83790-79-8Relevant academic research and scientific papers
Identification and development of thiazole leads as COX-2/5-LOX inhibitors through in-vitro and in-vivo biological evaluation for anti-inflammatory activity
Jacob P, Jaismy,Manju, S. L.
, (2020)
Treatment of inflammation using NSAIDs is coupled with a risk of severe gastric adverse events. Development of dual COX-2/5-LOX inhibitors turns out to be an imperative area devoted to safer NSAIDs. A series of thiourea, thiazole, and thiazolidene derivatives were synthesized by green synthetic approach and COX-1, COX-2 and 5-LOX inhibition screening resulted in the identification of a potent compound 6l with IC50 of 5.55 μM, 0.09 μM, and 0.38 μM respectively. Compound 6l made significant decrease (60.82%) in the carrageenan-induced edema in male Wistar rats. qRT-PCR analysis and determination of PGE2 and LTB4 in the rat paw tissues indicated that this thiazole based dual inhibitor significantly reduced the expression of COX-2 and 5-LOX genes besides the marked reduction in both PGE2 and LTB4 levels. The gastric safety profiling revealed an enhanced gastrointestinal safety of the compound 6l on histopathological examination. Molecular docking studies at COX-2 and 5-LOX active sites were consistent with biological studies by significant protein-ligand interaction. Besides, results of in-vitro PGE2 and LTB4 studies on RAW 264.7 cells as well as antioxidant studies were parallel to the dual inhibitory activity. The present investigations identify a promising lead having anti-inflammatory potential with an improved gastric safety profile.
Highly active copper(i) complexes of aroylthiourea ligands against cancer cells-synthetic and biological studies
Jeyalakshmi, Kumaramangalam,Haribabu, Jebiti,Balachandran, Chandrasekar,Narmatha, Eswaramoorthi,Bhuvanesh, Nattamai S. P.,Aoki, Shin,Awale, Suresh,Karvembu, Ramasamy
, p. 3188 - 3198 (2019/02/17)
The reaction of copper(i) bromide with aroylthiourea ligands (L) in the molar ratio 1?:?3 resulted in the formation of [CuBr(L)3]. The complexes were well characterized by analytical and spectroscopic (UV-visible, FT-IR, NMR and mass) technique
Synthesis of Ru(ii)-benzene complexes containing aroylthiourea ligands, and their binding with biomolecules and in vitro cytotoxicity through apoptosis
Jeyalakshmi, Kumaramangalam,Haribabu, Jebiti,Balachandran, Chandrasekar,Bhuvanesh, Nattamai S. P.,Emi, Nobuhiko,Karvembu, Ramasamy
, p. 2672 - 2686 (2017/04/04)
The reaction of [RuCl2(η6-benzene)]2 with aroylthiourea resulted in the formation of Ru(ii) complexes of the type [RuCl2(η6-benzene)L] (L = monodentate aroylthiourea ligand). The complexes were well characterized using UV-Visible, FT-IR, NMR and mass spectroscopic techniques. Single crystal X-ray diffraction confirmed the monodentate coordination of the ligand through a sulfur atom. The interaction of the Ru(ii) complexes with calf thymus DNA (CT DNA) was investigated using UV-Visible and fluorescence spectroscopic methods, and viscosity measurements. The binding ability of the complexes with bovine serum albumin (BSA) was explored using UV-Visible and fluorescence experiments. The results showed that the complexes interact with the biomolecules with appreciable binding constants. The gel electrophoresis technique was used to demonstrate the unwinding of the supercoiled DNA to its nicked form. The cytotoxicity of the Ru(ii) complexes was screened for a panel of cancer cell lines like HepG2, A549, MCF7 and SKOV3. Complexes 1, 2 and 3 showed modest activity at the concentration of 31.25 μg mL?1 against HepG2 cells. Complexes 1 and 3 displayed moderate cytotoxicity at the concentration of 62.5 μg mL?1 against A549 and SKOV3 respectively. Low cytotoxicity was observed for all the complexes against MCF7. Advantageously, complexes exhibited only less toxicity against Vero normal cells. Further DNA fragmentation, flow cytometry and fluorescence staining [DAPI (blue), FITC (green) and PI (red)] for the detection of apoptosis in HepG2 cells were carried out. The above methods demonstrated that the complexes have a significant ability to induce cell death by apoptosis.
Reaction Behaviour of Amides with Carbondisulphide and Isothiocyanates
Richter, M.,Strauss, K.,Schaedler, H.-D.,Augustin, M.
, p. 625 - 630 (2007/10/02)
Reactions of substituted arylamides, hetarylamides and furylacrylicamide 1 with carbon disulphide present a possibility to synthesize imino-dithiocarbonic-S,S'-diester 5.The mechanism of the reaction and the reaction conditions are investigated.Quantum chemical investigations by simple HMO-method in connection with the experimental results describe the reaction in dependence upon the influence of substituent in 2- and 4-position to the phenylring.Further more is describe the reaction of amide with isothiocyanates to thiourea 6 and isothiourea 7. The structures of the final products are determined by analytical dates.
