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ISRN Organic Chemistry
Volume 2012 (2012), Article ID 873035, 9 pages
http://dx.doi.org/10.5402/2012/873035
Research Article

Interaction of 5′-Guanosine Monophosphate with Organotin(IV) Moieties: Synthesis, Structural Characterization, and Anti-Inflammatory Activity

1Department of Chemistry, Indian Institute of Technology Roorkee, Uttrakhand, Roorkee 247667, India
2Department of Chemistry and Physics, University of the District of Columbia, Washington, DC 20008, USA

Received 16 July 2012; Accepted 6 September 2012

Academic Editors: N. Farfan, G. Giambastiani, and J. R. Hwu

Copyright © 2012 Mala Nath et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Reaction(s) of -guanosine monophosphate ( GMP) with di- and triorganotin(IV) chloride(s) led to formation of organotin(IV) derivatives of general formulae, [R2Sn( -GMP)·H2O]n and [(R′3Sn)2( -GMP)·H2O]n, where R = Me, n-Bu, and Ph; R′ = Me, i-Pr, n-Bu, and Ph; ( -GMP)2− = -guanosine monophosphate. An attempt has been made to prove the structures of the resulting derivatives on the basis of FT-IR, multinuclear 1H, 13C, and 119Sn NMR and 119Sn Mössbauer spectroscopic studies. These investigations suggest that both di- and triorganotin(IV)- -guanosine monophosphates are polymeric in which ( -GMP)2− is bonded through phosphate group resulting in a distorted trigonal bipyramidal geometry around tin. The ribose conformation in all of the derivatives is C3′-endo, except diphenyltin(IV) and tri-i-propyltin(IV) derivatives where it is C2′-endo. All of the studied derivatives exhibited mild-to-moderate anti-inflammatory activity (~15.64–20.63% inhibition) at 40 mg kg−1 dose and LD50 values > 400 mg kg−1 in albino rats.