Skip to Content
MilliporeSigma
  • Highly and Broad-Spectrum In Vitro Antitumor Active cis-Dichloridoplatinum(II) Complexes with 7-Azaindoles.

Highly and Broad-Spectrum In Vitro Antitumor Active cis-Dichloridoplatinum(II) Complexes with 7-Azaindoles.

PloS one (2015-08-27)
Pavel Štarha, Zdeněk Dvořák, Zdeněk Trávníček
ABSTRACT

The cis-[PtCl2(naza)2] complexes (1-3) containing monosubstituted 7-azaindole halogeno-derivatives (naza), showed significantly higher activity than cisplatin towards ovarian carcinoma A2780, its cisplatin-resistant variant A2780R, osteosarcoma HOS, breast carcinoma MCF7 and cervix carcinoma HeLa cell lines, with the IC50 values of 3.8, 3.5, 4.5, 2.7, and 9.2 μM, respectively, obtained for the most active complex 3. As for 4 and 5 having disubstituted 7-azaindoles in their molecule, the significant cytotoxicity was detected only for 4 against A2780 (IC50 = 4.8 μM), A2780R (IC50 = 3.8 μM) and HOS (IC50 = 4.3 μM), while 5 was evaluated as having only moderate antiproliferative effect against the mentioned cancer cell lines with IC50 = 33.4, 24.7 and 46.7 μM, respectively. All the studied complexes 1-5 effectively avoided the acquired resistance of ovarian carcinoma cell line. On the other hand, the complexes did not reveal any inhibition activity on the purified 20S proteasome from the A2780 cells. The representative complexes 3 and 5 showed low ability to be hydrolysed, but their stability was markedly lowered in the presence of physiological sulphur-containing biomolecule glutathione (GSH), as proved by the 1H NMR spectroscopy and mass spectrometry studies. A rate of interaction of the studied complexes with GSH was affected by an addition of another mechanistically relevant biomolecule guanosine monophosphate. The differences in interactions of 3 and 5 with GSH correlate well with their different cytotoxicity profiles.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Methanol, HPLC Plus, ≥99.9%, poly-coated bottles
SKU
Pack Size
Availability
Price
Quantity
HOS, 87070202
SKU
Pack Size
Availability
SDS
Price
Quantity
Sigma-Aldrich
Streptomycin sulfate salt, powder, BioReagent, suitable for cell culture
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Streptomycin sulfate salt, powder
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Streptomycin sulfate salt, powder, BioXtra, suitable for mouse embryo cell culture
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Diethyl ether, contains 1 ppm BHT as inhibitor, anhydrous, ≥99.7%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Acetone, ≥99%, meets FCC analytical specifications
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Acetone, natural, ≥97%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
cis-Diamineplatinum(II) dichloride, ≥99.9% trace metals basis
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Acetone, suitable for HPLC, ≥99.9%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Methanol, anhydrous, 99.8%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Guanosine 5′-monophosphate disodium salt hydrate, from yeast, ≥99%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Methanol, NMR reference standard
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Streptomycin Ready Made Solution, 100 mg/mL in water
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
trans-Platinum(II)diammine dichloride
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
L-Glutathione reduced, ≥98.0%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
L-Glutathione reduced, suitable for cell culture, BioReagent, ≥98.0%, powder
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
L-Glutathione reduced, BioXtra, ≥98.0%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Methanol-12C, 99.95 atom % 12C
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
5-Bromo-3-iodo-7-azaindole, 97%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
4-Bromo-7-azaindole, 96%
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Methanol solution, NMR reference standard, 4% in methanol-d4 (99.8 atom % D), NMR tube size 3 mm × 8 in.
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
cis-Diammineplatinum(II) dichloride, crystalline
SKU
Pack Size
Availability
Price
Quantity
Sigma-Aldrich
Methanol solution, (Methanol:Dimethyl sulfoxide 1:1 (v/v))
SKU
Pack Size
Availability
Price
Quantity
Supelco
Methanol solution, contains 0.10 % (v/v) formic acid, UHPLC, suitable for mass spectrometry (MS), ≥99.5%
SKU
Pack Size
Availability
Price
Quantity