529-23-7Relevant academic research and scientific papers
Regioselectivity of Friedlaender quinoline syntheses
Diedrich, Claas Lueder,Haase, Detlev,Saak, Wolfgang,Christoffers, Jens
, p. 1811 - 1816 (2008)
Optically active, bicyclic ketones were submitted to Friedlaender quinoline syntheses with 2-aminobenzaldehyde to yield regioisomeric linear or angular products. When starting from trans-configured ketones, the linear products are the major isomers (ratio
Synthesis of an unusual quinazoline alkaloid: Theoretical and experimental investigations of its structural, electronic, molecular and biological properties
Lone, Shabir H.,Jameel, Salman,Bhat, Muzzaffar A.,Lone, Rayees A.,Butcher, Ray J.,Bhat, Khursheed A.
, p. 8259 - 8268 (2018)
An unusual quinazoline alkaloid (1) was obtained when 2-aminobenzaldehyde was refluxed with pyrrolidine in ethanol for 12 h. The synthesized compound was characterized using spectral data analysis augmented with X-ray and literature precedent. Single crys
Tailored routes for home-made Bi-doped ZnO nanoparticles. Photocatalytic performances towards o-toluidine, a toxic water pollutant
Mostoni,Pifferi,Falciola,Meroni,Pargoletti,Davoli,Cappelletti
, p. 534 - 545 (2017)
Herein we report the photodegradation of highly toxic o-toluidine in aqueous media (under UV irradiation), by using home-made bare and bismuth-doped ZnO nanoparticles. The latter powder was prepared by both a traditional impregnation method and by an innovative sol-gel synthesis, obtained using bismuth nitrate as precursor. Moreover, synthetic conditions (such as zinc salts and medium acidity) were varied in order to obtain different semiconductor nanopowders with diverse physico-chemical properties and, hence, photocatalytic performances. Both the disappearance and the mineralization of the pollutant molecule were followed by Linear Sweep Voltammetry and Total Organic Carbon techniques, respectively. Photocatalysis by-products were then identified by HPLC–MS (on eluates, after 3 h and 6 h) and ATR-FTIR (on used nanopowders) analyses. Thus, a new photodegradation pathway (with azo dimer derivatives in the first step) has been proposed. Bi-impregnated samples show high degree of mineralization, reducing the stability of the intermediates.
Visible-Light-Induced Morphological Changes of Giant Vesicles by Photoisomerization of a Ruthenium Aqua Complex
Hirahara, Masanari,Tsukamoto, Akira,Goto, Hiroki,Tada, Shigeru,Yagi, Masayuki,Umemura, Yasushi
, p. 2590 - 2594 (2016)
Visible- and red-light responsive vesicles were prepared by incorporating a ruthenium aqua complex having two alkyl chains on tridentate and asymmetrical bidentate ligands (proximal-2: [Ru(C10tpy)(C10pyqu)OH2]2+, C10tpy=4′-decyloxy-2,2′;6′,2"-terpyridine, C10pyqu=2-[2′-(6′-decyloxy)-pyridyl]quinoline). The ruthenium complex of proximal-2 with closed alkyl chain geometry and a cylinder-like molecular shape exhibited photoisomerization to distal-2 with an open alkyl chain geometry and a cone-like shape, both in an aqueous solution and in vesicle dispersions. We observed that light irradiation of giant vesicles containing proximal-2 induced diverse morphological changes.
Non-covalent aggregation of discrete metallo-supramolecular helicates into higher assemblies by aromatic pathways: Structural and chemical studies of new aniline-based neutral metal(II) dihelicates
Vazquez, Miguel,Bermejo, Manuel R.,Licchelli, Maurizio,Gonzalez-Noya, Ana M.,Pedrido, Rosa M.,Sangregorio, Claudio,Sorace, Lorenzo,Garcia-Deibe, Ana M.,Sanmartin
, p. 3479 - 3490 (2005)
Neutral manganese(II), iron(II), cobalt(II), nickel(II), zinc(II) and cadmium(II) complexes with an N-tosyl-substituted N4-donor Schiff base containing a 4,4′-methylenedianiline residue as spacer [H 2La: N,N′-bis(2-tosylaminobenzylidene)-4,4′- methylenedianiline], and the zinc(II) complex with an analogous ligand [H 2Lb: N,N′-bis(2-tosylaminobenzylidene)-4,4′- oxodianiline] have been prepared by an electrochemical procedure. FAB and ESI mass spectra of the complexes show peaks due to species corresponding to a general formula [M2(La,b)2 + H]+, thereby suggesting their dinuclear nature. A detailed study of the crystal packing in the unit cell of the zinc(II) complex with H2La shows that the helicates aggregate to form discrete prismatic moieties containing three molecules held together by π-π and σ-π interactions. Moreover, the ZnII neutral dihelicate with H 2Lb forms a 3D network in the solid state due to intermolecular π-stacking interactions. 1H NMR studies of the diamagnetic compounds reported herein have been performed. Finally, the ligand H2La and its ZnII and CdII complexes have been studied by spectrophotometric and spectrofluorimetric techniques in order to get a better understanding of the formation mechanisms of the complexes and of the nature of their fluorescence emission. Emission studies show that the ZnII and CdII dihelicates with H2L a display a green fluorescence in acetonitrile solution (λ = 473 nm, Φ = 0.03 and λ = 476 nm, Φ = 0.01, respectively). Wiley-VCH Verlag GmbH & Co. KGaA 2005.
