A. Bushra Begum

Synthesis, characterization, biological and catalytic applications of transition metal complexes derived from Schiff base

A novel series of Cu(II), Ni(II), Zn(II), Co(II), and Cd(II) complexes have been synthesized from the Schiff base. Structural features were determined by analytical and spectral techniques like IR, (1)H NMR, UV-vis, elemental analysis, molar electric conductibility, magnetic susceptibility and thermal studies. The complexes are found to be soluble in dimethylformamide and dimethylsulfoxide. Molar conductance values in dimethylformamide indicate the non-electrolytic nature of the complexes. Binding of synthesized complexes with calf thymus DNA (CT DNA) was studied. There is significant binding of DNA in lanes 2, 3, and 5. Lanes 4 and 6 are showing more florescence when compared to the control indicating that these molecules are strongly bound to the DNA by inserting themselves between the two stacked base pairs and exhibiting their original property of fluorescence. Angiogenesis study has revealed that the compounds B-2, B-4 and B-5 have potent antitumor efficacy and activation of antiangiogenesis could be one of the possible underlying mechanisms of tumor inhibition.

Design and synthesis of diamide-coupled benzophenones as potential anticancer agents

A series of diamide-coupled benzophenone, 2-(4-benzoyl-phenoxy)-N-{2-[2-(4-benzoyl-phenoxy)-acetylamino]-phenyl}-acetamide analogues (9a-l) were synthesized by multistep reactions and all compounds were well characterized. Among the series (9a-l), compound 9k with three methyl groups at ortho position in rings A, B, and D and bromo group at the para position in ring E was selected as a lead compound by screening through multiple cancer cell types by in-vitro cytotoxic and antiproliferative assay systems. Also, the cytotoxic nature of the compound 9k resulted the regression of the tumor growth in-vivo, which could be due to decreased vascularisation in the peritoneum lining of the mice which regress the tumor growth. The results were reconfirmed in-vivo chorioallantoic membrane model which indicates a scope of developing 9k into potent anticancer drug in near future.

Synthesis, Antioxidant, and Xanthine Oxidase Inhibitory Activities of 5-[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-thiazolidinedione Derivatives

Xanthine oxidase (XO) is a complex metalloflavoprotein, the overproduction of which usually leads to a pathological condition called gout. The XO inhibitors may prove to be promising antigout agents. The XO generates superoxide anions and H2O2 for the self‐defense system of the organism. Abnormal production of this superoxide (reactive oxygen species) is responsible for a number of complications including inflammation, metabolic disorder, cellular aging, reperfusion damage, atherosclerosis, and carcinogenesis. In this paper, we report the synthesis of N‐substituted analogs of thiazolidinedione derivatives as effective and new class of XO inhibitors and also as antioxidant agents. Among all the compounds in the series, compound 2i produced relatively better activity against human milk XO (72% inhibition), which was also supported by docking studies.

Synthesis, xanthine oxidase inhibition, and antioxidant screening of benzophenone tagged thiazolidinone analogs.

A series of novel 2‐(diaryl methanone)‐N‐(4‐oxo‐2‐phenyl‐thiazolidin‐3‐yl)‐acetamides were synthesized by various Schiff bases of (4‐benzoyl‐phenoxy)‐aceto hydrazide with thioglycolic acid. The structures of the newly synthesized compounds were confirmed by IR, 1H NMR, mass spectra, and C, H, N analysis. Further, all the synthesized compounds 9a–n were evaluated for xanthine oxidase (XO) inhibition and antioxidant properties. Among all the tested compounds, 9f, 9m, and 9n demonstrated potent XO inhibition of 52, 76, and 26%, respectively, compared to the standard drug allopurinol, which is evident from in vitro and in silico analysis. On the other hand, compounds 9c, 9d, and 9k exhibit potent antioxidant properties.

Evaluation of Benzophenone-N-ethyl Morpholine Ethers as Antibacterial and Antifungal Activities

Microorganisms are closely associated with the health and welfare of human beings. Whereas some microorganisms are beneficial, others are detrimental. Bacterial infections often produce inflammation and pains and in some instances, infections result in high mortality. Any subtle change in the drug molecule, which may not be detected by chemical methods, can be revealed by a change in the antimicrobial activity and hence microbiological assays are very useful. A series of substituted hydroxy benzophenones and benzophenone-N-ethyl morpholine ethers were screened for their antibacterial and antifungal activities. Antibacterial activity against S. aureus, E. aerogenes, M. luteus, K. pneumonia, and S. typhimurium, S. paratyphi-B and P. vulgaris bacterial strains and antifungal activity against C. albicans, B. cinerea, M. pachydermatis, C. krusei fungal strains were carried out. The bioassays indicated that most of the synthesized compounds showed potential antibacterial and antifungal agents.

Structural studies of a novel bioactive benzophenone derivative: (4-Chloro-2-hydroxy-phenyl)-phenyl-methanone

ABSTRACT The title compound (4-Chloro-2-hydroxy-phenyl)-phenyl-methanone was synthesized and the product obtained was characterized by spectroscopic techniques, and finally the structure was confirmed by X-ray diffraction studies. The compound crystallizes in the orthorhombic crystal system with the space group Pbca with unit cell parameters, a = 14.0359(5) Å, b = 6.8084(3) Å, c = 23.1097(8) Å, and Z = 4. The structure exhibits an intramolecular hydrogen bond which closes an S(6) ring. No directional interactions beyond the van der Waals packing contacts were identified in the crystal structure.

Azamacrocycle Complexes: Synthesis and Xanthine Oxidase and Antioxidant Activity

Aims: Gout is caused by high uric acid in the blood that leads to excess uric acid crystallizing in the joints causing swelling and pain. Uric acid is produced from the breakdown of the purine which is released when cells die or introduced from the food we eat. The enzyme that helps in breakdown of purine to uric acid is xanthine oxidase (XO). Since XO makes the conversion of purine into uric acid happen, preventing its activity results to slow down of uric acid production. Such is the role of xanthine oxidase inhibitors (XOI). In this context we aimed to synthesize new complex which can be potent towards XOI and antioxidant properties.Study Design: Based on the literature we have designed azamacrocyclic complexes for advanced biological applications.Place and Duration of Study: Department of Chemistry, Research Laboratory, Yuvaraj’s College, University of Mysore, Mysore for synthesis and for biological activities Mahajana Life Science Research Laboratory, Department of Biotechnology, Microbiology and Biochemistry. June 2012-may 2013.Methodology: The macrocyclic metal complexes were synthesized by the template condensation of diamine and formaldehyde in MeOH. After stirring for 10 min a solution of 1, 4-diaminobutane, metallic salt and 2, 4-pentanedione in MeOH was added and the resulting mixture was refluxed.Results: Macrocylic metal complexes containing phenylene bridges have been synthesized and subjected to biological activities. Among the four synthesized complexes (3a-3d), 3d exhibited 83.2% of XO inhibition and also showed potent antioxidant activity. The same was also evident from structure activity relationship with atomic contact energy values of -285.78 compared to allopurinol with -200.02.Conclusion: From the present study, we infer that, aza macrocyclic metal complexes could lead to the development of newer therapeutics for gout and other inflammatory diseases which are caused by oxidative stress.

4-Chloro-2-(2-chloro­benzoyl)phenol

In the title molecule, C13H8Cl2O2, the dihedral angle between the benzene rings is 74.53 (9)°. An intramolecular O—H⋯O hydrogen bond leading to a S(6) ring is observed. In the crystal, the molecules are connected into a three-dimensional network by C—H⋯O and π–π [inter-centroid distance = 3.6254 (10) Å] interactions.