8
ꢀꢀꢀꢀꢁꢀP. Bhatra et al.: Diorganotin(IV) derivatives of Schiff bases
Mass spectral data of compound
C H ) Sn[OC(CH ):CH (CH )C:N(CH CH )O]
Lockhart, T. P.; Manders, W. F.; Zuckerman, J. J. Strucrural investiga-
1
3
1
119
13
tion by solid-state C NMR. Dependence of J ( Sn, C) on the
(
6
5 2
3
3
2
2
Me-Sn-Me angle in methyltin(IV)s. J. Am. Chem. Soc. 1ꢄ85, 107,
4546–454ꢌ.
FAB mass spectral data; fragments, m/z (relative intensity)
Lockhart, T. P.; Manders, W. F.; Schlemper, E. O.; Zuckerman, J. J.
Elucidation of medium effects on molecular structure by solid-
state and solution carbon-13 NMR. Identification and X-ray
structure of the orthorhombic modification of dimethyltin(I)
bis(N,N-diethyldithiocarbamate). J. Am. Chem. Soc. 1ꢄ86, 108,
+
+
+
[
C H O NSn] · 414 (30.25%), [C H O NSn] · 401 (100%), [C H O NSn]
19 21 2 18 20 2 16 17 2
+ +
·
374 (16.47%), [C H ONSn] · 331 (5.11%), [C H SnO] · 287 (3.89%),
14
14
13 12
+
+
[
C H SnO] · 273 (8.52%), [C H Sn] · 180 (46.45%).
12 10 6 5
40ꢌ4–40ꢌꢍ.
Antimicrobial activity
Nath, M.; Vats, M.; Roy, P. Tri and diorganotin(IV) complexes of
biologically important orotic acid: synthesis, spectroscopic
studies, in vitro anticancer, DNA fragmentation, enzymes assays
and in vivo anti inflammotaory activities. Eur. J. Med. Chem.
2013, 59, 310–321.
The ligands (1a–1d) and their corresponding diorganotin derivatives
have been screened for the growth inhibitory activity in vitro against
bacteria (i.e. S. aureus, B. subtilis, E. coli and P. aeruginosa) and fungi
(
i.e. Fusarium oxysporum, Trichoderma reesei, Penicillium funicu- Pellerito, L.; Nagy, L. Organotin(IV)n+ complexes formed with
losum and Aspergillus niger). For both bactericidal and fungicidal
assays, in vitro disc diffusion method was adopted because of repro
ducibility and precision. In this method, the different test organisms
biologically active ligands: equilibrium and structural studies,
and some biological aspects. Coordin. Chem. Rev. 2002, 224,
111–150.
were processed separately using a sterile swab over previously steri Sedaghat, T.; Monajjemzadeh, M.; Motamedi, H. New
lized culture medium plates, and the zones of inhibition were meas
ured around sterilized dried discs of Whatman paper no.1 (6 mm in
diameter) in two different (2 mg/mL, 4 mg/mL) concentrations of the
diorganotin(IV) complexes with some Schiff bases derived from
β-diketones: synthesis, spectral properties, thermal analysis,
and antibacterial activity. J. Coord. Chem. 2011, 64, 3169–31ꢌ9.
test solution. Dimethyl sulfoxide was used as solvent, and discs were Sedaghat, T.; Naseh, M.; Bruno, G.; Rudbari, A. H.; Motamedi, H.
air dried at room temperature to remove any residual solvent. Af er
this, they were sterilized and inoculated. The plates were initially
placed at low temperature for 1 h, so as to allow maximum diffusion
of the compounds from the test discs into the plate, and later incu
New diorganotin(IV) complexes with 3-(2-hydroxy-5-
methylphenylamino)-1,3-diphenylprop-2-en-1-one: synthesis,
spectroscopic characterization, structural studies and antibac-
terial activity J. Mol. Struct. 2012a, 1026, 44–50.
bated for 24 h at 34°C in the case of bacteria and 48 h at 27°C for Sedaghat, T.; Naseh, M.; Khavasi, H. R.; Motamedi, H. Synthesis,
fungi, af er which the zones of inhibition could be easily observed.
