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Interaction of Dialkyltin(IV) Bishydroxamates with 5′‐AMP or DNA:the Impact of Carbon Chain Length to Coordination Properties

Interaction of Dialkyltin(IV) Bishydroxamates with 5′‐AMP or DNA:the Impact of Carbon Chain... 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. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Chinese Journal of Chemistry Wiley

Interaction of Dialkyltin(IV) Bishydroxamates with 5′‐AMP or DNA:the Impact of Carbon Chain Length to Coordination Properties

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References (29)

Publisher
Wiley
Copyright
Copyright © 2008 Wiley Subscription Services, Inc., A Wiley Company
ISSN
1001-604X
eISSN
1614-7065
DOI
10.1002/cjoc.200890118
Publisher site
See Article on Publisher Site

Abstract

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.

Journal

Chinese Journal of Chemistry – Wiley

Published: Apr 1, 2008

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