Match!

New cytotoxic butyltin complexes with 2-sulfobenzoic acid: Molecular interaction with lipid bilayers and DNA as well as in vitro anticancer activity

Published on Jan 1, 2016in Chemico-Biological Interactions3.41
· DOI :10.1016/j.cbi.2015.11.007
Hanna Pruchnik10
Estimated H-index: 10
(Wroclaw University of Environmental and Life Sciences),
Teresa Kral9
Estimated H-index: 9
(Wroclaw University of Environmental and Life Sciences)
+ 4 AuthorsMartin Hof32
Estimated H-index: 32
Cite
Abstract
Abstract New butyltin complexes with 2-sulfobenzoic acid: [Sn(C 4 H 9 ) 2 {O 3 SC 6 H 4 COO-2}(H 2 O)]·(C 2 H 5 OH) (DBTsbz), [Sn(C 4 H 9 ) 3 {O 3 SC 6 H 4 COOH-2}] (TBTsbz) and [Sn 2 (C 4 H 9 ) 6 {μ-O 3 SC 6 H 4 COO-2}] (DTBTsbz) are very effective cytotoxic agents against tumor cells. The molecular interaction of these complexes with lipid membranes and DNA has been investigated. The IR spectra and changes of 1 H, 13 C chemical shifts suggest that SO 3 and COO groups of 2-sulfobenzoato ligand interact with O atom of glycerin fragment of DPPC. Moreover, the compounds form Sn–OP bonds with phosphate groups of DPPC, which was shown by the lower frequency shift of the ν s (PO 2 − ) and ν as (PO 2 − ) band, by change of 31 P NMR signals and by DFT calculation. Another possibility is the interaction of the phosphate group of DPPC owing to formation of hydrogen bond O–H…O–P between water molecule coordinated to Sn and oxygen atom from the phosphate group. Using TCSPC-FCS we characterized DNA supramolecular assemblies' formation upon increasing TBTsbz, DTBTsbz and DBTsbz concentration. Diffusion time, lifetime and particle number changes are altered systematically with increasing C comp /C DNAbp ratio in following effectiveness order DBTsbz > TBTsbz > DTBTsbz. From those parameters we can conclude that all these compounds lead to a change of DNA winding, strand but not to DNA compaction. Investigated compounds show very high cytotoxic activity against cancer cell lines. All compounds exhibit efficient in vitro antitumor activity toward Jurkat (T-cell leukemia), CL-1 (T-lymphoblastoid cell line), GL-1 (B cell lymphoma cell line) and D-17 (canine osteosarcoma). The DBTsbz is more effective then carboplatin against canine osteosarcoma.
  • References (28)
  • Citations (7)
Cite
References28
Newest
#1Seyedeh Hoda Alavizadeh (MUMS: Mashhad University of Medical Sciences)H-Index: 7
#2Ali Badiee (MUMS: Mashhad University of Medical Sciences)H-Index: 16
Last.Mahmoud Reza Jaafari (MUMS: Mashhad University of Medical Sciences)H-Index: 31
view all 4 authors...
#1Hanna Pruchnik (Wroclaw University of Environmental and Life Sciences)H-Index: 10
#2Małgorzata Latocha (Medical University of Silesia)H-Index: 12
Last.Florian P. Pruchnik (UWr: University of Wrocław)H-Index: 18
view all 5 authors...
#1Hanna Pruchnik (Wroclaw University of Environmental and Life Sciences)H-Index: 10
#2Tadeusz Lis (UWr: University of Wrocław)H-Index: 30
Last.Florian P. Pruchnik (UWr: University of Wrocław)H-Index: 18
view all 7 authors...
#1Anatoliy I. Dragan (UMBC: University of Maryland, Baltimore County)H-Index: 13
#2Jose Casas-Finet (MedImmune)H-Index: 13
Last.Chris D. Geddes (UMBC: University of Maryland, Baltimore County)H-Index: 15
view all 6 authors...
#1Santiago Gómez-Ruiz (URJC: King Juan Carlos University)H-Index: 24
#2Sanjiv Prashar (URJC: King Juan Carlos University)H-Index: 21
Last.Goran N. Kaluđerović (University of Belgrade)H-Index: 19
view all 7 authors...
#1Xi-Miao Hou (CAS: Chinese Academy of Sciences)H-Index: 8
#2Xinghua Zhang (CAS: Chinese Academy of Sciences)H-Index: 9
Last.Peng-Ye Wang (CAS: Chinese Academy of Sciences)H-Index: 18
view all 8 authors...
Cited By7
Newest
#1Hanna Pruchnik (Wroclaw University of Environmental and Life Sciences)H-Index: 10
#2Aleksandra Włoch (Wroclaw University of Environmental and Life Sciences)H-Index: 5
Last.Halina Kleszczyńska (Wroclaw University of Environmental and Life Sciences)H-Index: 15
view all 4 authors...
#1Hanna Pruchnik (Wroclaw University of Environmental and Life Sciences)H-Index: 10
#2Teresa Kral (Wroclaw University of Environmental and Life Sciences)H-Index: 9
Last.Martin HofH-Index: 32
view all 3 authors...
#1Jai Devi (Guru Jambheshwar University of Science and Technology)H-Index: 5
#2Sushila Pachwania (Guru Jambheshwar University of Science and Technology)H-Index: 1
#1Ana Soraya Lima Barbosa (UFAL: Federal University of Alagoas)H-Index: 2
#2Jéssica de Siqueira Guedes (UFAL: Federal University of Alagoas)H-Index: 1
Last.José Pinto de Siqueira Júnior (UFPB: Federal University of Paraíba)H-Index: 5
view all 10 authors...
#1Hanna Pruchnik (Wroclaw University of Environmental and Life Sciences)H-Index: 10
#2Teresa Kral (Wroclaw University of Environmental and Life Sciences)H-Index: 9
Last.Martin HofH-Index: 32
view all 3 authors...
View next paperButyltin(IV) 2-sulfobenzoates: Synthesis, structural characterization and their cytostatic and antibacterial activities