CER - Central Repository
Institute of Chemistry, Technology and Metallurgy
    • English
    • Српски
    • Српски (Serbia)
  • English 
    • English
    • Serbian (Cyrillic)
    • Serbian (Latin)
  • Login
View Item 
  •   CER
  • IHTM
  • Radovi istraživača / Researchers' publications
  • View Item
  •   CER
  • IHTM
  • Radovi istraživača / Researchers' publications
  • View Item
JavaScript is disabled for your browser. Some features of this site may not work without it.

Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs

Authorized Users Only
2008
Authors
Gomez-Ruiz, Santiago
Kaluđerović, Goran N.
Prashar, Sanjiv
Polo-Ceron, Dorian
Fajardo, Mariano
Žižak, Željko
Sabo, Tibor
Juranić, Zorica
Article (Published version)
Metadata
Show full item record
Abstract
A variety of substituted titanocene and ansa-titanocene complexes have been synthesized and characterized using traditional methods. The cytotoxic activity of the different titanocene complexes was tested against tumour cell lines human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x and normal immunocompetent cells, peripheral blood mononuclear cells PBMC. Alkenyl substitution, either on the cyclopentadienyl ring or on the silicon-atom ansa-bridge of the titanocene compounds [Ti{Me2Si(g5-C5Me4)(g5-C5H3{CMe2CH2CH2CH@CH2})}Cl2] (8), [Ti{Me(CH2@CH)Si(g5-C5Me4)(g5-C5H4)}Cl2] (9) and [Ti(g5- C5H4{CMe2CH2CH2CH@CH2})2Cl2] (12) showed higher cytotoxic activities (IC50 values from 24 } 3 to 151 } 10 lM) relative to complexes bearing an additional alkenyl-substituted silyl substituent on the silicon bridge [Ti{Me{(CH2@CH)Me2SiCH2CH2}Si(g5- C5Me4)(g5-C5H4)}Cl2] (10) and [Ti{Me{(CH2@CH)3SiCH2CH2}Si(g5-C5Me4)(g5-C5H4)}Cl2] (11) which causes a dramatic ...decrease of the cytotoxicity (IC50 values from 155 } 9 to >200 lM). In addition, the synthesis of the analogous niobocene complex [Nb(g5- C5H4{CMe2CH2CH2CH=CH2})2Cl2] (13), is described. Structural studies based on DFT calculations of the most active complexes 8, 9 and 12 and the X-ray crystal structure of 13 are reported.

Keywords:
Anticancer drugs / Titanocene / Adenocarcinoma HeLa / Human myelogenous leukemia K562 / Human malignant melanoma Fem-x
Source:
Journal of Inorganic Biochemistry, 2008, 102, 8, 1558-1570
Publisher:
  • Elsevier
Funding / projects:
  • Ministerio de Educacio´n y Ciencia, Spain (Grant no. CTQ2005-07918-C02-02/BQU),
  • Comunidad de Madrid (S-0505/PPQ-0328)
  • Synthesis, characterization and activity of organic and coordination composition and their application in (bio) nanotechnology (RS-142010)
  • Istraživanje dejstava modifikatora biološkog odgovora u fiziološkim i patološkim stanjima (RS-145006)

