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Synthesis, structural characterization, and anticancer activity of a monobenzyltin compound against MCF-7 breast cancer cells.

Fani S, Kamalidehghan B, Lo KM, Hashim NM, Chow KM, Ahmadipour F - Drug Des Devel Ther (2015)

Bottom Line: A significant increase of lactate dehydrogenase release in treated cells was observed via fluorescence analysis.Luminescent analysis showed significant growth in intracellular reactive oxygen species production after treatment.DNA fragmentation was observed as a characteristic of apoptosis in treated cells.

View Article: PubMed Central - PubMed

Affiliation: Department of Pharmacy, Faculty of Medicine, University of Malaya, Kuala Lumpur, Malaysia.

ABSTRACT
A new monoorganotin Schiff base compound, [N-(3,5-dichloro-2-oxidobenzylidene)-4-chlorobenzyhydrazidato](o-methylbenzyl)aquatin(IV) chloride, (compound C1), was synthesized, and its structural features were investigated by spectroscopic techniques and single-crystal X-ray diffractometry. Compound C1 was exposed to several human cancer cell lines, including breast adenocarcinoma cell lines MCF-7 and MDA-MB-231, ovarian adenocarcinoma cell lines Skov3 and Caov3, and prostate cancer cell line PC3, in order to examine its cytotoxic effect for different forms of cancer. Human hepatic cell line WRL-68 was used as a normal cell line. We concentrated on the MCF-7 cell line to detect possible underlying mechanism involvement of compound C1. 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay revealed the strongest cytotoxicity of compound C1 against MCF-7 cells, with a half maximal inhibitory concentration (IC50) value of 2.5±0.50 μg/mL after 48 hours treatment. The IC50 value was >30 μg/mL in WRL-68 cells. Induced antiproliferative activity of compound C1 for MCF-7 cells was further confirmed by lactate dehydrogenase, reactive oxygen species, acridine orange/propidium iodide staining, and DNA fragmentation assays. A significant increase of lactate dehydrogenase release in treated cells was observed via fluorescence analysis. Luminescent analysis showed significant growth in intracellular reactive oxygen species production after treatment. Morphological changes of necrosis and early and late apoptosis stages were observed in treated cells after staining with acridine orange/propidium iodide. DNA fragmentation was observed as a characteristic of apoptosis in treated cells. Results of the present study obviously reveal potential cytotoxic effects of compound C1 against human breast cancer MCF-7 cells.

No MeSH data available.


Related in: MedlinePlus

The cytotoxic effect of compound C1 on MCF-7 cells.Notes: The IC50 value of agent at 24 and 48 hours against MCF-7 cells was determined to be 3.5±0.50 and 2.5±0.50 μg/mL, respectively. The data are shown as the mean ± SD (n=3).Abbreviations: C1, compound 1 [N-(3,5-dichloro-2-oxidobenzylidene)-4-chloro-benzyhydrazidato](o-methylbenzyl)aquatin(IV) chloride; h, hours; IC50, half maximal inhibitory concentration; SD, standard deviation.
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f4-dddt-9-6191: The cytotoxic effect of compound C1 on MCF-7 cells.Notes: The IC50 value of agent at 24 and 48 hours against MCF-7 cells was determined to be 3.5±0.50 and 2.5±0.50 μg/mL, respectively. The data are shown as the mean ± SD (n=3).Abbreviations: C1, compound 1 [N-(3,5-dichloro-2-oxidobenzylidene)-4-chloro-benzyhydrazidato](o-methylbenzyl)aquatin(IV) chloride; h, hours; IC50, half maximal inhibitory concentration; SD, standard deviation.

Mentions: In order to determine whether compound C1 has different antiproliferative activity against different cancerous cell lines, the cytotoxicity assay (MTT) was performed for various cell lines, including MCF-7, MDA-MB-231, Skov3, Caov3, PC3, and WRL-68. The antiproliferative activity of cisplatin was also assessed as a positive control for the MCF-7 cell line. As shown in Table 4, after 48 hours’ treatment, compound C1 displayed strong growth inhibition properties, with IC50 ranging from 2.5 to 8 μg/mL, toward all five cancer cell lines. The IC50 value of cisplatin on MCF-7 cells was lower compared to compound C1, at 1 and 2.5 μg/mL, respectively. The IC50 value for WRL-68 normal hepatic cells (>30 μg/mL) indicates a selective cytotoxic activity of compound C1 for tumor cells (Figure 4).


