Chelate vs monodentate amine effects. Direct comparison of bis(acetato)amminedichloro(cyclohexylamine)platinum(IV) (JM216) with its N-cyclohexyl-1,3-propanediamine analogue

Young A. Lee; Shin Won Kang; Jong Yul Park; Ok Sang Jung

doi:10.1016/j.molstruc.2003.08.006

Chelate vs monodentate amine effects. Direct comparison of bis(acetato)amminedichloro(cyclohexylamine)platinum(IV) (JM216) with its N-cyclohexyl-1,3-propanediamine analogue

Young A. Lee
, Shin Won Kang
, Jong Yul Park
, Ok Sang Jung^*

^*Corresponding author for this work

Department of Chemistry

Pusan National University
University of Rochester

Research output: Contribution to journal › Journal article › peer-review

4 Scopus citations

Abstract

In order to investigate the chelate effects on physicochemical properties including antitumor activity, new cis,trans,cis,[Pt^IVCl ₂L₂(chpda)] complexes (L = OH, OCOCH₃; chpda = N-cyclohexyl-1,3-propanediamine) have been synthesized and characterized. The crystal structure of cis,trans,cis-[pt^IVCl₂(OCOCH ₃)₂(chpda)] (monoclinic P2₁/a, a = 7.947(1), b = 22.753(11), and c = 10.581(3) Å, β = 110.70(2)°, V = 1790(1) Å³, Z = 4, R = 0.0534) shows that the platinum(IV) center adopts a typical octahedral arrangement with two acetate groups in a trans position. The pattern and strength of the intramolecular hydrogen bonds are delicately different from those of JM216. Both in vitro and in vivo (oral) cytotoxicities on mouse leukemia L1210 cell line indicate that the activity of chpda chelate analogue is not better than that of the corresponding compound with two monodentate amines (JM216).

Original language	English
Pages (from-to)	129-133
Number of pages	5
Journal	Journal of Molecular Structure
Volume	659
Issue number	1-3
DOIs	https://doi.org/10.1016/j.molstruc.2003.08.006
State	Published - 2003.10.29

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Keywords

Antitumor activity
Chelate effects
Crystal structure
N-Cyclohexyl-1,3-propanediamine

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10.1016/j.molstruc.2003.08.006

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@article{62e3f2acce914dc19b2d03fb3df2cd1a,

title = "Chelate vs monodentate amine effects. Direct comparison of bis(acetato)amminedichloro(cyclohexylamine)platinum(IV) (JM216) with its N-cyclohexyl-1,3-propanediamine analogue",

abstract = "In order to investigate the chelate effects on physicochemical properties including antitumor activity, new cis,trans,cis,[PtIVCl 2L2(chpda)] complexes (L = OH, OCOCH3; chpda = N-cyclohexyl-1,3-propanediamine) have been synthesized and characterized. The crystal structure of cis,trans,cis-[ptIVCl2(OCOCH 3)2(chpda)] (monoclinic P21/a, a = 7.947(1), b = 22.753(11), and c = 10.581(3) {\AA}, β = 110.70(2)°, V = 1790(1) {\AA}3, Z = 4, R = 0.0534) shows that the platinum(IV) center adopts a typical octahedral arrangement with two acetate groups in a trans position. The pattern and strength of the intramolecular hydrogen bonds are delicately different from those of JM216. Both in vitro and in vivo (oral) cytotoxicities on mouse leukemia L1210 cell line indicate that the activity of chpda chelate analogue is not better than that of the corresponding compound with two monodentate amines (JM216).",

keywords = "Antitumor activity, Chelate effects, Crystal structure, N-Cyclohexyl-1,3-propanediamine",

author = "Lee, \{Young A.\} and Kang, \{Shin Won\} and Park, \{Jong Yul\} and Jung, \{Ok Sang\}",

year = "2003",

month = oct,

day = "29",

doi = "10.1016/j.molstruc.2003.08.006",

language = "English",

volume = "659",

pages = "129--133",

journal = "Journal of Molecular Structure",

issn = "0022-2860",

number = "1-3",

}

Chelate vs monodentate amine effects. Direct comparison of bis(acetato)amminedichloro(cyclohexylamine)platinum(IV) (JM216) with its N-cyclohexyl-1,3-propanediamine analogue. / Lee, Young A.; Kang, Shin Won; Park, Jong Yul et al.
In: Journal of Molecular Structure, Vol. 659, No. 1-3, 29.10.2003, p. 129-133.

Research output: Contribution to journal › Journal article › peer-review

TY - JOUR

T1 - Chelate vs monodentate amine effects. Direct comparison of bis(acetato)amminedichloro(cyclohexylamine)platinum(IV) (JM216) with its N-cyclohexyl-1,3-propanediamine analogue

AU - Lee, Young A.

AU - Kang, Shin Won

AU - Park, Jong Yul

AU - Jung, Ok Sang

PY - 2003/10/29

Y1 - 2003/10/29

N2 - In order to investigate the chelate effects on physicochemical properties including antitumor activity, new cis,trans,cis,[PtIVCl 2L2(chpda)] complexes (L = OH, OCOCH3; chpda = N-cyclohexyl-1,3-propanediamine) have been synthesized and characterized. The crystal structure of cis,trans,cis-[ptIVCl2(OCOCH 3)2(chpda)] (monoclinic P21/a, a = 7.947(1), b = 22.753(11), and c = 10.581(3) Å, β = 110.70(2)°, V = 1790(1) Å3, Z = 4, R = 0.0534) shows that the platinum(IV) center adopts a typical octahedral arrangement with two acetate groups in a trans position. The pattern and strength of the intramolecular hydrogen bonds are delicately different from those of JM216. Both in vitro and in vivo (oral) cytotoxicities on mouse leukemia L1210 cell line indicate that the activity of chpda chelate analogue is not better than that of the corresponding compound with two monodentate amines (JM216).

AB - In order to investigate the chelate effects on physicochemical properties including antitumor activity, new cis,trans,cis,[PtIVCl 2L2(chpda)] complexes (L = OH, OCOCH3; chpda = N-cyclohexyl-1,3-propanediamine) have been synthesized and characterized. The crystal structure of cis,trans,cis-[ptIVCl2(OCOCH 3)2(chpda)] (monoclinic P21/a, a = 7.947(1), b = 22.753(11), and c = 10.581(3) Å, β = 110.70(2)°, V = 1790(1) Å3, Z = 4, R = 0.0534) shows that the platinum(IV) center adopts a typical octahedral arrangement with two acetate groups in a trans position. The pattern and strength of the intramolecular hydrogen bonds are delicately different from those of JM216. Both in vitro and in vivo (oral) cytotoxicities on mouse leukemia L1210 cell line indicate that the activity of chpda chelate analogue is not better than that of the corresponding compound with two monodentate amines (JM216).

KW - Antitumor activity

KW - Chelate effects

KW - Crystal structure

KW - N-Cyclohexyl-1,3-propanediamine

UR - https://www.scopus.com/pages/publications/0142123240

U2 - 10.1016/j.molstruc.2003.08.006

DO - 10.1016/j.molstruc.2003.08.006

M3 - Journal article

AN - SCOPUS:0142123240

SN - 0022-2860

VL - 659

SP - 129

EP - 133

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

IS - 1-3

ER -

Chelate vs monodentate amine effects. Direct comparison of bis(acetato)amminedichloro(cyclohexylamine)platinum(IV) (JM216) with its N-cyclohexyl-1,3-propanediamine analogue

Abstract

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Keywords

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