“…Definitely, the organic groups of the organotin precursors contribute large to their in vitro activity, even with the same ligand . This phenomenon may be due to the fact that butyl and phenyl groups exhibit higher lipophilic character than the methyl groups, which facilitates binding to biological molecules and the results are in accordance with the reported reference . The similar results are also found in the organotin carboxylate complexes.…”
Section: Resultssupporting
confidence: 87%
“…For example, [( n ‐Bu 3 Sn) 2 (O 2 CCH 2 S) 2 C 2 N 2 S] n with the IC 50 value of 0.06 μmol/l shows higher activity than [(Me 3 Sn) 2 (O 2 CCH 2 S) 2 C 2 N 2 S] n with the IC 50 value of >5 μmol/l against HeLa cells . The same phenomenon also appears in experiments against HepG‐2 tumors, which the IC 50 value of organotin carboxylate complex [Me 3 Sn(O 2 CC 6 H 4 ‐SO 2 NH 2 –4)] is >100 and the IC 50 value of [Ph 3 Sn(O 2 CC 6 H 4 ‐SO 2 NH 2 –4)] is 5.2 μmol/l . (2) By comparing IC 50 (μmol/l) values of those complexes, complexes 3 , 4 against HeLa exhibited the increased antitumor activity than HepG‐2, indicating that organotin dicarboxylates showed higher selectivity against different cancer cells and the complexes displayed different inhibitory effects on different cancer cells.…”
Section: Resultsmentioning
confidence: 57%
“…So it is meaningful to study the reactions of organotin compounds with carboxylic acids. In our previous work, we have reported several model organotin (IV) derivatives with monocarboxylic acids, sulfonic acids as well as phosphonic acids ligands and have shown the formation of novel macrocycles and coordination polymers . However, there have been relatively few reports on the reactions of organotin substrates with dicarboxylic acids.…”
Six novel organotin (IV) complexes, [(Me 3 Sn) 2 (H 2 O) 2 L] (1), [(R 3 Sn) 2 L] n (R = Me 2, R = n-Bu 3), [(Ph 3 Sn) 2 L] (4), [Me 2 SnL] n (5), [(Me 2 Sn) 2 L(μ 3 -O)] n (6) have been designed and synthesized by the reactions of 4,4′-oxybisbenzoic acid (H 2 L) and triorganotin (IV) chloride or oxide. All the complexes have been characterized by elemental analysis, FT-IR, NMR, ESI-Mass, PXRD and X-ray crystallography.The single crystal diffraction reveals that complexes 1 and 4 represent dinuclear tin monomers. Complexes 2 and 3 display 2D network structure and 2D corrugated framework respectively, which both contain tetranuclear 36-membered macrocycles. Furthermore, 2D structures are linked into a 3D supramolecular structures through intermolecular C-H···π interactions. Complex 5 shows 1D infinite helical chain and further constructs 3D ladder supramolecular architecture through additional Sn···O and C-H···O intermolecular interactions. Complex 6 displays 1D infinite polymeric chain containing 28-membered macrocyclic ring. Preliminarily in vitro cytostatic activity studies on cervical carcinoma cell lines (HeLa) and hepatocellular carcinoma cell lines (HepG-2) by MTT assay for some complexes reveal that complexes 3 and 4 exhibit high cytostatic activity. Further, complexes 3 and 4 were selected to investigate interactions of bovine serum albumin (BSA) by fluorescence quenching spectra and synchronous fluorescence spectra, which indicates that the complexes could quench the intrinsic fluorescence of BSA in a static quenching process.
“…Definitely, the organic groups of the organotin precursors contribute large to their in vitro activity, even with the same ligand . This phenomenon may be due to the fact that butyl and phenyl groups exhibit higher lipophilic character than the methyl groups, which facilitates binding to biological molecules and the results are in accordance with the reported reference . The similar results are also found in the organotin carboxylate complexes.…”
Section: Resultssupporting
confidence: 87%
“…For example, [( n ‐Bu 3 Sn) 2 (O 2 CCH 2 S) 2 C 2 N 2 S] n with the IC 50 value of 0.06 μmol/l shows higher activity than [(Me 3 Sn) 2 (O 2 CCH 2 S) 2 C 2 N 2 S] n with the IC 50 value of >5 μmol/l against HeLa cells . The same phenomenon also appears in experiments against HepG‐2 tumors, which the IC 50 value of organotin carboxylate complex [Me 3 Sn(O 2 CC 6 H 4 ‐SO 2 NH 2 –4)] is >100 and the IC 50 value of [Ph 3 Sn(O 2 CC 6 H 4 ‐SO 2 NH 2 –4)] is 5.2 μmol/l . (2) By comparing IC 50 (μmol/l) values of those complexes, complexes 3 , 4 against HeLa exhibited the increased antitumor activity than HepG‐2, indicating that organotin dicarboxylates showed higher selectivity against different cancer cells and the complexes displayed different inhibitory effects on different cancer cells.…”
Section: Resultsmentioning
confidence: 57%
“…So it is meaningful to study the reactions of organotin compounds with carboxylic acids. In our previous work, we have reported several model organotin (IV) derivatives with monocarboxylic acids, sulfonic acids as well as phosphonic acids ligands and have shown the formation of novel macrocycles and coordination polymers . However, there have been relatively few reports on the reactions of organotin substrates with dicarboxylic acids.…”
Six novel organotin (IV) complexes, [(Me 3 Sn) 2 (H 2 O) 2 L] (1), [(R 3 Sn) 2 L] n (R = Me 2, R = n-Bu 3), [(Ph 3 Sn) 2 L] (4), [Me 2 SnL] n (5), [(Me 2 Sn) 2 L(μ 3 -O)] n (6) have been designed and synthesized by the reactions of 4,4′-oxybisbenzoic acid (H 2 L) and triorganotin (IV) chloride or oxide. All the complexes have been characterized by elemental analysis, FT-IR, NMR, ESI-Mass, PXRD and X-ray crystallography.The single crystal diffraction reveals that complexes 1 and 4 represent dinuclear tin monomers. Complexes 2 and 3 display 2D network structure and 2D corrugated framework respectively, which both contain tetranuclear 36-membered macrocycles. Furthermore, 2D structures are linked into a 3D supramolecular structures through intermolecular C-H···π interactions. Complex 5 shows 1D infinite helical chain and further constructs 3D ladder supramolecular architecture through additional Sn···O and C-H···O intermolecular interactions. Complex 6 displays 1D infinite polymeric chain containing 28-membered macrocyclic ring. Preliminarily in vitro cytostatic activity studies on cervical carcinoma cell lines (HeLa) and hepatocellular carcinoma cell lines (HepG-2) by MTT assay for some complexes reveal that complexes 3 and 4 exhibit high cytostatic activity. Further, complexes 3 and 4 were selected to investigate interactions of bovine serum albumin (BSA) by fluorescence quenching spectra and synchronous fluorescence spectra, which indicates that the complexes could quench the intrinsic fluorescence of BSA in a static quenching process.
