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(18-Crown-6)potassium(I) trichlorido[28-acetyl-3- (tris-(hydroxylmethyl)amino-ethane)betulinic ester-κN]platinum(II): Synthesis and in vitro antitumor activity

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2017
2220.pdf (2.022Mb)
Authors
Kaluđerović, Goran N.
Bulatović, Mirna
Krajnović, Tamara T.
Paschke, Reinhard
Zmejkovski, Bojana
Maksimović-Ivanić, Danijela D.
Mijatović, Sanja
Article (Published version)
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Abstract
Synthesis of platinum(II) conjugate with acetylated betulinic acid tris(hydroxymethyl) aminomethane ester (BATRIS) is presented (BATRISPt). HR-ESI-MS and multinuclear NMR spectroscopy, as well as elemental analysis were used for characterization of BATRISPt. Cytotoxicity (3-(4,5-dimethythiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT), crystal violet (CV), and sulforhodamine B (SRB) assays) of BA, BATRIS, BATRISPt, and cisplatin were assessed on seven different tumor cell lines: melanoma B16, colon HCT116 and DLD-1, adenocarcinoma HeLa, breast MCF-7, and anaplastic thyroid tumor 8505C and SW1736; as well as normal MRC-5 fibroblasts. Furthermore, the effect of the mentioned compounds on the apoptosis (Annexin V/PI assay) and autophagy induction (acridine orange (AO) assay) as well as caspase 3, 8, and 9 activation were investigated on the selected B16 melanoma cell line. BATRISPt showed lower activity than BA, BATRIS, or cisplatin. All tested compounds triggered apoptosis in B16 cells.... Induction of autophagy was observed in B16 cells exposed only to BATRIS. On the other hand, new conjugate activates caspases 8 and 9 in B16 cells with higher impact than BATRIS or cisplatin alone.

Keywords:
Apoptosis / Autophagy / Betulinic acid / Cisplatin / Drug conjugate
Source:
Inorganics, 2017, 5, 3
Publisher:
  • MDPI
Funding / projects:
  • Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-172035)
  • Molecular mechanisms of physiological and pharmacological control of inflammation and cancer (RS-173013)

