55703-86-1Relevant academic research and scientific papers
Design and synthesis of sulfur cross-linked 1,3,4-oxadiazole-nitro(furan/thiophene)-propenones as dual inhibitors of inflammation and tuberculosis: molecular docking and Hirshfeld surface analysis
Turukarabettu, Vishwanath,Kalluraya, Balakrishna,Sharma, Monika
, p. 1999 - 2010 (2019/11/16)
Abstract: A series of 3-[5-nitro(furan/thiophene)-2-yl]-1-aryl-3-(5-aryl-1,3,4-oxadiazol-2-ylthio)prop-2-en-1-one derivatives was synthesized and studied with the aim of developing dual inhibitors of multidrug-resistant tuberculosis and inflammation. The in vivo anti-inflammatory activity results showed excellent inhibition of rat paw edema. The methoxybenzene/nitrofuryl derivative of title compounds showed 83% inhibition of inflammation during 2–6?h after carrageenan injection. All compounds showed anti-tuberculosis activity at MIC of 50?μg/cm3. The molecular docking studies revealed that the oxadiazole and nitrofuran groups played a significant role in the inhibiting site of the enzymes COX1, COX2, 5-LOs, and InhA by forming hydrogen bonding with Tyr 385, Ser 530, Tyr 467, and Tyr 158 amino acid residues, respectively. The novel compounds are active antibacterial agents with potential inhibition on E. coli bacteria. The toxicity results showed good percentage viability of human kidney cell lines with IC50 value greater than 100?μg/cm3 concentration. The Hirshfeld surface analysis and electrostatic potential map of compound showed good intermolecular contacts and hydrogen bonding donor and acceptor potential. Graphic abstract: [Figure not available: see fulltext.].
Design and synthesis of 5-(5-nitrothiophen-2-yl)-3-phenyl-4,5-dihydro-1H-pyrazole derivatives with improved solubility and potential antituberculosis activity
Khambete, Mihir,Kundaikar, Harish,Raju, Archana,Lonkar, Sachin,Degani, Mariam,Ray, Mukti Kanta
, p. 84 - 88 (2018/10/15)
We report the design-synthesis of several nitrothiophene containing molecules as antituberculosis agents. The molecules were designed on the basis of previously reported nitrofuran molecules in our laboratory, and the α,β-unsaturated linker was modified t
Microwave Assisted Neat Synthesis of Spiropyrrolidine Library
Kalluraya, Balakrishna,Mallya, Sahana,Kumar K, Anish
, p. 2075 - 2081 (2018/07/31)
A new class of functionalized nitrothiophene containing spirropyrrolidines has been synthesized with high regioselectivity in moderate to excellent yields via microwave assisted solvent-free-three component 1,3-dipolar cycloaddition reaction of in situ ge
Reactions of 3-substituted-4-amino-5-mercapto-1,2,4-triazoles with acetylenic ketones and α-bromochalcones
Kalluraya, Balakrishna,D'Suoza, Alphonsus,Holla, B. Shivarama
, p. 1017 - 1022 (2007/10/02)
The acetylenic ketones (3) have been condensed with 3-substituted-4-amino-5-mercapto-1,2,4-triazoles (5) in ethanol to give the Michael adducts (6), which on treatment with conc.H2SO4 yield 6-aryl-8-(5-nitro-2-thienyl)-1,2,4-triazolo-1,3,4-thiadiazepines (7) whose structures have been established on the basis of analytical and spectral data.Thiadiazepines (7) are also synthesized from the reaction of α-bromochalcones (4) with triazoles (5) using sodium acetate as catalyst.However, the chalcone dibromides (2) on treatment with triazoles (5) in the presence of triethylamine undergo debromination to give the corresponding chalcones (1).
