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Structure and Unique Interactions with DNA of a Cationic Trans ‐Platinum Complex with the Nonplanar Bicyclic Piperidinopiperidine Ligand
Author(s) -
Najajreh Yousef,
Prilutski Dmitri,
ArdeliTzaraf Yael,
Perez Jose Manuel,
Khazanov Elena,
Barenholz Yechezkel,
Kasparkova Jana,
Brabec Viktor,
Gibson Dan
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200462389
Subject(s) - cationic polymerization , chemistry , cisplatin , bicyclic molecule , ligand (biochemistry) , stereochemistry , platinum , piperidine , hydrogen bond , dna , ring (chemistry) , molecule , organic chemistry , biochemistry , biology , genetics , receptor , chemotherapy , catalysis
Circumventing cisplatin resistance : The trans ‐[PtCl 2 (NH 3 )(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.