De novo design of chiral organotin cancer drug candidates: Validation of enantiopreferential binding to molecular target DNA and 5′-GMP by UV-visible, fluorescence, 1H and 31P NMR

被引:21
作者
Arjmand, Farukh [1 ]
Sharma, Girish Chandra [1 ]
Sayeed, Fatima [1 ]
Muddassir, Mohd [1 ]
Tabassum, Sartaj [1 ]
机构
[1] Aligarh Muslim Univ, Dept Chem, Aligarh 202002, Uttar Pradesh, India
关键词
Organotin complexes; CT-DNA binding studies; NMR validation with 5 '-GMP; Sn-119; NMR; VITRO ANTITUMOR-ACTIVITY; X-RAY STRUCTURES; SPECTROSCOPIC CHARACTERIZATION; COMPLEXES; DIORGANOTIN(IV); RUTHENIUM(II); TRYPTOPHAN; CHEMISTRY; LIGANDS; PROBE;
D O I
10.1016/j.jphotobiol.2011.08.001
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
N,N-bis[(R-/S-)-1-benzyl-2-ethoxyethane] tin (IV) complexes were synthesized by applying de novo design strategy by the condensation reaction of (R-/S-)2-amino-2-phenylethanol and dibromoethane in presence of dimethyltin dichloride and thoroughly characterized by elemental analysis, conductivity measurements, IR, ESI-MS, H-1, C-13 and Sn-119, multinuclear NMR spectroscopy and XRD study. Enantioselective and specific binding profile of R-enantiomer 1 in comparison to S-enantiomer 2 with ultimate molecular target CT-DNA was validated by UV-visible, fluorescence, circular dichroism, H-1 and P-31 NMR techniques. This was further corroborated well by interaction of 1 and 2 with 5'-GMP. (C) 2011 Elsevier B.V. All rights reserved.
引用
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页码:167 / 174
页数:8
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