“…The O-C and C-C distance in the disordered group was restrained to 1.42 and 1.50 Å, respectively in the refinement. The bond angles for O3-C8-C9, O4-C10A-C11A and O4-C10B-C11B are 108.9(3), 107.7(10) and 107.4(9) also demonstrate insignificant amount of distortion (around 1.5°) in 4-ethoxy group as compare to stable 3-ethoxy moiety [ 41 , 42 ]. Figure 1 ORTEP diagram of asymmetric unit for 2 .…”
Section: Resultsmentioning
confidence: 99%
“…Protein kinase inhibition assay was performed for (1-7), using agar disc diffusion method [ 42 ], the data have been mentioned in Table 4 , wherein DMSO and surfactin were used as negative and positive control, respectively. The absence of inhibition zone on tryptone soy broth surface confirms the non-toxic nature of DMSO.…”
A series of trimethyltin(IV) carboxylates
(1-7)
, having general formula [(CH
3
)
3
SnOOCR], where R = 3-CF
3
C
6
H
4
-
(1)
, 3,4-(OCH
2
CH
3
)
2
C
6
H
3
-
(2)
, 3-FC
6
H
4
-
(3)
, 4-ClC
6
H
5
-
(4)
, 2,4-(OCH
3
)
2
C
6
H
3
-
(5)
, 4-NO
2
C
6
H
4
-
(6)
, 5-CH
3
C
4
H
2
N
2
-
(7)
have been synthesized and are characterized by using analytical techniques like, FT-IR,
1
H,
13
C and
119
Sn NMR spectroscopy in addition to elemental analyses. To validate the structural motif, one of the complex
(2)
was also analyzed by single crystal XRD technique. The single crystal X-ray diffraction analysis revealed that the molecular species exist in one dimensional polymeric chain, wherein five coordinated tin is attached to two oxygens of the carboxyl and three carbon atoms of CH
3
groups, whereas the bond angles for C-Sn-C (117.20–121.65°), C-Sn-O (87.87–98.60°) and O-Sn-O (173.75°) lie in the predictable range of distorted trigonal bipyramidal geometry. All the synthesized complexes were also subjected to preliminary screening for various biocidal applications such as antimicrobial, anti-diabetic, protein kinase inhibition and brine shrimp lethality test to check their efficacy. The compound
6
exhibits very good antibacterial activity having MIC value 6.25 μg/mL against
K. pneumoniae
, whereas antidiabetic and protein kinase inhibition data revealed that
1
and
2
may serve as good to moderately effective inhibitors, respectively.
Here we have presented the synthesis of three novel triorganotin (IV) complexes: trimethylstannyl 4‐(3‐chloro‐2‐methylphenylamino)‐4‐oxobut‐2‐enoate (1); tributylstannyl 4‐(3‐chloro‐2‐methylphenylamino)‐4‐oxobut‐2‐enoate (2) and triphenylstannyl 4‐(3‐chloro‐2‐methylphenylamino)‐4‐oxobut‐2‐enoate (3). The ligand and its three complexes were spectroscopically characterized by NMR (1H and 13C) in solution and by FT‐IR in solid state. Complexes 1 and 2 were further characterized by single crystal X‐ray diffraction analysis. The X‐ray crystallographic data reveal that complexes 1 and 2 both are structurally trialkytin(IV) analogs with distorted trigonal bipyramidal geometry. The geometry around tin atom is constituted by three alkyl groups (methyl in complex 1 and butyl in complex 2) occupying the equatorial positions and two oxygen atoms of 4‐(3‐chloro‐2‐methylphenylamino)‐4‐oxobut‐2‐enoic acid ligand occupying the axial positions. The computational study was performed applying LANL2DZ (Los Alamos National Laboratory 2 Double‐Zeta) functional with B3LYP (Lee, Yang and Parr) level of theory to obtain the optimized geometry, spectroscopic analysis, frontier molecular orbitals as well as global and local reactivity. A good correlation was found between the experimental and computational results. The homogeneous catalytic performance of synthesized compounds was evaluated for the transesterification of corn oil with methanol into biodiesel. The obtained corn oil biodiesel (COB) was confirmed by FT‐IR, 1H NMR and GC–MS. The catalytic results revealed that the complexes were active at optimized conditions and therefore can be potential candidates for the development of new catalytic system for biodiesel production.
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