayoshi Oguma
Journal:  Br J Clin Pharmacol       Date:  2003-08       Impact factor: 4.335

2.  The relevance of polar surface area (PSA) in rationalizing biological properties of several cis-diamminemalonatoplatinum(II) derivatives.

Authors:  Giulia Caron; Giuseppe Ermondi; Marzia B Gariboldi; Elena Monti; Elisabetta Gabano; Mauro Ravera; Domenico Osella
Journal:  ChemMedChem       Date:  2009-10       Impact factor: 3.466

3.  Partition coefficient and molecular flexibility: the concept of lipophilicity space.

Authors:  Giulio Vistoli; Alessandro Pedretti; Bernard Testa
Journal:  Chem Biodivers       Date:  2009-08       Impact factor: 2.408

4.  Pharmacokinetics and tissue distribution of cisplatin and conjugates of cisplatin with carboxymethyldextran and A5B7 monoclonal antibody in CD1 mice.

Authors:  D P McIntosh; R J Cooke; A J McLachlan; P T Daley-Yates; M Rowland
Journal:  J Pharm Sci       Date:  1997-12       Impact factor: 3.534

5.  New hydrogen-bond potentials for use in determining energetically favorable binding sites on molecules of known structure.

Authors:  D N Boobbyer; P J Goodford; P M McWhinnie; R C Wade
Journal:  J Med Chem       Date:  1989-05       Impact factor: 7.446

6.  The drug targeting and delivery approach applied to pt-antitumour complexes. A coordination point of view.

Authors:  Elisabetta Gabano; Mauro Ravera; Domenico Osella
Journal:  Curr Med Chem       Date:  2009       Impact factor: 4.530

7.  The RP-HPLC measurement and QSPR analysis of logP(o/w) values of several Pt(II) complexes.

Authors:  James A Platts; Steven P Oldfield; Maria M Reif; Alessandra Palmucci; Elisabetta Gabano; Domenico Osella
Journal:  J Inorg Biochem       Date:  2006-07       Impact factor: 4.155

8.  Prediction of human volume of distribution values for neutral and basic drugs. 2. Extended data set and leave-class-out statistics.

Authors:  Franco Lombardo; R Scott Obach; Marina Y Shalaeva; Feng Gao
Journal:  J Med Chem       Date:  2004-02-26       Impact factor: 7.446

Review 9.  The resurgence of platinum-based cancer chemotherapy.

Authors:  Lloyd Kelland
Journal:  Nat Rev Cancer       Date:  2007-07-12       Impact factor: 60.716

Review 10.  Application of high-performance liquid chromatography based measurements of lipophilicity to model biological distribution.

Authors:  Klára Valkó
Journal:  J Chromatogr A       Date:  2004-05-28       Impact factor: 4.759

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