The inhibition zone diameters in each case were recorded and shown
in Tables 3 and 4. In account of antimicrobial activity, some images
are given in the online supplementary material as Figures S1–S6.
spectroscopic investigations, crystal structures and antibacte-
rial activity of 3-(3-hydroxypyridin-2-ylamino)-1-phenylbut-2-en-
1-one and its diorganotin(IV) complexes. Polyhedron 2012b, 33,
435–440.
Sedaghat, T.; Habibi, R.; Motamedi, H.; Hamid, K.R. Synthesis, struc-
tural characterization and antibacterial activity of diorganotin(IV)
complexes with ONO tridentate Schiff bases containing pyridine
ring. Chinese Chem. Lett. 2012c, 23, 1355–135ꢍ.
Acknowledgments: The authors are thankful to SAIF,
Panjab University, Chandigarh, for recording the C, H and
1
13
119
N analyses and H, C and Sn NMR spectral studies and
also thankful to the Department of Chemistry, Saurashtra
University, NFDD Centre, Rajkot, for recording the FAB
mass of the three representative compounds.
Sharma, S.; Jain, A.; Saxena, S. N-protected amino acids and
ketooximes-modified dibutyltin dichloride; synthetic strategy
1
13
and structural aspects based upon spectral (IR, NMR H, C,
1
19
Sn) studies. Main Group Met.Chem. 2007, 30, 63–ꢌ3.
Singh, R. V.; Chaudhary, P.; Chauhan, S.; Swami, M. Microwave-
assisted synthesis, characterization and biological activities of
organotin (IV) complexes with some thio Schiff bases. Spectro-
chim. Acta A 200ꢄ, 72A, 260–26ꢍ.
References
Singh, K.; Puri, P.; Kumar, Y.; Sharma, C.; Rai, A. K. Biological and
spectral studies of newly synthesized triazole Schiff bases and
their Si(IV), Sn(IV) complexes. Bioinorg. Chem. Appl. 2011, 2011,
654250.
Sonika, N.; Malhotra, R. Synthesis and structural studies on penta
and hexaco-ordinatedorganotin(IV) complexes and alkyl pyru-
vate aroyl hydrazones. Der. Pharma Chem. 2011, 3, 305–313.
Tweedy, B. G. Plant extracts with metal ions as potential antimicro-
bial agents. Phytopathology 1ꢄ64, 55, 910–914.
Vogel, A. I. Text Book of Quantitative Chemical Analysis, 5th ed.;
Longman: London, 19ꢍ9.
Baul, T.; Basu, S. Antimicrobial activity of organotin(IV) compounds:
a review. Appl. Organomet. Chem. 2008, 22, 195–204.
Borisova, N. E.; Reshetova, M. D.; Ustynyuk, Y. A. Metal-free meth-
ods in the synthesis of macrocyclic Schiff bases. Chem. Rev.
2007, 107, 46–ꢌ9.
Dey, D. K.; Dey, S. P.; Karan, N. K.; Dutta, A.; Lycka, A.; Rosair, G. M.
Structural and spectral studies of 3-(2-hydroxyphenylimino)-
1
-pheylbutan-1-one and its diorganotin(IV) complexes. J. Orga-
nomet. Chem. 200ꢄ, 694, 2434–2441.
Joshi, A.; Verma, S.; Gaur, R. B.; Sharma, R. R. Di-n-butyltin(IV) com-
plexes derived from heterocyclic β-diketones and N-phthaloyl
amino acids: Preparation, biological evaluation, structural
Supplemental Material: The online version of this article
(DOI: 10.1515/mgmc-2015-0022) offers supplementary material,
available to authorized users.
elucidation based upon spectral [IR, NMR ( H, C, F and 119Sn)]
1
13
19
studies. Bioinorg. Chem. Appl. 2005, 3, 201–215.
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