Synthesis, characterization, semi-empirical study, and biological activities of organotin(IV) complexes with cyclohexylcarbamodithioic acid as biological active ligand

Jabbar, Saba; Shahzadi, Iram; Rehman, Rafia; Iqbal, Humaira; Quratulain, -; Jamil, Aneela; Kousar, Rubina; Ali, Saqib; Shahzadi, Saira; Choudhary, Muhammad Aziz; Shahid, Muhammad; Khan, Qaiser Mehmood; Sharma, Saroj; Qanungo, Kushal

doi:10.1080/00958972.2012.657185

Cited by 31 publications

(20 citation statements)

References 31 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…As a result, the lipophilic nature of the Sn increases, which favors the permeation of the complexes through the lipid layer of the cell membrane [28]. Our antimicrobial results supersede the findings of S. Jabbar et al [29] for similar organotin(IV) dithiocarbamates. This fact may be attributed to the presence of methoxyphenyl substituent on piperazine ring, further enhancing the interaction of the complexes with microorganisms (see packing diagram).…”

Section: Biocidal Activitiessupporting

confidence: 82%

Supramolecular organotin(IV) dithiocarboxylates as potential antimicrobial agents

Rehman

Muhammady

Shah

et al. 2012

Journal of Coordination Chemistry

Self Cite

View full text Add to dashboard Cite

A series of tri-, chlorodi-, and diorganotin(IV) derivatives of 4-(2-methoxyphenyl)piperazine-1-carbodithioate (L) {R ¼ n-C 4 H 9 (1), C 6 H 11 (2), CH 3 (3) and C 6 H 5 (4)}, (n-C 4 H 9 ) 2 SnClL (5) and R 2 SnL 2 {R ¼ n-C 4 H 9 (6), C 2 H 5 (7), CH 3 (8)} have been synthesized by refluxing organotin(IV) chlorides with the ligand-salt in the appropriate molar ratio. Elemental analysis, Raman, IR, multinuclear NMR ( 1 H, 13 C and 119 Sn), mass spectroscopic, and single-crystal X-ray crystallographic studies were undertaken to elucidate the structures of the new compounds both in solution and in the solid state. The X-ray diffraction work reveals supramolecular structures for 4 and 6, with distorted trigonal-bipyramidal and distorted octahedral geometries around Sn, respectively. The ligand and several of the new compounds are good antimicrobial agents.

show abstract

Section: Biocidal Activitiessupporting

confidence: 82%

Supramolecular organotin(IV) dithiocarboxylates as potential antimicrobial agents

Rehman

Muhammady

Shah

et al. 2012

Journal of Coordination Chemistry

Self Cite

View full text Add to dashboard Cite

show abstract

“…The organotin(IV) derivatives have been amplified as potential biologically active compounds exhibiting antimicrobial (Ayoko et al, 2003;Jabbar et al, 2012;Nath, Yadav, Eng, & Musingarimi, 1998Nath, Yadav, Eng, Nguyen, & Kumar, 1999), anti-inflammatory , cardiovascular , trypanocidal (Susperregui et al, 1997(Susperregui et al, , 1999, antiherpes (Nath, Yadav, Eng, & Musingarimi, 1999;Nath, Yadav, Eng, Nguyen, et al, 1999), and antituberculosis activities (Kovala-Demertzi, Dokorou, Ciunik, Kourkoumelis, & Demertzis, 2002). The organotin(IV) derivatives manipulated much attention because of their interactions with drugs, viz.…”

Section: (A) (B)mentioning

confidence: 99%

“…From these studies, it has been observed that the activity of the organotin(IV) derivatives is a function of the structure of organic ligands (containing hetero donor atoms such as O, N, S) bonded to a particular organotin(IV) moiety. Owing to such a structural specificity, efforts have been directed toward the chemotherapeutic importance of organotin(IV) derivatives of biomolecules, such as amino acids and peptides (Jabbar et al, 2012;Nath, Yadav, Eng, & Musingarimi, 1999;Nath, Yadav, Eng, Nguyen, et al, 1999;Pellerito & Nagy, 2002); carbohydrates; DNA fragments (Pellerito & Nagy, 2002); steroids (Gielen et al, 1992); and coenzymes, such as thiaminepyrophosphate (Fiore et al, 1999).…”

