65273-28-1Relevant academic research and scientific papers
Structural Studies on 4,5-Disubstituted 2-Aminoimidazole-Based Biofilm Modulators that Suppress Bacterial Resistance to β-Lactams
Su, Zhaoming,Yeagley, Andrew A.,Su, Rui,Peng, Lingling,Melander, Christian
, p. 2030 - 2039 (2013/01/15)
A library of 4,5-disubstituted 2-aminoimidazole triazole amide (2-AITA) conjugates has been successfully assembled. Upon biological screening, this class of small molecules was discovered as enhanced biofilm regulators through non-microbicidal mechanisms against methicillin-resistant Staphylococcus aureus (MRSA) and multidrug-resistant Acinetobacter baumannii (MDRAB), with active concentrations in the low micromolar range. The library was also subjected to synergism and resensitization studies with β-lactam antibiotics against MRSA. Lead compounds were identified that suppress the antibiotic resistance of MRSA by working synergistically with oxacillin, a β-lactam antibiotic resistant to penicillinase. A further structure-activity relationship (SAR) study on the parent 2-AITA compound delivered a 2-aminoimidazole diamide (2-AIDA) conjugate with significantly increased synergistic activity with oxacillin against MRSA, decreasing the MIC value of the β-lactam antibiotic by 64-fold. Increased anti-biofilm activity did not necessarily lead to increased suppression of antibiotic resistance, which indicates that biofilm inhibition and resensitization are most likely occurring via distinct mechanisms.
η1,η2-4-Alkenyl(η5-cyclopentadienyl)nickel Complexes
Lehmkuhl, Herbert,Naydowski, Christian,Benn, Reinhard,Rufinska,Anna,Schroth, Gerhard,et al.
, p. 2447 - 2465 (2007/10/02)
η1,η2-4-Alkenylnickel complexes such as 1 isomerize at 70 deg C through a βH-elimination mechanism to give the corresponding η3-allylnickel compounds.Incorporation of the atoms C-1 and C-2 of the alkenyl ligand into an aromatic ring (in 10) or into a cyclopropyl system (in 11 - 17) increases the stability with respect to βH-elimination. 1H NMR investigations and a crystal structure determination (of 17) establish the molecular structure of 11 - 17.Reaction with PMe3 results in displacement of the C=C bond from nickel and formation of the 1:1 complexes 18 - 22.Analogous η1,η2-alkenyl compounds having chains one member shorter or longer are not stable: the 3-alkenyl compounds rearrange (dependent on the substituents at the C=C bond) to η3-cyclopentenyl (26) or to an open chain vinyl-substituted η3-allylnickel complex 28, while the 5-alkenylnickel system gives the hydrocarbons 29 - 31, the formation of which is discussed.
