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Please use this identifier to cite or link to this item: http://repository.iitr.ac.in/handle/123456789/3657
Title: Diorganotin(IV) derivatives of dipeptides containing at least one essential amino acid residue: Synthesis, characteristic spectral data, cardiovascular, and anti-inflammatory activities
Authors: Nath, Mala
Pokharia S.
Eng G.
Song X.
Kumar A.
Published in: Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry
Abstract: New diphenyltin(IV) derivatives of the formula Ph2SnL, where L is the dianion of glycyltryptophan (Gly-Trp), glycylphenylalanine (Gly-Phe), valylvaline (Val-Val), alanylvaline (Ala-Val), and leucylalanine (Leu-Ala), have been synthesized by the reaction of Ph2SnCl2 and the disodium salt of the respective dipeptides. The bonding and coordination behaviour in these derivatives are discussed on the basis of IR, multinuclear 1H, 13C, and 119Sn NMR and 119Sn Mössbauer spectroscopic studies. These investigations suggest that all the dipeptides in Ph2SnL act as dianionic tridentate ligands coordinating through the COO-, NH2, and Npeptide groups. The 119Sn Mössbauer studies, together with the NMR data, suggest a trigonal-bipyramidal geometry around tin in Ph2SnL with the phenyl groups and Npeptide in the equatorial positions, whereas a carboxylic oxygen and the amino nitrogen atom occupy the axial positions. The anti-inflammatory and cardiovascular activities, and toxicity of all the synthesized diphenyltin(IV) derivatives of dipeptides and of n-dibutyltin(IV) derivatives of dipeptides (synthesized and characterized earlier) viz. Gly-Trp, Val-Val, Ala-Val, glycyltyrosine (Gly-Tyr), leucyltyrosine (Leu-Tyr), and leucylleucine (Leu-Leu) are discussed. The n-dibutyltin(IV) derivatives exhibit better cardiovascular and anti-inflammatory activities than the diphenyltin(IV) analogues.
Citation: Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry(2004), 34(10): 1689-1708
URI: https://doi.org/10.1081/SIM-200030161
http://repository.iitr.ac.in/handle/123456789/3657
Issue Date: 2004
Keywords: Anti-inflammatory activity
Dipeptides
Diphenyltin(IV) derivative
Spectral studies
ISSN: 945714
Author Scopus IDs: 7103033909
6507040526
7005770934
7402269778
26663962100
Author Affiliations: Nath, M., Department of Chemistry, Indian Inst. of Technology Roorkee, Roorkee, India, Department of Chemistry, Indian Inst. of Technology Roorkee, Roorkee 247 667, India
Pokharia, S., Department of Chemistry, Indian Inst. of Technology Roorkee, Roorkee, India
Eng, G., Department of Chemistry and Physics, Univ. of the District of Columbia, Washington, DC, United States
Song, X., Department of Chemistry and Physics, Univ. of the District of Columbia, Washington, DC, United States
Kumar, A., Department of Pharmacology, L.L.R.M. Medical College, Meerut, India
Funding Details: This work was a part of a major research project sponsored by the Department of Science and Technology (DST) (Grant No. SP/S1/F-07/ 2000), New Delhi, India. M. Nath is thankful to the DST, New Delhi, India. Financial support for the Mössbauer work from the National Institute of Health, Minority Biomedical Research Support Programs MBRS/SCORE, GM08005, is gratefully acknowledged. Thanks are also due to the Head, Regional Sophisticated Instrumentation Centre, Central Drug Research Institute, Lucknow, India, for elemental analyses and NMR spectral measurements, and to the Head, Department of Chemistry, Indian Institute of Technology, Delhi, India, for 119Sn NMR spectral studies. One of the authors (S. Pokharia) is thankful to the Council for Scientific and Industrial Research, New Delhi, for a Senior Research fellowship during the period of writing this manuscript.
Corresponding Author: Nath, M.; Department of Chemistry, Indian Inst. of Technology Roorkee, Roorkee 247 667, India; email: malanfcy@iitr.ernet.in
Appears in Collections:Journal Publications [CY]

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