Section: (A) (B)mentioning

confidence: 99%

Antituberculosis study of organotin(IV) complexes: A review

Iqbal¹,

Ali

Shahzadi

2015

Cogent Chemistry

Self Cite

View full text Add to dashboard Cite

This review emphasized on the antituberculosis activity of organotin complexes. The astonishing antituberculosis activity of organotin complexes of mefenamic acid, 2-[(2,6-dimethylphenyl)amino]benzoic acid (HDMPA), and [bis(2,6-dimethylphenyl)amino]benzoic acid, NSAIDs from the carboxylic acid, oxicams family, meclofenamic acid or (N-(2,6-dichloro-m-tolylanthranilic acid), cinnamic acid, (Z)-2-acetamido-3-phenylacrylic acid, 3-methyl-but-2-enoic acid, and 2,2-diphenylacetic acid is scrutinized using Mycobacterium tuberculosis H37Rv. It showed that there exists a beguiling, range of structural diversity for organotin moiety in all these complexes. Biologically active compounds should have available coordination positions at tin. Antituberculosis activity of organotin complexes is influenced by the nature of the ligand environment, organic groups attached to the tin, compound structure, toxicity, and potential mechanism of action; though generally, an MIC ≤ 1 μg ml −1 in a new compound class is considered a good lead. The results of complexes exhibited that triorganotin(IV) complexes have superior antituberculosis activity as compared to diorganotin(IV) complexes. It may be due to the fact that generally toxicity of the organotin compounds is associated with the organic ligand and the toxicity decreases with the order of tri > di > mono-organotins.

show abstract

“…Protein kinases are responsible for the phosphorylation of various proteins, act as regulatory agents in several metabolic pathways. 17 In continuation of our previous work, [18][19][20][21] we have synthesized organotin(IV) complexes with o-isopropyl carbonodithioic acid. These complexes were characterized by different spectral techniques and semi-empirical study was also done.…”

Section: Introductionmentioning

confidence: 96%

Synthesis, Spectroscopy, Semi‐empirical and Biological Activities of Organotin(IV) Complexes with o‐Isopropyl Carbonodithioic Acid

Javed

Ali

Shahzadi

et al. 2015

J Chinese Chemical Soc

Self Cite

View full text Add to dashboard Cite

New organotin(IV) complexes have been synthesized by treating potassium o‐isopropyl carbonodithioate with R2SnCl2/R3SnCl in 1 : 2/1 : 1 M/L ratio. All complexes have been characterized by IR and NMR (1H, 13C) spectroscopy. IR results shows that ligand acts as bidentate which is also confirmed by semi‐empirical study. NMR data reveals four coordinated geometry in solution. Computed positive heat of formation shows that complex 5 is thermodynamically unstable. UV/visible spectroscopy was used to assess the mode of interaction and binding of the complexes with DNA which shows that complex 5 exhibits higher binding constant as compared to complex 3. In protein kinase inhibition assay, compound 3 was found most active, while other biological activities shows that triorganotin(IV) complexes are biologically more active as compared to diorganotin(IV) complexes.

show abstract

Synthesis, characterization, semi-empirical study, and biological activities of organotin(IV) complexes with cyclohexylcarbamodithioic acid as biological active ligand

Cited by 31 publications

References 31 publications

Supramolecular organotin(IV) dithiocarboxylates as potential antimicrobial agents

Supramolecular organotin(IV) dithiocarboxylates as potential antimicrobial agents

Antituberculosis study of organotin(IV) complexes: A review

Synthesis, Spectroscopy, Semi‐empirical and Biological Activities of Organotin(IV) Complexes with o‐Isopropyl Carbonodithioic Acid

Contact Info

Product

Resources

About