Synthesis, spectral study and cytotoxicity of platinum(II)
complexes with 2,9-disubstituted-6-benzylaminopurines

J 2005

Synthesis, spectral study and cytotoxicity of platinum(II) complexes with 2,9-disubstituted-6-benzylaminopurines

MALOŇ, Michal, Zdeněk TRÁVNÍČEK, Radek MAREK a Miroslav STRNAD

Základní údaje

Originální název

Synthesis, spectral study and cytotoxicity of platinum(II) complexes with 2,9-disubstituted-6-benzylaminopurines

Název česky

Syntéza, spektrální studie a cytotoxicita Pt(II) komplexů 2,9-disubstituovaných-6-benzylaminopurinů

Autoři

MALOŇ, Michal (203 Česká republika), Zdeněk TRÁVNÍČEK (203 Česká republika, garant), Radek MAREK (203 Česká republika) a Miroslav STRNAD (203 Česká republika)

Vydání

Journal of Inorganic Biochemistry, Elsevier, 2005, 0162-0134

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10600 1.6 Biological sciences

Stát vydavatele

Nizozemské království

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 2.423

Kód RIV

RIV/00216224:14310/05:00031136

Organizační jednotka

Přírodovědecká fakulta

UT WoS

000233322800005

Klíčová slova anglicky

Platinum(II)complexes; multinuclear NMR study; CDK inhibitors; roscovitine; in vitro cytotoxicity

Štítky

CDK inhibitors, in vitro cytotoxicity, multinuclear NMR study, Platinum(II)complexes, roscovitine

Změněno: 3. 11. 2005 10:05, prof. RNDr. Radek Marek, Ph.D.

Anotace

ORIG CZ

V originále

A series of platinum(II) complexes with 2,9-disubstituted-6-benzylaminopurines has been prepared. The complexes have the following composition: cis-[Pt(Boh)2Cl2] (1), cis-[Pt(Oc)2Cl2] (2), cis-[Pt(Ros)2Cl2] (3), cis-[Pt(i-PrOc)2Cl2] (4), cis-[Pt(BohH+)2Cl2]Cl2 (5), cis-[Pt(OcH+)2Cl2]Cl2 (6), cis-[Pt(RosH+)2Cl2]Cl2 (7) and cis-[Pt(i-PrOcH+)2Cl2]Cl2 (8), where Boh = 2-(3-hydroxypropylamino)-6-benzylamino-9-isopropylpurine, Oc = 2-(2-hydroxyethylamino)-6-benzylamino-9-methylpurine, Ros = 2-(R)-(1-ethyl-2-hydroxyethylamino)-6-benzylamino-9-isopropylpurine and i-PrOc = 2-(2-hydroxyethylamino)-6-benzylamino-9-isopropylpurine. The complexes have been characterized by elemental analyses, conductivity measurements and their infrared, ES + mass (electrospray mass spectra in the positive ion mode) and NMR (1H, 13C, 15N and 195Pt) spectra. The results obtained from the physical studies, particularly from multinuclear NMR spectroscopy, show that in all the investigated complexes (18), two molecules of purine derivative are coordinated to platinum via the N(7) atom of the imidazole ring in a cis-configuration. The prepared compounds have been screened for their in vitro cytotoxicity against G-361 (human malignant melanoma), HOS (human osteogenic sarcoma), K-562 (human chronic myelogenous leukemia) and MCF-7 (human breast adenocarcinoma) cell lines. All complexes are significantly more active than the initial 2,9-disubstituted-6-benzylaminopurine derivatives. In the case of some tumour cell lines, IC50 values for the complexes (1, 3, 4, 5, 8) are significantly lower than those obtained for cisplatin and oxaliplatin. The best cytotoxicity was achieved for the complex (3) for which IC50 values range from 1 to 2 M.

Česky

Byla připravena série Pt(II) komplexů 2,9-disubstituovaných-6-benzylaminopurinů, charakterizována pomocí spektroskopických metod a byla testována jejich cytotoxicita.

Návaznosti

MSM0021622413, záměr

Název: Proteiny v metabolismu a při interakci organismů s prostředím

Investor: Ministerstvo školství, mládeže a tělovýchovy ČR, Proteiny v metabolismu a při interakci organismů s prostředím

Citovat

MALOŇ, Michal, Zdeněk TRÁVNÍČEK, Radek MAREK a Miroslav STRNAD. Synthesis, spectral study and cytotoxicity of platinum(II) complexes with 2,9-disubstituted-6-benzylaminopurines. Journal of Inorganic Biochemistry. Elsevier, 2005, roč. 99, č. 11, s. 2127-2138. ISSN 0162-0134.

