Interaction of Dialkyltin(Ⅳ) Bishydroxamates with 5'-AMP or DNA: the Impact of Carbon Chain Length to Coordination Properties
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摘要:
Two diorganotin(Ⅳ) complexes, [Me2Sn(4-FC6H4C(O)NHO)2] (1) and [Bu2Sn(4-FC6H4C(O)NHO)2] (2), were synthesized. The action mode of the diorganotin(Ⅳ) complexes with adenosine-5'-monophosphate (5'-AMP) or DNA under different conditions and different time was investigated by high-solution 1H NMR and 31P NMR technology and UV spectroscopy. The complexes 1 and 2 which have different carbon chain lengths exhibited different action modes with mononucleotide or DNA. The interaction of 2 with 5'-AMP resulted in significant chemical shift of H(8), H(2) and 31P. A hyperchromic effect of DNA could be observed due to the interaction of 2 with DNA, while interaction of 1 with 5'-AMP or DNA could only cause obvious change of chemical shift of 31P. The results indicate that the complex 2 is the first case which could selectively bind to both the N(1) atom of the base and the phosphate oxygen atom of 5'-AMP near a physiological condition, and may further destroy the helical structure of DNA, while 1 may merely bind to the phosphate oxygen atom of 5'-AMP and cause the contraction of the DNA helical structure.The results first reveal that the organic group R may not only help the membrane transference of the diorganotin compounds but also play an important role in the action mode with DNA.