Theoretical and Experimental in vitro Antifungal and Antitumor Activities of Organotin(IV) Derivatives of 3-(4-nitrophenyl)-2-methylacrylic acid

Muhammad, Niaz; Shah, Naseer Ali; Ali, Saqib; Elahi, Sadaf Noor; Rehman, Wajid; Shujah, Shaukat; Khan, Muhammad Rashid; Wadood, Abdul; Ghufran, Mehreen; Rashid, Umer

doi:10.1007/s11094-019-02064-2

Cited by 7 publications

(5 citation statements)

References 16 publications

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“…The 2 J ( 119 Sn, 1 H) coupling constant values for these signals were found to be 101 and 59 Hz for 2 and 4 respectively. These values confirm hexa and tetra-coordinated tin cneter in solution for 2 and 4 , respectively ( Muhammad et al, 2019 ). In complexes 1 and 3 , the n -butyl groups have shown a complicated pattern in form of multiplets for the –CH2–CH2–CH2 skeleton.…”

Section: Resultssupporting

confidence: 57%

“…1 H, 13 C and 119 Sn NMR spectra obtained in CDCl 3 and DMSO were used to analyze the solution state structural analyses of the complexes 1–4 . The 1 H NMR spectra showed no singlet signal above 10 ppm, indicating the existence of a deprotonated carboxylate ligand in the complexes ( Muhammad et al, 2019 ). A singlet was observed for the -CH 2 - protons (at position 2) in the range 4.68–4.54 ppm.…”

Section: Resultsmentioning

confidence: 98%

“…The presence of several additional weak/medium intensity bands in the spectra of the complexes below 500 cm −1 owing to Sn-O bond formation bolstered the claim. 27 The existence of a set of two peaks in the ranges 1,609-1,580 cm −1 and 1,488-1,409 cm −1 for complexes 1–4 , corresponding to asymmetric and symmetric COO vibrations of the coordinated ligand, respectively, was another notable aspect of the spectra of the complexes ( Muhammad et al, 2019 ). In complexes 1-2 and 3-4 , the difference (Δυ) of these two bands suggested a chelating and a bridging bidentate coordination mode of the carboxylate moiety, respectively ( Muhammad et al, 2009 ).…”

Section: Resultsmentioning

confidence: 99%

“…This observation clearly indicates the coordination mode differences between di- and triorganotin(IV) derivatives. In case of diorganotin(IV) complexes ( 1 and 2 ) a bidentate mode of coordination can be observed in solution ( Muhammad et al, 2019 ). This makes the carbonyl carbon (Cooney and Wuertz) and subsequently the methylene group (-CH 2 -) more de-shielded.…”

Section: Resultsmentioning

confidence: 99%

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Synthesis, Characterization, Biological Activity and Molecular Docking Studies of Novel Organotin(IV) Carboxylates

et al. 2022

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Four new carboxylates complexes with general formula R2SnL2 and R3SnL, where R = n-butyl (1, 3), methyl (2, 4) and L = 4-Chlorophenoxyacetate, were synthesized in significant yields. FT-IR analysis revealed a chelating (1 and 2) and a bridging bidentate (3 and 4) coordination modes for the carboxylate ligand in solid state which was further confirmed by the single crystal X-ray analysis of complex 4. The NMR data (1H, 13C and 119Sn) revealed a higher coordination number around the tin center in R2SnL2 (1 and 2) compared to R3SnL (3 and 4). A close matching was observed between the experimental and calculated structures (obtained at B3LYP/6-31G* + LANL2DZ basis set). Quantum chemical analysis indicates that the carboxylate moiety has the major contribution in the formation of filled and unfilled orbitals as well as in ligand to ligand intramolecular charge transfer during the electronic transitions. The cytotoxicity data of the screened compounds evaluated against lung cancer cell line (A549) and normal lung fibroblast cell line (MRC-5) revealed that 1, 3 and 4 have shown dose dependent cytotoxic effects while HL and 2 have shown steady and low cytotoxic activities. The antibacterial activity of complexes 1–4 is higher than that of HL. Molecular docking study showed an intercalation binding mode for complex 3 with DNA (docking score = −3.6005) involving four polar interactions. Complex 3 docking with tubulin (PDB ID 1SA0) with colchicine as a target protein resulted in three polar interactions (docking score −5.2957). Further, the docking analysis of the HL and 1–4 has shown an adequate interactions with the coronavirus SARS-CoV-2 spike protein, nucleocapsid protein and human angiotensin converting enzyme (ACE2).

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Section: Resultssupporting

confidence: 57%

Section: Resultsmentioning

confidence: 98%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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Synthesis, Characterization, Biological Activity and Molecular Docking Studies of Novel Organotin(IV) Carboxylates

et al. 2022

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“…The current results from the study on organotin(IV) compounds have revealed that some organotin(IV) carboxylates show promising activities in many biological tests. For example, they have been widely used in the biological activities as antifungal (3,(7)(8)(9), antioxidant activities (10,11), antimalarial and antiplasmodial agents (12)(13)(14)(15), antiviral agents (16,17), antitumor and anticancer (18)(19)(20), corrosion inhibitor (21)(22)(23) and antibacterial (24)(25)(26)(27)(28)(29)(30). Moreover, these compounds have been found to exhibit strong activity as disinfectant (31).…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Comparison of Disinfectant Bioactivity Test of Two Triphenyltin(IV) Compounds

SUSANGKA

Hadi

Noviany

et al. 2022

Journal of the Turkish Chemical Society Section A: Chemistry

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This paper aims to report the synthesis of two new organotin(IV) carboxylate derivatives, triphenyltin(IV) 4-aminobenzoate (2) and triphenyltin(IV) 4-nitrobenzoate (3) and to examine their antibacterial activity as a disinfectant. These compounds were prepared by reacting triphenyltin(IV) hydroxide (1) with 4-aminobenzoic acid and 4-nitrobenzoic acid, respectively. Compound (2) was obtained as a yellow solid with a yield of 84.09% and compound (3) in the form of a white solid with a yield of 80.70%. These compounds were well characterized using UV-Vis spectrometry, FT-IR spectrometry and NMR spectroscopy. The bioactivity test as a disinfectant was tested against Salmonella typhosa and Staphylococcus aureus. The activity test was carried out by measuring the optical density (OD) of the tested compounds with concentration variations of 5x10-3, 1x10-3, and 5x10-4 M in methanol and 5% dimethyl sulfoxide (DMSO), commercial Wipol (2.5% pine oil) was used as a positive control with observations monitored at contact times of 0, 5, 10, and 15 minutes. The results showed that of both compounds were active against the two bacteria compared to the positive control with compound 3 found to be more active than compound 2.

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Synthesis, spectral studies, in vitro antimicrobial activity and molecular docking studies of organotin(IV) complexes derived from tridentate Schiff base ligands

et al. 2022

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Theoretical and Experimental in vitro Antifungal and Antitumor Activities of Organotin(IV) Derivatives of 3-(4-nitrophenyl)-2-methylacrylic acid

Cited by 7 publications

References 16 publications

Synthesis, Characterization, Biological Activity and Molecular Docking Studies of Novel Organotin(IV) Carboxylates

Synthesis, Characterization, Biological Activity and Molecular Docking Studies of Novel Organotin(IV) Carboxylates

Synthesis, Characterization, and Comparison of Disinfectant Bioactivity Test of Two Triphenyltin(IV) Compounds

Synthesis, spectral studies, in vitro antimicrobial activity and molecular docking studies of organotin(IV) complexes derived from tridentate Schiff base ligands

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