Disease relevance of imines

• Studies on the mechanism of toxicity of acetaminophen. Synthesis and reactions of N-acetyl-2,6-dimethyl- and N-acetyl-3,5-dimethyl-p-benzoquinone imines [1].
• As analogues of pyrrolo[2,1-c][1,4]benzodiazepine antitumor antibiotics, such as anthramycin and tomaymycin, several benzo[1,4]diazepine imines and carbinolamine ethers were prepared and tested in vivo against P388 leukemia [2].
• Mutagenicity of K-region oxides and imines of chrysene, benzo[c]phenanthrene and benzo[g]chrysene in Salmonella typhimurium [3].
• Antibiotic activity of isoxazolylnaphthoquinone imines on mice infected with Staphylococcus aureus [4].
• Some novel substituted azetidin-2-ones (5-8) were synthesized via [2 + 2] cycloaddition reactions of imines and ketenes and evaluated for their ability to prevent diet and diabetes induced hypercholesterolemia [5].

Psychiatry related information on imines

• Thus, the synthesis of chiral homoallylamines is achieved in a shorter reaction time and higher yields and enantioselectivities through an efficient, general, and reproducible allylation protocol for imines [6].

High impact information on imines

• Examples include the screening of peptide libraries for ester and phosphate cleavage, aided by novel chromogenic and gel-based assays, and optimization of metal-free peptide catalysts for asymmetric epoxidation, enantioselective acylation/phosphorylation, conjugate addition to enimides, and hydrocyanation of imines (Strecker-reaction) [7].
• This result represents the highest enantioselectivity and the first example of the hydrogenation of imines catalyzed by chiral analogues of the Crabtree catalyst at ambient pressure [8].
• Stereoselective Alkylation of alpha,beta-Unsaturated Imines via C-H Bond Activation [9].
• The stereoselective alkylation of alpha,beta-unsaturated imines via C-H activation followed by imine hydrolysis produces tri- and tetrasubstituted alpha,beta-unsaturated aldehydes [9].
• Well-defined chiral spiro iridium/phosphine-oxazoline cationic complexes for highly enantioselective hydrogenation of imines at ambient pressure [8].

Chemical compound and disease context of imines

• Quinone imines, like 1, generating mono conjugates, which are more reactive than the quinone imines per se, are likely to inflict an increased toxic potential and an increased stress on the endogenous thiol pool, resulting in an overall greater toxicity [10].

Biological context of imines

• Highly efficient and enantioselective cyclization of aromatic imines via directed C-H bond activation [11].
• Ruthenium-catalyzed intramolecular oxidative amination of aminoalkenes enables rapid synthesis of cyclic imines [12].
• The antidepressant activity of these imines, as measured by the reversal of the effects of tetrabenazine in mice, showed a structure-activity relationship similar to that of the carbon analogues [13].
• X-ray analysis revealed a deep-seated structural change which is unrelated to known dimerization pathways of ketene imines [14].
• Modeling 2hJiso(N, N) in nucleic acid base pairs: ab initio characterization of the 2hJ(N, N) tensor in the methyleneimine dimer as a function of hydrogen bond geometry [15].

Anatomical context of imines

• A series of 1-azacycloalkyl-1,4-benzodiazepin-2-ones were synthesized from 1-azacycloalkyl-2-benzoylanilines and corresponding imines and then evaluated for their central nervous system activities [16].
• Protective activity of aromatic amines and imines against oxidative nerve cell death [17].
• All the imines and the less polar amines showed a marked increase of the cytotoxic activity against H460 non-small lung carcinoma cell line, with respect to topotecan [18].

Associations of imines with other chemical compounds

• All three quinone imines were rapidly reduced to their corresponding semiquinone imines by NADPH-cytochrome P-450 reductase [19].
• Among structural modifications prepared, including N10-alkyl and C2-substituted analogs, removal of the C9 oxygen, and introduction of an imino side chain at C9, the imines of the N10-H acridinediones were the most active compounds obtained [20].
• Ruthenium-catalyzed transfer hydrogenation of imines by propan-2-ol in benzene [21].
• Iridium(I) complexes containing a (5H-dibenzo[a,d]cyclohepten-5-yl)-phosphane (tropp(R); R = phosphorus-bound substituent = Ph, Cyc) as a rigid, concave-shaped, mixed phosphane olefin ligand were prepared and tested as catalyst precursors in the hydrogenation of imines [22].
• The o-quinone intermediates formed upon oxidation of 6-8 can also undergo facile intramolecular cyclizations to bicyclic o-quinone imines that oxidize the cysteinyl conjugates from which they are derived in a reaction sequence that leads initially to a number of dihydrobenzothiazines [23].

Gene context of imines

• Asymmetric Mannich reactions of beta-keto esters with acyl imines catalyzed by cinchona alkaloids [24].
• The stepwise complexation was supported by TEM, NMR, and a novel shell-selective reduction (SSR) method for imines [25].
• The Mannich Reaction of Malonates with Simple Imines Catalyzed by Bifunctional Cinchona Alkaloids: Enantioselective Synthesis of beta-Amino Acids [26].
• A direct, one step synthesis of imidazoles from imines and Acid chlorides: a palladium catalyzed multicomponent coupling approach [27].
• Samples of BSA were incubated with [14C]-2,5-hexanedione for 2-144 hr and a portion of each incubation mixture treated with NaCNBH3 to selectively reduce imines to stable amines [28].

Analytical, diagnostic and therapeutic context of imines

• A quantitative study of the metal assembling reaction by UV-vis titration revealed stepwise layer-by-layer complexations from the inner imines nearest to the core to the surface [29].
• The reactions, which were followed by GC/MS or HPLC/MS, produced in a first step the corresponding imines, which later evolved into two main products [30].
• The intermolecular pinacol-type coupling reaction and allylation reaction of optically active imines bearing a beta-hydroxy group were performed stereoselectively with metallic samarium after treatment of the imines with trimethylaluminum [31].

References