DOI: 10.3390/inorganics5030056

ISSN: 2304-6740

WoS: 000412058700017

Scopus: 2-s2.0-85045409497
[ Google Scholar ]
2
2
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/2222
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Kaluđerović, Goran N.
AU  - Bulatović, Mirna
AU  - Krajnović, Tamara T.
AU  - Paschke, Reinhard
AU  - Zmejkovski, Bojana
AU  - Maksimović-Ivanić, Danijela D.
AU  - Mijatović, Sanja
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2222
AB  - Synthesis of platinum(II) conjugate with acetylated betulinic acid tris(hydroxymethyl) aminomethane ester (BATRIS) is presented (BATRISPt). HR-ESI-MS and multinuclear NMR spectroscopy, as well as elemental analysis were used for characterization of BATRISPt. Cytotoxicity (3-(4,5-dimethythiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT), crystal violet (CV), and sulforhodamine B (SRB) assays) of BA, BATRIS, BATRISPt, and cisplatin were assessed on seven different tumor cell lines: melanoma B16, colon HCT116 and DLD-1, adenocarcinoma HeLa, breast MCF-7, and anaplastic thyroid tumor 8505C and SW1736; as well as normal MRC-5 fibroblasts. Furthermore, the effect of the mentioned compounds on the apoptosis (Annexin V/PI assay) and autophagy induction (acridine orange (AO) assay) as well as caspase 3, 8, and 9 activation were investigated on the selected B16 melanoma cell line. BATRISPt showed lower activity than BA, BATRIS, or cisplatin. All tested compounds triggered apoptosis in B16 cells. Induction of autophagy was observed in B16 cells exposed only to BATRIS. On the other hand, new conjugate activates caspases 8 and 9 in B16 cells with higher impact than BATRIS or cisplatin alone.
PB  - MDPI
T2  - Inorganics
T1  - (18-Crown-6)potassium(I) trichlorido[28-acetyl-3- (tris-(hydroxylmethyl)amino-ethane)betulinic ester-κN]platinum(II): Synthesis and in vitro antitumor activity
VL  - 5
IS  - 3
DO  - 10.3390/inorganics5030056
ER  - 
@article{
author = "Kaluđerović, Goran N. and Bulatović, Mirna and Krajnović, Tamara T. and Paschke, Reinhard and Zmejkovski, Bojana and Maksimović-Ivanić, Danijela D. and Mijatović, Sanja",
year = "2017",
abstract = "Synthesis of platinum(II) conjugate with acetylated betulinic acid tris(hydroxymethyl) aminomethane ester (BATRIS) is presented (BATRISPt). HR-ESI-MS and multinuclear NMR spectroscopy, as well as elemental analysis were used for characterization of BATRISPt. Cytotoxicity (3-(4,5-dimethythiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT), crystal violet (CV), and sulforhodamine B (SRB) assays) of BA, BATRIS, BATRISPt, and cisplatin were assessed on seven different tumor cell lines: melanoma B16, colon HCT116 and DLD-1, adenocarcinoma HeLa, breast MCF-7, and anaplastic thyroid tumor 8505C and SW1736; as well as normal MRC-5 fibroblasts. Furthermore, the effect of the mentioned compounds on the apoptosis (Annexin V/PI assay) and autophagy induction (acridine orange (AO) assay) as well as caspase 3, 8, and 9 activation were investigated on the selected B16 melanoma cell line. BATRISPt showed lower activity than BA, BATRIS, or cisplatin. All tested compounds triggered apoptosis in B16 cells. Induction of autophagy was observed in B16 cells exposed only to BATRIS. On the other hand, new conjugate activates caspases 8 and 9 in B16 cells with higher impact than BATRIS or cisplatin alone.",
publisher = "MDPI",
journal = "Inorganics",
title = "(18-Crown-6)potassium(I) trichlorido[28-acetyl-3- (tris-(hydroxylmethyl)amino-ethane)betulinic ester-κN]platinum(II): Synthesis and in vitro antitumor activity",
volume = "5",
number = "3",
doi = "10.3390/inorganics5030056"
}
Kaluđerović, G. N., Bulatović, M., Krajnović, T. T., Paschke, R., Zmejkovski, B., Maksimović-Ivanić, D. D.,& Mijatović, S.. (2017). (18-Crown-6)potassium(I) trichlorido[28-acetyl-3- (tris-(hydroxylmethyl)amino-ethane)betulinic ester-κN]platinum(II): Synthesis and in vitro antitumor activity. in Inorganics
MDPI., 5(3).
https://doi.org/10.3390/inorganics5030056
Kaluđerović GN, Bulatović M, Krajnović TT, Paschke R, Zmejkovski B, Maksimović-Ivanić DD, Mijatović S. (18-Crown-6)potassium(I) trichlorido[28-acetyl-3- (tris-(hydroxylmethyl)amino-ethane)betulinic ester-κN]platinum(II): Synthesis and in vitro antitumor activity. in Inorganics. 2017;5(3).
doi:10.3390/inorganics5030056 .
Kaluđerović, Goran N., Bulatović, Mirna, Krajnović, Tamara T., Paschke, Reinhard, Zmejkovski, Bojana, Maksimović-Ivanić, Danijela D., Mijatović, Sanja, "(18-Crown-6)potassium(I) trichlorido[28-acetyl-3- (tris-(hydroxylmethyl)amino-ethane)betulinic ester-κN]platinum(II): Synthesis and in vitro antitumor activity" in Inorganics, 5, no. 3 (2017),
https://doi.org/10.3390/inorganics5030056 . .

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