Synthesis and antitumor activity of 1,2-diaminocyclohexane platinum(IV) complexes

Abdul R. Khokhar; Salaam Al-Baker; Zahid H. Siddik

doi:10.1016/0162-0134(94)85122-0

Synthesis and antitumor activity of 1,2-diaminocyclohexane platinum(IV) complexes

Abdul R. Khokhar
, Salaam Al-Baker
, Zahid H. Siddik

Experimental Therapeutics

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

25 Scopus citations

Abstract

The synthesis, characterization, and antitumor activity of a series of platinum(IV) complexes of the type DACH-Pt^IV(X)₂Y (where DACH = trans-dl, or trans-1-1,2-diaminocyclohexane, X = OH or Cl, and Y = oxalato, malonato, methylmalonato, tartronato, ketomalonato, 1,1-cyclopropanedicarboxylato, or 1,1-cyclobutanedicarboxylato, are described. These complexes have been characterized by elemental analysis, HPLC, and infrared and ¹⁹⁵Pt NMR spectroscopic techniques. The complexes had good in vitro cytotoxic activity (IC₅₀ = 0.14-7.6 μg/ml) and were highly active in vivo against leukemia L1210 cells (%T/C = 152- > 600, cisplatin = 218). In addition, excellent in vivo antitumor activities against B16 melanoma (%T/C = 309), M5076 reticulosarcoma (100% cures) and cisplatin-resistant L1210/DDP (%T/C = 217) cell lines were also exhibited by an analog selected for further evaluation.

Original language	English (US)
Pages (from-to)	39-47
Number of pages	9
Journal	Journal of Inorganic Biochemistry
Volume	54
Issue number	1
DOIs	https://doi.org/10.1016/0162-0134(94)85122-0
State	Published - Apr 1994

ASJC Scopus subject areas

Biochemistry
Inorganic Chemistry

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10.1016/0162-0134(94)85122-0

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@article{e66cd9fd663446a6a77d0c6b6b72acb2,

title = "Synthesis and antitumor activity of 1,2-diaminocyclohexane platinum(IV) complexes",

abstract = "The synthesis, characterization, and antitumor activity of a series of platinum(IV) complexes of the type DACH-PtIV(X)2Y (where DACH = trans-dl, or trans-1-1,2-diaminocyclohexane, X = OH or Cl, and Y = oxalato, malonato, methylmalonato, tartronato, ketomalonato, 1,1-cyclopropanedicarboxylato, or 1,1-cyclobutanedicarboxylato, are described. These complexes have been characterized by elemental analysis, HPLC, and infrared and 195Pt NMR spectroscopic techniques. The complexes had good in vitro cytotoxic activity (IC50 = 0.14-7.6 μg/ml) and were highly active in vivo against leukemia L1210 cells (\%T/C = 152- > 600, cisplatin = 218). In addition, excellent in vivo antitumor activities against B16 melanoma (\%T/C = 309), M5076 reticulosarcoma (100\% cures) and cisplatin-resistant L1210/DDP (\%T/C = 217) cell lines were also exhibited by an analog selected for further evaluation.",

author = "Khokhar, \{Abdul R.\} and Salaam Al-Baker and Siddik, \{Zahid H.\}",

note = "Funding Information: This work was suppotted by Grant No. CA 41581 from the National Cancer Institute and in part by Grant No. NIH-NC1 CA 16672. We would like to thank Gerald Thai and 7: Burditt for excellent technical assistance.",

year = "1994",

month = apr,

doi = "10.1016/0162-0134(94)85122-0",

language = "English (US)",

volume = "54",

pages = "39--47",

journal = "Journal of Inorganic Biochemistry",

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AU - Khokhar, Abdul R.

AU - Al-Baker, Salaam

AU - Siddik, Zahid H.

N1 - Funding Information: This work was suppotted by Grant No. CA 41581 from the National Cancer Institute and in part by Grant No. NIH-NC1 CA 16672. We would like to thank Gerald Thai and 7: Burditt for excellent technical assistance.

PY - 1994/4

Y1 - 1994/4

N2 - The synthesis, characterization, and antitumor activity of a series of platinum(IV) complexes of the type DACH-PtIV(X)2Y (where DACH = trans-dl, or trans-1-1,2-diaminocyclohexane, X = OH or Cl, and Y = oxalato, malonato, methylmalonato, tartronato, ketomalonato, 1,1-cyclopropanedicarboxylato, or 1,1-cyclobutanedicarboxylato, are described. These complexes have been characterized by elemental analysis, HPLC, and infrared and 195Pt NMR spectroscopic techniques. The complexes had good in vitro cytotoxic activity (IC50 = 0.14-7.6 μg/ml) and were highly active in vivo against leukemia L1210 cells (%T/C = 152- > 600, cisplatin = 218). In addition, excellent in vivo antitumor activities against B16 melanoma (%T/C = 309), M5076 reticulosarcoma (100% cures) and cisplatin-resistant L1210/DDP (%T/C = 217) cell lines were also exhibited by an analog selected for further evaluation.

AB - The synthesis, characterization, and antitumor activity of a series of platinum(IV) complexes of the type DACH-PtIV(X)2Y (where DACH = trans-dl, or trans-1-1,2-diaminocyclohexane, X = OH or Cl, and Y = oxalato, malonato, methylmalonato, tartronato, ketomalonato, 1,1-cyclopropanedicarboxylato, or 1,1-cyclobutanedicarboxylato, are described. These complexes have been characterized by elemental analysis, HPLC, and infrared and 195Pt NMR spectroscopic techniques. The complexes had good in vitro cytotoxic activity (IC50 = 0.14-7.6 μg/ml) and were highly active in vivo against leukemia L1210 cells (%T/C = 152- > 600, cisplatin = 218). In addition, excellent in vivo antitumor activities against B16 melanoma (%T/C = 309), M5076 reticulosarcoma (100% cures) and cisplatin-resistant L1210/DDP (%T/C = 217) cell lines were also exhibited by an analog selected for further evaluation.

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Synthesis and antitumor activity of 1,2-diaminocyclohexane platinum(IV) complexes

Abstract

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