DOI: 10.1016/j.jinorgbio.2008.02.001

ISSN: 0162-0134; 1873-3344

PubMed: 18353439

WoS: 000258012000002

Scopus: 2-s2.0-47049100123
[ Google Scholar ]
66
59
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/4130
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Gomez-Ruiz, Santiago
AU  - Kaluđerović, Goran N.
AU  - Prashar, Sanjiv
AU  - Polo-Ceron, Dorian
AU  - Fajardo, Mariano
AU  - Žižak, Željko
AU  - Sabo, Tibor
AU  - Juranić, Zorica
PY  - 2008
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4130
AB  - A variety of substituted titanocene and ansa-titanocene complexes have been synthesized and characterized using traditional methods.
The cytotoxic activity of the different titanocene complexes was tested against tumour cell lines human adenocarcinoma HeLa, human
myelogenous leukemia K562, human malignant melanoma Fem-x and normal immunocompetent cells, peripheral blood mononuclear
cells PBMC. Alkenyl substitution, either on the cyclopentadienyl ring or on the silicon-atom ansa-bridge of the titanocene compounds
[Ti{Me2Si(g5-C5Me4)(g5-C5H3{CMe2CH2CH2CH@CH2})}Cl2] (8), [Ti{Me(CH2@CH)Si(g5-C5Me4)(g5-C5H4)}Cl2] (9) and [Ti(g5-
C5H4{CMe2CH2CH2CH@CH2})2Cl2] (12) showed higher cytotoxic activities (IC50 values from 24  } 3 to 151  } 10 lM) relative to complexes
bearing an additional alkenyl-substituted silyl substituent on the silicon bridge [Ti{Me{(CH2@CH)Me2SiCH2CH2}Si(g5-
C5Me4)(g5-C5H4)}Cl2] (10) and [Ti{Me{(CH2@CH)3SiCH2CH2}Si(g5-C5Me4)(g5-C5H4)}Cl2] (11) which causes a dramatic decrease
of the cytotoxicity (IC50 values from 155  } 9 to >200 lM). In addition, the synthesis of the analogous niobocene complex [Nb(g5-
C5H4{CMe2CH2CH2CH=CH2})2Cl2] (13), is described. Structural studies based on DFT calculations of the most active complexes 8,
9 and 12 and the X-ray crystal structure of 13 are reported.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs
VL  - 102
IS  - 8
SP  - 1558
EP  - 1570
DO  - 10.1016/j.jinorgbio.2008.02.001
ER  - 
@article{
author = "Gomez-Ruiz, Santiago and Kaluđerović, Goran N. and Prashar, Sanjiv and Polo-Ceron, Dorian and Fajardo, Mariano and Žižak, Željko and Sabo, Tibor and Juranić, Zorica",
year = "2008",
abstract = "A variety of substituted titanocene and ansa-titanocene complexes have been synthesized and characterized using traditional methods.
The cytotoxic activity of the different titanocene complexes was tested against tumour cell lines human adenocarcinoma HeLa, human
myelogenous leukemia K562, human malignant melanoma Fem-x and normal immunocompetent cells, peripheral blood mononuclear
cells PBMC. Alkenyl substitution, either on the cyclopentadienyl ring or on the silicon-atom ansa-bridge of the titanocene compounds
[Ti{Me2Si(g5-C5Me4)(g5-C5H3{CMe2CH2CH2CH@CH2})}Cl2] (8), [Ti{Me(CH2@CH)Si(g5-C5Me4)(g5-C5H4)}Cl2] (9) and [Ti(g5-
C5H4{CMe2CH2CH2CH@CH2})2Cl2] (12) showed higher cytotoxic activities (IC50 values from 24  } 3 to 151  } 10 lM) relative to complexes
bearing an additional alkenyl-substituted silyl substituent on the silicon bridge [Ti{Me{(CH2@CH)Me2SiCH2CH2}Si(g5-
C5Me4)(g5-C5H4)}Cl2] (10) and [Ti{Me{(CH2@CH)3SiCH2CH2}Si(g5-C5Me4)(g5-C5H4)}Cl2] (11) which causes a dramatic decrease
of the cytotoxicity (IC50 values from 155  } 9 to >200 lM). In addition, the synthesis of the analogous niobocene complex [Nb(g5-
C5H4{CMe2CH2CH2CH=CH2})2Cl2] (13), is described. Structural studies based on DFT calculations of the most active complexes 8,
9 and 12 and the X-ray crystal structure of 13 are reported.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs",
volume = "102",
number = "8",
pages = "1558-1570",
doi = "10.1016/j.jinorgbio.2008.02.001"
}
Gomez-Ruiz, S., Kaluđerović, G. N., Prashar, S., Polo-Ceron, D., Fajardo, M., Žižak, Ž., Sabo, T.,& Juranić, Z.. (2008). Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs. in Journal of Inorganic Biochemistry
Elsevier., 102(8), 1558-1570.
https://doi.org/10.1016/j.jinorgbio.2008.02.001
Gomez-Ruiz S, Kaluđerović GN, Prashar S, Polo-Ceron D, Fajardo M, Žižak Ž, Sabo T, Juranić Z. Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs. in Journal of Inorganic Biochemistry. 2008;102(8):1558-1570.
doi:10.1016/j.jinorgbio.2008.02.001 .
Gomez-Ruiz, Santiago, Kaluđerović, Goran N., Prashar, Sanjiv, Polo-Ceron, Dorian, Fajardo, Mariano, Žižak, Željko, Sabo, Tibor, Juranić, Zorica, "Cytotoxic studies of substituted titanocene and ansa-titanocene anticancer drugs" in Journal of Inorganic Biochemistry, 102, no. 8 (2008):1558-1570,
https://doi.org/10.1016/j.jinorgbio.2008.02.001 . .

DSpace software copyright © 2002-2015  DuraSpace
About CeR – Central Repository | Send Feedback

re3dataOpenAIRERCUB
 

 

All of DSpaceInstitutions/communitiesAuthorsTitlesSubjectsThis institutionAuthorsTitlesSubjects

Statistics

View Usage Statistics

DSpace software copyright © 2002-2015  DuraSpace
About CeR – Central Repository | Send Feedback

re3dataOpenAIRERCUB