Thermogravimetric and Biological Studies of Organotin(IV) Complexes with 4-(Hydroxymethyl)piperidine-1-Carbodithioic Acid
Thermogravimetric and Biological Studies of Organotin (IV)
DOI:
https://doi.org/10.53560/PPASB(58-2)633Keywords:
Organotin Dithiocarbamates, 4-(Hydroxymethyl) Piperidine-1-Carbodithioic Acid, Thermogravimetry, Antibacterial, AntifungalAbstract
Present studies were conducted to perform thermogravimetric characterization and biological activity investigations of organotin dithiocarbamates of general formulae R3SnL (R = n-Bu, 1; Ph, 2; Cy, 3), R2Sn(Cl)L (R = Me, 4; Ph, 5) and R2SnL2 (R = Me, 6) where L = 4-(hydroxymethyl)piperidine-1-carbodithioate. A novel procedure was also developed for the synthesis of product 2 by direct reflux of 4-(hydroxymethyl)piperidine-1-carbodithioic acid (HL) with triphenyltin(IV) hydroxide. HL was decomposed at low temperatures as compared to the metal complexes. The coordinated products were degraded leaving behind the tin or SnOCl inorganic residues. The products1-6 have shown excellent antimicrobial activities against the tested bacterial (Escherichia coli, Salmonella typhi, Staphylococcus aureus, and Bacillus subtilis) and fungal (Fusarium solani, Aspergillus niger, Alternaria solani, and Fusarium verticillioides) strains. The biological activities were found to depend upon the substitution pattern at the central tin atom.
References
G. Rubner., K. Bensdorf., A. Wellner., B. Kircher., S. Bergemann., I. Ott and R. Gust, Synthesis and biological activities of transition metal complexes based on acetylsalicylic acid as neo-anticancer agents. Journal of medicinal chemistry 53(19): 6889-6898 (2010).
B. Parveen., I.H. Bukhari., S. Hussain., K.G. Ali and M. Shahid, Synthesis and spectroscopic characterization of mononuclear/binuclear organotin (IV) complexes with 1H-1, 2, 4-triazole-3-thiol: Comparative studies of their antibacterial/antifungal potencies. Journal of the Serbian Chemical Society 80(6): 755-766 (2015).
K. Okamoto., T. Kozawa., A. Saeki., Y. Yoshida and S. Tagawa, Subpicosecond pulse radiolysis in liquid methyl-substituted benzene derivatives. Radiation Physics and Chemistry 76(5): 818-826 (2007).
A. Garoufis., S. Hadjikakou and N. Hadjiliadis, Palladium coordination compounds as anti-viral, anti-fungal, anti-microbial and anti-tumor agents. Coordination Chemistry Reviews 253(9-10): 1384- 1397 (2009).
S. Hussain., S. Ali., S. Shahzadi., M.N. Tahir and M. Shahid, Synthesis, characterization, biological Thermogravimetric and Biological Studies of Organotin (IV) 97 activities, crystal structure and DNA binding of organotin (IV) 5-chlorosalicylates. Journal of Coordination Chemistry 68(14): 2369-2387 (2015).
M. Jain., V. Singh and R. Singh, Biologically potent sulphonamide imine complexes of organotin (IV): Synthesis, spectroscopic characterization and biological screening. Journal of the Iranian Chemical Society 1(1): 20-27 (2004).
G. Eng., D. Whalen., P. Musingarimi., J. Tierney and M. DeRosa, Fungicidal and spectral studies of some triphenyltin compounds. Applied organometallic chemistry 12(1): 25-30 (1998).
L. Pellerito and L. Nagy, Organotin (IV) n+ complexes formed with biologically active ligands: equilibrium and structural studies, and some biological aspects. Coordination Chemistry Reviews 224(1-2): 111-150 (2002).
M.L. Falcioni., M. Pellei and R. Gabbianelli, Interaction of tributyltin (IV) chloride and a related complex [Bu 3 Sn (LSM)] with rat leukocytes and erythrocytes: effect on DNA and on plasma membrane. Mutation Research/Genetic Toxicology and Environmental Mutagenesis 653(1): 57-62 (2008).
S. Shahzadi., S. Ali and M. Fettouhi, Synthesis, spectroscopy, in vitro biological activity and X-ray structure of (4-methylpiperidine-dithiocarbamato-S, S′) triphenyltin (IV). Journal of Chemical Crystallography 38(4): 273-278 (2008).
S. Hussain., S. Ali., S. Shahzadi., S.K. Sharma., K. Qanungo., M. Altaf and H.S. Evans, Synthesis, characterization, and semi-empirical study of Organotin (IV) complexes with 4-(Hydroxymethyl) piperidine-1-carbodithioic Acid: X-ray structure of Chlorodimethyl-(4-hydroxymethyl piperidine-1- carbodithioato-S, S′) tin (IV). Phosphorus, Sulfur, and Silicon and the Related Elements186(3): 542- 551 (2011).
S.M. Abbas., M. Sirajuddin., F.A. Shah., S. Ali and S. Ahmad, Synthesis, Characterization and Antimicrobial Activity of Potential Bioactive Organotin (IV) Dithiocarboxylates. Journal of the Chemical Society of Pakistan 35(5) (2013).
S. Hussain., I.H. Bukhari., S. Ali., S. Shahzadi., M. Shahid and K.S. Munawar, Synthesis and spectroscopic and thermogravimetric characterization of heterobimetallic complexes with Sn (IV) and Pd (II); DNA binding, alkaline phosphatase inhibition and biological activity studies. Journal of Coordination Chemistry 68(4): 662-677 (2015).
M. Sirajuddin., S. Ali., N.A. Shah., M.R. Khan and M.N. Tahir, Synthesis, characterization, biological screenings and interaction with calf thymus DNA of a novel azomethine 3-((3, 5-dimethylphenylimino) methyl) benzene-1, 2-diol. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 94: 134-142 (2012).
M. Salam., M. Affan., F.B. Ahmad and M.A. Arafath, Organotin (IV) complexes with pyruvic acid phenylhydrazone (HPAPD): synthesis, spectral characterization, and in vitro antibacterial activity. Journal of Coordination Chemistry 65(11): 1999- 2007 (2012).
N. Muhammad., Zia-Ur-Rehman., S. Shujah., A. Shah., S. Ali., A. Meetsma and Z. Hussain, Syntheses, structural characteristics, and antimicrobial activities of new organotin (IV) 3-(4-bromophenyl)-2-ethylacrylates. Journal of Coordination Chemistry 65(21): 3766-3775 (2012).
Downloads
Published
How to Cite
Issue
Section
License
Creative Commons Attribution (CC BY). Allows users to: copy the article and distribute; abstracts, create extracts, and other revised versions, adaptations or derivative works of or from an article (such as a translation); include in a collective work (such as an anthology); and text or data mine the article. These uses are permitted even for commercial purposes, provided the user: includes a link to the license; indicates if changes were made; gives appropriate credit to the author(s) (with a link to the formal publication through the relevant DOI); and does not represent the author(s) as endorsing the adaptation of the article or modify the article in such a way as to damage the authors' honor or reputation.

