The RP-HPLC measurement and QSPR analysis of log Po/w values of several Pt(II) complexes

James A. Platts; Steven P. Oldfield; Maria M. Reif; Alessandra Palmucci; Elisabetta Gabano; Domenico Osella

doi:10.1016/j.jinorgbio.2006.01.035

The RP-HPLC measurement and QSPR analysis of log P_o/w values of several Pt(II) complexes

James A. Platts, Steven P. Oldfield, Maria M. Reif, Alessandra Palmucci, Elisabetta Gabano, Domenico Osella

Dipartimento per lo Sviluppo Sostenibile e la Transizione Ecologica

Risultato della ricerca: Contributo su rivista › Articolo in rivista › peer review

Abstract

The n-octanol/water partition coefficient, log P_o/w, for a set of 24 Pt(II)-complexes was estimated by means of reversed-phase high performance liquid chromatography (RP-HPLC) technique using a C18 (ODS, octadecyl silane) column as a stationary phase and water/methanol mixtures as mobile phases. Based on the known log P_o/w of several Pt(II)-complexes, we set a method to correlate the partition coefficient of this kind of complexes with the corresponding retention parameters. The best result was obtained from extrapolation to 0% of the organic modifier (MeOH) of the aqueous eluant. A quantitative structure-property relationship (QSPR) was constructed using molecular descriptors derived from density functional theory (DFT) calculations, which was found to correlate and predict these values with good accuracy. The use of DFT calculations is required because group-additive methods fail due to lack of values for appropriate fragments for many Pt(II)-complexes.

Lingua originale	Inglese
pagine (da-a)	1199-1207
Numero di pagine	9
Rivista	Journal of Inorganic Biochemistry
Volume	100
Numero di pubblicazione	7
DOI	https://doi.org/10.1016/j.jinorgbio.2006.01.035
Stato di pubblicazione	Pubblicato - lug 2006

Accesso al documento

10.1016/j.jinorgbio.2006.01.035

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@article{eb7fcffc05e64449879a0ff4c595f6ec,

title = "The RP-HPLC measurement and QSPR analysis of log Po/w values of several Pt(II) complexes",

abstract = "The n-octanol/water partition coefficient, log Po/w, for a set of 24 Pt(II)-complexes was estimated by means of reversed-phase high performance liquid chromatography (RP-HPLC) technique using a C18 (ODS, octadecyl silane) column as a stationary phase and water/methanol mixtures as mobile phases. Based on the known log Po/w of several Pt(II)-complexes, we set a method to correlate the partition coefficient of this kind of complexes with the corresponding retention parameters. The best result was obtained from extrapolation to 0\% of the organic modifier (MeOH) of the aqueous eluant. A quantitative structure-property relationship (QSPR) was constructed using molecular descriptors derived from density functional theory (DFT) calculations, which was found to correlate and predict these values with good accuracy. The use of DFT calculations is required because group-additive methods fail due to lack of values for appropriate fragments for many Pt(II)-complexes.",

keywords = "Lipophilicity, Log P, Partition coefficient, Platinum complexes, QSPR",

author = "Platts, \{James A.\} and Oldfield, \{Steven P.\} and Reif, \{Maria M.\} and Alessandra Palmucci and Elisabetta Gabano and Domenico Osella",

note = "Funding Information: This work was financially supported by MIUR (Roma), as part of the COFIN2004 project, and by CIRCMSB (Bari). Research was carried out within the framework of the European Cooperation COST D20 action (Metal compounds in the treatment of cancer and viral diseases) and COST B16 action (Multidrug resistance reversal). We are indebted to Johnson Matthey (Reading, UK) for a generous loan of K 2 [PtCl 4 ].",

year = "2006",

month = jul,

doi = "10.1016/j.jinorgbio.2006.01.035",

language = "English",

volume = "100",

pages = "1199--1207",

journal = "Journal of Inorganic Biochemistry",

issn = "0162-0134",

publisher = "Elsevier Inc.",

number = "7",

}

TY - JOUR

T1 - The RP-HPLC measurement and QSPR analysis of log Po/w values of several Pt(II) complexes

AU - Platts, James A.

AU - Oldfield, Steven P.

AU - Reif, Maria M.

AU - Palmucci, Alessandra

AU - Gabano, Elisabetta

AU - Osella, Domenico

N1 - Funding Information: This work was financially supported by MIUR (Roma), as part of the COFIN2004 project, and by CIRCMSB (Bari). Research was carried out within the framework of the European Cooperation COST D20 action (Metal compounds in the treatment of cancer and viral diseases) and COST B16 action (Multidrug resistance reversal). We are indebted to Johnson Matthey (Reading, UK) for a generous loan of K 2 [PtCl 4 ].

PY - 2006/7

Y1 - 2006/7

N2 - The n-octanol/water partition coefficient, log Po/w, for a set of 24 Pt(II)-complexes was estimated by means of reversed-phase high performance liquid chromatography (RP-HPLC) technique using a C18 (ODS, octadecyl silane) column as a stationary phase and water/methanol mixtures as mobile phases. Based on the known log Po/w of several Pt(II)-complexes, we set a method to correlate the partition coefficient of this kind of complexes with the corresponding retention parameters. The best result was obtained from extrapolation to 0% of the organic modifier (MeOH) of the aqueous eluant. A quantitative structure-property relationship (QSPR) was constructed using molecular descriptors derived from density functional theory (DFT) calculations, which was found to correlate and predict these values with good accuracy. The use of DFT calculations is required because group-additive methods fail due to lack of values for appropriate fragments for many Pt(II)-complexes.

AB - The n-octanol/water partition coefficient, log Po/w, for a set of 24 Pt(II)-complexes was estimated by means of reversed-phase high performance liquid chromatography (RP-HPLC) technique using a C18 (ODS, octadecyl silane) column as a stationary phase and water/methanol mixtures as mobile phases. Based on the known log Po/w of several Pt(II)-complexes, we set a method to correlate the partition coefficient of this kind of complexes with the corresponding retention parameters. The best result was obtained from extrapolation to 0% of the organic modifier (MeOH) of the aqueous eluant. A quantitative structure-property relationship (QSPR) was constructed using molecular descriptors derived from density functional theory (DFT) calculations, which was found to correlate and predict these values with good accuracy. The use of DFT calculations is required because group-additive methods fail due to lack of values for appropriate fragments for many Pt(II)-complexes.

KW - Lipophilicity

KW - Log P

KW - Partition coefficient

KW - Platinum complexes

KW - QSPR

UR - https://www.scopus.com/pages/publications/33744807750

U2 - 10.1016/j.jinorgbio.2006.01.035

DO - 10.1016/j.jinorgbio.2006.01.035

M3 - Article

SN - 0162-0134

VL - 100

SP - 1199

EP - 1207

JO - Journal of Inorganic Biochemistry

JF - Journal of Inorganic Biochemistry

IS - 7