55653-16-2Relevant academic research and scientific papers
Effect of new carbonyl cyanide aromatic hydrazones on biofilm inhibition against methicillin resistant: Staphylococcus aureus
Lu, Jun,Lu, Xueer,Tang, Wenjian,Xu, Yingying,Zhang, Jing,Zhang, Ziwen
, p. 17854 - 17861 (2020)
Carbonyl cyanide m-chlorophenylhydrazone (CCCP), as a protonophore, in combination with antibiotics exhibited potentiating antibacterial activity. To improve CCCP's potency and toxicity, a series of aromatic hydrazones were synthesized and their antimicrobial activity was evaluated; amongst them, compounds 2e and 2j with a strong para-electron-withdrawing substituent (-NO2 and -CF3) at the phenyl ring had the lowest MICs against both S. aureus and methicillin resistant Staphylococcus aureus (1.56 and 1.56 μM, respectively). Some compounds in combination with antibiotics exhibited potentiate Gram-positive antibacterial activity; compound 2e was found to display unaided or synergistic efficacy against MRSA. In particular, when compound 2e is combined with ofloxacin, it has a good synergistic effect against MRSA. Moreover, electron microscopy revealed that compound 2e inhibits biofilm formation and effectively eradicates preformed biofilm. MTT assay showed that compound 2e displays as low toxicity as CCCP. Overall, our data showed that the aromatic hydrazone is a promising scaffold for anti-staphylococcal drug development.
Synthesis, characterization and density functional theory investigations of the electronic, photophysical and charge transfer properties of donor-bridge-acceptor triaminopyrazolo[1,5-a]pyrimidine dyes
Al-Sehemi, Abdullah G.,Irfan, Ahmad,Fouda, Ahmed M.
, p. 223 - 229 (2013/07/19)
We have synthesized multifunctional dyes 3-(4-methyl-phenylazo)-6-(4-nitro- phenylazo)-2,5,7-triaminopyrazolo[1,5-a]pyrimidine (4a) and 3-(4-methyl- phenylazo)-6-(4-acetyl-phenylazo)-2,5,7-triaminopyrazolo[1,5-a]pyrimidine (4b), then characterized by IR, 1H NMR and 13C NMR techniques. The ground state geometries have been computed by using density functional theory at B3LYP/6-31Ga?- level of theory. The absorption spectra have been calculated by using time dependent density functional theory with and without solvent. The highest occupied molecular orbitals (HOMOs) and lowest unoccupied molecular orbitals (LUMOs) are delocalized and localized on throughout the backbone, respectively. Solvent also play important role towards elevating the dipole moment. Significant red shift in absorption wavelengths have been observed in methanol compared to without solvent. We discussed the electron injection, electronic coupling constant and light harvesting efficiency.
