6-Mercaptopurine complexes with silver and gold ions: Anti-tuberculosis and anti-cancer activities

Cuin, Alexandre; Massabni, Antônio Carlos; Pereira, Guilherme Alves; Leite, Clarice Queico Fujimura; Pavan, Fernando Rogério; Sesti-Costa, Renata; Heinrich, Tassiele A.; Costa-Neto, Cláudio M.

doi:10.1016/j.biopha.2011.04.012

Cited by 47 publications

(37 citation statements)

References 19 publications

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“…The results further suggest the possibility of increased anticancer activity with increasing the loading percentage. A previous study showed good anticancer activity in a HeLa (cervical cancer) cell line using a synthesized complex of MP and two metals (silver and gold) 45. Similar anticancer activity was demonstrated in an HT29 cell line using solid lipid nanoparticles, where the trypan blue assay was used, indicating improved efficacy for doxorubicin-loaded solid lipid nanoparticles in comparison with the commercially available free counterpart, ie, doxorubicin 46…”

Section: Resultsmentioning

confidence: 59%

Preparation and characterization of 6-mercaptopurine-coated magnetite nanoparticles as a drug delivery system

Dorniani¹,

Hussein²,

Kura³

et al. 2013

DDDT

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BackgroundIron oxide nanoparticles are of considerable interest because of their use in magnetic recording tape, ferrofluid, magnetic resonance imaging, drug delivery, and treatment of cancer. The specific morphology of nanoparticles confers an ability to load, carry, and release different types of drugs.Methods and resultsWe synthesized superparamagnetic nanoparticles containing pure iron oxide with a cubic inverse spinal structure. Fourier transform infrared spectra confirmed that these Fe3O4 nanoparticles could be successfully coated with active drug, and thermogravimetric and differential thermogravimetric analyses showed that the thermal stability of iron oxide nanoparticles coated with chitosan and 6-mercaptopurine (FCMP) was markedly enhanced. The synthesized Fe3O4 nanoparticles and the FCMP nanocomposite were generally spherical, with an average diameter of 9 nm and 19 nm, respectively. The release of 6-mercaptopurine from the FCMP nanocomposite was found to be sustained and governed by pseudo-second order kinetics. In order to improve drug loading and release behavior, we prepared a novel nanocomposite (FCMP-D), ie, Fe3O4 nanoparticles containing the same amounts of chitosan and 6-mercaptopurine but using a different solvent for the drug. The results for FCMP-D did not demonstrate “burst release” and the maximum percentage release of 6-mercaptopurine from the FCMP-D nanocomposite reached about 97.7% and 55.4% within approximately 2,500 and 6,300 minutes when exposed to pH 4.8 and pH 7.4 solutions, respectively. By MTT assay, the FCMP nanocomposite was shown not to be toxic to a normal mouse fibroblast cell line.ConclusionIron oxide coated with chitosan containing 6-mercaptopurine prepared using a coprecipitation method has the potential to be used as a controlled-release formulation. These nanoparticles may serve as an alternative drug delivery system for the treatment of cancer, with the added advantage of sparing healthy surrounding cells and tissue.

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Section: Resultsmentioning

confidence: 59%

Preparation and characterization of 6-mercaptopurine-coated magnetite nanoparticles as a drug delivery system

Dorniani¹,

Hussein²,

Kura³

et al. 2013

DDDT

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“…There are examples in the literature showing thiolates compounds presenting high antitubercular activity (Cuin et al 2011). As a matter of fact, we have found that the thiolate compounds (1-3) exhibited the best antitubercular activity.…”

Section: Antitubercular Activitymentioning

confidence: 55%

Synthesis, characterization, cytotoxic and antitubercular activities of new gold(I) and gold(III) complexes containing ligands derived from carbohydrates

et al. 2015

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Novel gold(I) and gold(III) complexes containing derivatives of D-galactose, D-ribose and D-glucono-1,5-lactone as ligands were synthesized and characterized by IR, (1)H, and (13)C NMR, high resolution mass spectra and cyclic voltammetry. The compounds were evaluated in vitro for their cytotoxicity against three types of tumor cells: cervical carcinoma (HeLa) breast adenocarcinoma (MCF-7) and glioblastoma (MO59J) and one non-tumor cell line: human lung fibroblasts (GM07492A). Their antitubercular activity was evaluated as well expressed as the minimum inhibitory concentration (MIC90) in μg/mL. In general, the gold(I) complexes were more active than gold(III) complexes, for example, the gold(I) complex (1) was about 8.8 times and 7.6 times more cytotoxic than gold(III) complex (8) in MO59J and MCF-7 cells, respectively. Ribose and alkyl phosphine derivative complexes were more active than galactose and aryl phosphine complexes. The presence of a thiazolidine ring did not improve the cytotoxicity. The study of the cytotoxic activity revealed effective antitumor activities for the gold(I) complexes, being more active than cisplatin in all the tested tumor cell lines. Gold(I) compounds (1), (2), (3), (4) and (6) exhibited relevant antitubercular activity even when compared with first line drugs such as rifampicin.

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“…The complexes may act via their impact on electron transport, inhibition of DNA replication by the metal ion center, perturbation in the proteins and enzyme actions as well as redox balance in cells, reactive oxygen species (ROS) production and alteration of the cell membrane. 9,10 Cisplatin is a compound that is currently used in cancer treatment. Despite some favorable results, the function of cisplatin is restricted to only some types of tumor, and its usage leads to toxicity and resistance in clinical application.…”

Section: Introductionmentioning

confidence: 99%

<p>Synthesis, Characterization and DNA Binding Investigations of a New Binuclear Ag(I) Complex and Evaluation of Its Anticancer Property</p>

Zheng¹,

Bigdeli²,

Lanxing³

et al. 2020

IJN

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A new Ag(I) complex (A 3) was synthesized and evaluated for its anticancer activity against human cancer cell lines. Materials and Methods: The complex A 3 was characterized by 1 H, 13 C, and 31 P nuclear magnetic resonance (NMR), infrared (IR) spectra, elemental analysis, and X-ray crystallography. The interaction of the complex with CT-DNA was studied by electronic absorption spectra, fluorescence spectroscopy, and cyclic voltammetry; cell viability (%) was assessed by absorbance measurement of the samples. Results: The interaction mode of the complex A 3 with DNA is electrostatic, and this complex shows good potential in anticancer properties against HCT 116 (human colorectal cancer cells) and MDA-MB-231 (MD Anderson-metastatic breast) cell lines with 0.5 micromolar concentrations. Conclusion: The Ag(I) complex could interact with DNA noncovalently and has anticancer properties.

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6-Mercaptopurine complexes with silver and gold ions: Anti-tuberculosis and anti-cancer activities

Cited by 47 publications

References 19 publications

Preparation and characterization of 6-mercaptopurine-coated magnetite nanoparticles as a drug delivery system

Preparation and characterization of 6-mercaptopurine-coated magnetite nanoparticles as a drug delivery system

Synthesis, characterization, cytotoxic and antitubercular activities of new gold(I) and gold(III) complexes containing ligands derived from carbohydrates

<p>Synthesis, Characterization and DNA Binding Investigations of a New Binuclear Ag(I) Complex and Evaluation of Its Anticancer Property</p>

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