Total synthesis of the cytotoxic alkaloid luotonin A
Wang, Haishan,Ganesan
, p. 9097 - 9098 (1998)
The structure of luotonin A was unambiguously confirmed by total synthesis. Deprotonation of 3-oxo-1H-pyrrolo[3,4-b]quinoline gave an anion which was coupled with 2-sulfinylaminobenzoyl chloride (prepared by reaction of anthranilic acid with thionyl chlor
Synthesis, characterization, and application of a manganese Schiff base complex containing salicylaldehyde-poly(vinylamine)/SBA-15 as a novel heterogeneous hybrid catalyst
Massah, Ahmad Reza,Kalbasi, Roozbeh Javad,Kaviyani, Somayeh
, p. 12816 - 12825 (2013)
A manganese Schiff base complex containing salicylaldehyde-poly(vinylamine) /SBA-15 (Mn-SA-PVAm/SBA-15) composite was prepared as a novel heterogeneous catalyst through in situ polymerization of vinylamine within the nano-channels of mesoporous silica SBA-15 without using any organo silica precursors. The catalyst was characterized well by elemental analysis, FT-IR, AAS, DRS UV-Vis, XRD, BET, SEM and TGA techniques. The catalytic activity of the supported metal complex was studied in the selective oxidation of benzyl alcohols using t-butyl hydroperoxide as an oxidant. The effects of reaction temperature, solvent and the amount of catalyst as well as the recyclability of the catalyst were investigated. The Royal Society of Chemistry 2013.
Copper-catalyzed Reaction of Anthranils with Methyl Ketones: Site-Selective C5-Dicarbonylation of Anthranils
Zhuang, Shi-Yi,Tang, Yong-Xing,He, Cai,Chen, Xiang-Long,Xue, Wei-Jian,Wu, Yan-Dong,Wu, An-Xin
, p. 1137 - 1141 (2021)
A copper-catalyzed site-selective C5-dicarbonylation reaction of anthranils has been developed for synthesis of 1,2-dicarbonyl compounds using methyl ketone as a commercially available carbonylation reagent. This process represents the first example to implement the C5-dicarbonylation of anthranils, which involves an oxidative Csp3-H/Csp2-H cross-coupling reaction along with thermolytic N?O bond cleavage. (Figure presented.).
Fe3O(OAc)6(Py)3 Mediated Reduction of Aromatic Nitro Compounds with 2-Mercaptoethanol
Murata, Satoru,Miura, Masahiro,Nomura, Masakatsu
, p. 361 - 362 (1988)
Aromatic nitro compounds were selectively reduced by 2-mercaptoethanol in the presence of Fe3O(OAc)6(Py)3 to give the corresponding amines in good yields.
Discovery of seneciobipyrrolidine derivatives for the amelioration of glucose homeostasis disorders through 4E-BP1/Akt/AMPK signaling activation
Che, Jinxin,Ma, Canliang,Lu, Jialiang,Chen, Binhui,Shi, Qiuqiu,Jin, Xinxin,Song, Rui,Xu, Fan,Gan, Lishe,Li, Jingya,Hu, Yongzhou,Dong, Xiaowu
, (2021/11/16)
Modulating the glucose transport in skeletal muscle is a promising strategy for ameliorating glucose homeostasis disorders. However, the complicated mechanisms of glucose transport make it difficult to find compounds therapeutically relevant molecular mechanisms of action, while phenotypic screening is thought to be an alternative approach to mimic the cell state of interest. Here, we report (±)-seneciobipyrrolidine (1a) is first found to enhance glucose uptake in L6 myotubes through phenotype-based screening. Further SAR investigation led to the identfication of compound A27 (EC50 = 2.7 μM). Proteomiic analysis discloses the unique function mechanism of A27 through upregulating the level of the eukaryotic translation initiation factor 4E-binding protein 1 (4E-BP1), subsequently enhancing the Akt and AMPK phosphorylation, thereby promoting the glucose uptake. Chronic oral administration of A27 significantly lowers blood glucose and improves glucose tolerance in db/db mice. This work is new research on seneciobipyrrolidine derivatives, providing a promising avenue for ameliorating glucose homeostasis.
