Structure and unique interactions with DNA of a cationic Trans-platinum complex with the nonplanar bicyclic piperidinopiperidine ligand

Yousef Najajreh; Dmitri Prilutski; Yael Ardeli-Tzaraf; Jose Manuel Perez; Elena Khazanov; Yechezkel Barenholz; Jana Kasparkova; Viktor Brabec; Dan Gibson

doi:10.1002/anie.200462389

Structure and unique interactions with DNA of a cationic Trans-platinum complex with the nonplanar bicyclic piperidinopiperidine ligand

Yousef Najajreh^*
, Dmitri Prilutski
, Yael Ardeli-Tzaraf
, Jose Manuel Perez
, Elena Khazanov
, Yechezkel Barenholz
, Jana Kasparkova
, Viktor Brabec
, Dan Gibson

^*Corresponding author for this work

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

25 Scopus citations

Abstract

(Figure Presented) Circumventing cisplatin resistance: The trans-[PtCl ₂(NH₃)(pip-pip)]⁺ ion (see structure; red Pt, blue N, green Cl, gray C) is a cytotoxic compound with a cationic piperidinopiperidine ligand. The piperidine ring that is removed from the Pt^II center is fluxional and acts as a hydrogen-bond donor. The complex binds calf thymus DNA directly and rapidly (t_1/2 = 11 min) without prior hydrolysis and circumvents cisplatin resistance in ovarian cancer cells.

Original language	English
Pages (from-to)	2885-2887
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	44
Issue number	19
DOIs	https://doi.org/10.1002/anie.200462389
State	Published - 6 May 2005

UN SDGs

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

SDG 3 Good Health and Well-being

Keywords

Antitumor agents
Bioinorganic chemistry
DNA binding
Piperidinopiperidine
Platinum

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10.1002/anie.200462389

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Najajreh, Y., Prilutski, D., Ardeli-Tzaraf, Y., Perez, J. M., Khazanov, E., Barenholz, Y., Kasparkova, J., Brabec, V., & Gibson, D. (2005). Structure and unique interactions with DNA of a cationic Trans-platinum complex with the nonplanar bicyclic piperidinopiperidine ligand. Angewandte Chemie - International Edition, 44(19), 2885-2887. https://doi.org/10.1002/anie.200462389

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title = "Structure and unique interactions with DNA of a cationic Trans-platinum complex with the nonplanar bicyclic piperidinopiperidine ligand",

abstract = "(Figure Presented) Circumventing cisplatin resistance: The trans-[PtCl 2(NH3)(pip-pip)]+ ion (see structure; red Pt, blue N, green Cl, gray C) is a cytotoxic compound with a cationic piperidinopiperidine ligand. The piperidine ring that is removed from the PtII center is fluxional and acts as a hydrogen-bond donor. The complex binds calf thymus DNA directly and rapidly (t1/2 = 11 min) without prior hydrolysis and circumvents cisplatin resistance in ovarian cancer cells.",

keywords = "Antitumor agents, Bioinorganic chemistry, DNA binding, Piperidinopiperidine, Platinum",

author = "Yousef Najajreh and Dmitri Prilutski and Yael Ardeli-Tzaraf and Perez, \{Jose Manuel\} and Elena Khazanov and Yechezkel Barenholz and Jana Kasparkova and Viktor Brabec and Dan Gibson",

year = "2005",

month = may,

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doi = "10.1002/anie.200462389",

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Najajreh, Y, Prilutski, D, Ardeli-Tzaraf, Y, Perez, JM, Khazanov, E, Barenholz, Y, Kasparkova, J, Brabec, V & Gibson, D 2005, 'Structure and unique interactions with DNA of a cationic Trans-platinum complex with the nonplanar bicyclic piperidinopiperidine ligand', Angewandte Chemie - International Edition, vol. 44, no. 19, pp. 2885-2887. https://doi.org/10.1002/anie.200462389

TY - JOUR

T1 - Structure and unique interactions with DNA of a cationic Trans-platinum complex with the nonplanar bicyclic piperidinopiperidine ligand

AU - Najajreh, Yousef

AU - Prilutski, Dmitri

AU - Ardeli-Tzaraf, Yael

AU - Perez, Jose Manuel

AU - Khazanov, Elena

AU - Barenholz, Yechezkel

AU - Kasparkova, Jana

AU - Brabec, Viktor

AU - Gibson, Dan

PY - 2005/5/6

Y1 - 2005/5/6

N2 - (Figure Presented) Circumventing cisplatin resistance: The trans-[PtCl 2(NH3)(pip-pip)]+ ion (see structure; red Pt, blue N, green Cl, gray C) is a cytotoxic compound with a cationic piperidinopiperidine ligand. The piperidine ring that is removed from the PtII center is fluxional and acts as a hydrogen-bond donor. The complex binds calf thymus DNA directly and rapidly (t1/2 = 11 min) without prior hydrolysis and circumvents cisplatin resistance in ovarian cancer cells.

AB - (Figure Presented) Circumventing cisplatin resistance: The trans-[PtCl 2(NH3)(pip-pip)]+ ion (see structure; red Pt, blue N, green Cl, gray C) is a cytotoxic compound with a cationic piperidinopiperidine ligand. The piperidine ring that is removed from the PtII center is fluxional and acts as a hydrogen-bond donor. The complex binds calf thymus DNA directly and rapidly (t1/2 = 11 min) without prior hydrolysis and circumvents cisplatin resistance in ovarian cancer cells.

KW - Antitumor agents

KW - Bioinorganic chemistry

KW - DNA binding

KW - Piperidinopiperidine

KW - Platinum

UR - https://www.scopus.com/pages/publications/18844372028

U2 - 10.1002/anie.200462389

DO - 10.1002/anie.200462389

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C2 - 15822135

AN - SCOPUS:18844372028

SN - 1433-7851

VL - 44

SP - 2885

EP - 2887

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 19

ER -

Structure and unique interactions with DNA of a cationic Trans-platinum complex with the nonplanar bicyclic piperidinopiperidine ligand

Abstract

UN SDGs

Keywords

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