@article{585868,
   author = {Maloň, Michal and Trávníček, Zdeněk and Marek, Radek and Strnad, Miroslav},
   article_number = {11},
   keywords = {Platinum(II)complexes; multinuclear NMR study; CDK inhibitors; roscovitine; in vitro cytotoxicity},
   language = {eng},
   issn = {0162-0134},
   journal = {Journal of Inorganic Biochemistry},
   title = {Synthesis, spectral study and cytotoxicity of platinum(II) complexes with 2,9-disubstituted-6-benzylaminopurines},
   url = {http://www.sciencedirect.com/science?_ob=JournalURL&_cdi=5254&_auth=y&_acct=C000045159&_version=1&_urlVersion=0&_userid=835458&md5=cb444dc77c17a2847d6f78bc3ebfbb78},
   volume = {99},
   year = {2005}
}

TY  - JOUR
ID  - 585868
AU  - Maloň, Michal - Trávníček, Zdeněk - Marek, Radek - Strnad, Miroslav
PY  - 2005
TI  - Synthesis, spectral study and cytotoxicity of platinum(II) complexes with 2,9-disubstituted-6-benzylaminopurines
JF  - Journal of Inorganic Biochemistry
VL  - 99
IS  - 11
SP  - 2127-2138
EP  - 2127-2138
PB  - Elsevier
SN  - 01620134
KW  - Platinum(II)complexes
KW  - multinuclear NMR study
KW  - CDK inhibitors
KW  - roscovitine
KW  - in vitro cytotoxicity
UR  - http://www.sciencedirect.com/science?_ob=JournalURL&_cdi=5254&_auth=y&_acct=C000045159&_version=1&_urlVersion=0&_userid=835458&md5=cb444dc77c17a2847d6f78bc3ebfbb78
N2  - A series of platinum(II) complexes with 2,9-disubstituted-6-benzylaminopurines has been prepared. The complexes have the following composition: cis-[Pt(Boh)2Cl2] (1), cis-[Pt(Oc)2Cl2] (2), cis-[Pt(Ros)2Cl2] (3), cis-[Pt(i-PrOc)2Cl2] (4), cis-[Pt(BohH+)2Cl2]Cl2 (5), cis-[Pt(OcH+)2Cl2]Cl2 (6), cis-[Pt(RosH+)2Cl2]Cl2 (7) and cis-[Pt(i-PrOcH+)2Cl2]Cl2 (8), where Boh = 2-(3-hydroxypropylamino)-6-benzylamino-9-isopropylpurine, Oc = 2-(2-hydroxyethylamino)-6-benzylamino-9-methylpurine, Ros = 2-(R)-(1-ethyl-2-hydroxyethylamino)-6-benzylamino-9-isopropylpurine and i-PrOc = 2-(2-hydroxyethylamino)-6-benzylamino-9-isopropylpurine. The complexes have been characterized by elemental analyses, conductivity measurements and their infrared, ES + mass (electrospray mass spectra in the positive ion mode) and NMR (1H, 13C, 15N and 195Pt) spectra. The results obtained from the physical studies, particularly from multinuclear NMR spectroscopy, show that in all the investigated complexes (18), two molecules of purine derivative are coordinated to platinum via the N(7) atom of the imidazole ring in a cis-configuration. The prepared compounds have been screened for their in vitro cytotoxicity against G-361 (human malignant melanoma), HOS (human osteogenic sarcoma), K-562 (human chronic myelogenous leukemia) and MCF-7 (human breast adenocarcinoma) cell lines. All complexes are significantly more active than the initial 2,9-disubstituted-6-benzylaminopurine derivatives. In the case of some tumour cell lines, IC50 values for the complexes (1, 3, 4, 5, 8) are significantly lower than those obtained for cisplatin and oxaliplatin. The best cytotoxicity was achieved for the complex (3) for which IC50 values range from 1 to 2 M.
ER  -

MALOŇ, Michal, Zdeněk TRÁVNÍČEK, Radek MAREK a Miroslav STRNAD. Synthesis, spectral study and cytotoxicity of platinum(II) complexes with 2,9-disubstituted-6-benzylaminopurines. \textit{Journal of Inorganic Biochemistry}. Elsevier, 2005, roč.~99, č.~11, s.~2127-2138. ISSN~0162-0134.

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