NDLI: Design, synthesis, characterization and DNA-binding studies of a triphenyltin(iv) complex of N-glycoside (GATPT), a sugar based apoptosis inducer: in vitro and in vivo assessment of induction of apoptosis by GATPT

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Design, synthesis, characterization and DNA-binding studies of a triphenyltin(iv) complex of N-glycoside (GATPT), a sugar based apoptosis inducer: in vitro and in vivo assessment of induction of apoptosis by GATPT

Content Provider	Royal Society of Chemistry (RSC)
Author	Mathur, Suvigya Tabassum, Sartaj Arjmand, Farukh Banerjee, Kakoli Mishra, Kanchan
Copyright Year	2012
Abstract	The novel organotin complex 1-{(2-hydroxyethyl)amino}-2-amino-1,2-dideoxy-D-glucose triphenyltin(IV) (GATPT) was synthesized by the reaction of N-glycoside ligand and triphenyltin(IV) chloride. GATPT was characterized by elemental analyses, polarimetry, IR, CD, UV and multinuclear (1H, 13C, 119Sn) 1D and 2D NMR. The interaction of GATPT with calf thymus DNA was studied by using viscometry, absorption, emission and circular dichoric spectral methods. The DNA binding results suggested the intercalative mode of binding for GATPT with DNA along with simultaneous electrostatic interaction between the Sn(IV) center and the phosphate backbone of the DNA helix. GATPT was tested for its cytotoxic properties against SY5Y, PC-12 and N2A neuronal tumor cell lines. GATPT induced significant apoptosis in the PC-12 cell line characterized by DNA fragmentation and chromosome condensation. Treatment of PC-12 cells with GATPT resulted in a dramatic up-regulation of Bax and Bak and down-regulation of the anti-apoptotic factor Bcl-2. Apoptotic induction by GATPT was shown to be mediated in a p53-dependent manner and loss of p53 impaired the release of cytochrome c from mitochondria to cytosol. Caspase-3 was found to be indispensable for the GATPT triggered apoptosis signaling pathway. Furthermore, in vivo studies using a nude mice model revealed that GATPT exhibits significant antiproliferative activity against tumor development with minimal cytotoxicity. These findings warrant further clinical investigations of GATPT as a therapeutic agent for cancer chemotherapy.
Starting Page	205
Ending Page	217
Page Count	13
File Format	HTM / HTML PDF
ISSN	17565901
Volume Number	4
Issue Number	2
Journal	Metallomics
DOI	10.1039/c2mt00137c
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Bcl-2 Phosphorylation Ligand Pilatus PC-12 Cytotoxicity Cytosol Thymus Chloride DNA fragmentation Caspase 3 Viscometer Polarimetry Isotopes of tin Triphenyltin compounds Nuclear magnetic resonance spectroscopy Chromosome Nude mouse Bak P53 Mitochondrion Organotin chemistry Chemotherapy Bcl-2-associated X protein DNA Elemental analysis Bax GATPT Apoptosis Cancer
Content Type	Text
Resource Type	Article
Subject	Chemistry Medicine Metals and Alloys Biochemistry Biomaterials Biophysics

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Design, synthesis, characterization and DNA-binding studies of a triphenyltin(iv) complex of N-glycoside (GATPT), a sugar based apoptosis inducer: in vitro and in vivo assessment of induction of apoptosis by GATPT