Synthesis, structural characterization, and anticancer activity of a monobenzyltin compound against MCF-7 breast cancer cells.

Fani S, Kamalidehghan B, Lo KM, Hashim NM, Chow KM, Ahmadipour F - Drug Des Devel Ther (2015)

The cytotoxic effect of compound C1 on MCF-7 cells.Notes: The IC50 value of agent at 24 and 48 hours against MCF-7 cells was determined to be 3.5±0.50 and 2.5±0.50 μg/mL, respectively. The data are shown as the mean ± SD (n=3).Abbreviations: C1, compound 1 [N-(3,5-dichloro-2-oxidobenzylidene)-4-chloro-benzyhydrazidato](o-methylbenzyl)aquatin(IV) chloride; h, hours; IC50, half maximal inhibitory concentration; SD, standard deviation.
© Copyright Policy
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4664434&req=5

f4-dddt-9-6191: The cytotoxic effect of compound C1 on MCF-7 cells.Notes: The IC50 value of agent at 24 and 48 hours against MCF-7 cells was determined to be 3.5±0.50 and 2.5±0.50 μg/mL, respectively. The data are shown as the mean ± SD (n=3).Abbreviations: C1, compound 1 [N-(3,5-dichloro-2-oxidobenzylidene)-4-chloro-benzyhydrazidato](o-methylbenzyl)aquatin(IV) chloride; h, hours; IC50, half maximal inhibitory concentration; SD, standard deviation.
Mentions: In order to determine whether compound C1 has different antiproliferative activity against different cancerous cell lines, the cytotoxicity assay (MTT) was performed for various cell lines, including MCF-7, MDA-MB-231, Skov3, Caov3, PC3, and WRL-68. The antiproliferative activity of cisplatin was also assessed as a positive control for the MCF-7 cell line. As shown in Table 4, after 48 hours’ treatment, compound C1 displayed strong growth inhibition properties, with IC50 ranging from 2.5 to 8 μg/mL, toward all five cancer cell lines. The IC50 value of cisplatin on MCF-7 cells was lower compared to compound C1, at 1 and 2.5 μg/mL, respectively. The IC50 value for WRL-68 normal hepatic cells (>30 μg/mL) indicates a selective cytotoxic activity of compound C1 for tumor cells (Figure 4).

Bottom Line: A significant increase of lactate dehydrogenase release in treated cells was observed via fluorescence analysis.Luminescent analysis showed significant growth in intracellular reactive oxygen species production after treatment.DNA fragmentation was observed as a characteristic of apoptosis in treated cells.

View Article: PubMed Central - PubMed

Affiliation: Department of Pharmacy, Faculty of Medicine, University of Malaya, Kuala Lumpur, Malaysia.

ABSTRACT
A new monoorganotin Schiff base compound, [N-(3,5-dichloro-2-oxidobenzylidene)-4-chlorobenzyhydrazidato](o-methylbenzyl)aquatin(IV) chloride, (compound C1), was synthesized, and its structural features were investigated by spectroscopic techniques and single-crystal X-ray diffractometry. Compound C1 was exposed to several human cancer cell lines, including breast adenocarcinoma cell lines MCF-7 and MDA-MB-231, ovarian adenocarcinoma cell lines Skov3 and Caov3, and prostate cancer cell line PC3, in order to examine its cytotoxic effect for different forms of cancer. Human hepatic cell line WRL-68 was used as a normal cell line. We concentrated on the MCF-7 cell line to detect possible underlying mechanism involvement of compound C1. 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay revealed the strongest cytotoxicity of compound C1 against MCF-7 cells, with a half maximal inhibitory concentration (IC50) value of 2.5±0.50 μg/mL after 48 hours treatment. The IC50 value was >30 μg/mL in WRL-68 cells. Induced antiproliferative activity of compound C1 for MCF-7 cells was further confirmed by lactate dehydrogenase, reactive oxygen species, acridine orange/propidium iodide staining, and DNA fragmentation assays. A significant increase of lactate dehydrogenase release in treated cells was observed via fluorescence analysis. Luminescent analysis showed significant growth in intracellular reactive oxygen species production after treatment. Morphological changes of necrosis and early and late apoptosis stages were observed in treated cells after staining with acridine orange/propidium iodide. DNA fragmentation was observed as a characteristic of apoptosis in treated cells. Results of the present study obviously reveal potential cytotoxic effects of compound C1 against human breast cancer MCF-7 cells.

No MeSH data available.


Related in: MedlinePlus