2-{2-[3-(1H-Benzimidazol-2-yl)quinolin-2-yl­oxy]eth­oxy}ethanol

In the title compound, C20H19N3O3, the inter­planar angle between the benzimidazole unit and the quinoline unit is 25.1 (2)°. Two different hydrogen bonds involving the hydr­oxy group and the imidazole unit are present. An intra­molecular N—H⋯O hydrogen bond links the hydr­oxy group of the side chain with the imidazole unit, forming a 12-membered ring, and an inter­molecular O—H⋯N hydrogen bond links the mol­ecules, forming chains in the crystallographic b direction

3-(1H-Benzimidazol-2-yl)-2-chloro-8-methyl­quinoline

Two independent mol­ecules of the title compound, C17H12ClN3, are present in the structure. The angle between the planes defined by the atoms of the benzimidazole unit and the quinoline unit are 45.2 (3) and 44.0 (3)°, indicating an essentially identical conformation for both mol­ecules. Each of the independent mol­ecules is linked with a symmetry equivalent by an inter­molecular N—H⋯N hydrogen bond involving the two benzimidazole N atoms, to form chains in the crystallographic c direction

Crystal structure of 4′-(2-methoxyquinolin-3-yl)-1′-methyldispiro[indan-2,2′-pyrrolidine-3′,3′′-indoline]-1,3,2′′-trione

In the title compound, C30H23N3O4, the central 1-methylpyrrolidine ring adopts a twist conformation on the N—CH2 bond. The pyrrolidin-2-one ring of the indolin-2-one ring system also has a twist conformation on the C—C bond involving the spiro C atom and the carbonyl C atom. The five-membered ring of the indene-1,3-dione moiety has an envelope conformation with the spiro C atom as the flap. The quinoline ring system adopts an almost planar conformation (r.m.s. deviation = 0.04 Å). The mean planes of the indolin-2-one ring system, the indene-1,3-dione ring system and the the quinoline ring system are inclined to the mean plane of the central 1-methylpyrrolidine ring by 77.97 (7), 86.98 (7) and 46.58 (6)°, respectively. In the crystal, molecules are linked via N—H...N hydrogen bonds, forming chains along the b axis. The chains are linked via a number of C—H...O hydrogen bonds, and C—H...π and π–π interactions [inter-centroid distance = 3.7404 (9) Å], forming a three-dimensional network

A regioselective multicomponent protocol for the synthesis of novel bioactive 4-hydroxyquinolin-2(1H)-one grafted monospiropyrrolidine and thiapyrrolizidine hybrids

An expedient route toward the synthesis of 4-hydroxyquinolone grafted spiropyrrolidines or pyrrolizidines has been accomplished through 1,3-dipolar cycloaddition reaction of various azomethine ylides derived from isatin or acenaphthalene and sarcosine with 4-hydroxyquinolone derivatives as dipolarophile. The regio and stereo chemical outcome of the cycloaddition reaction is ascertained by X-ray crystallographic studies and spectroscopic techniques of the cycloadducts. Furthermore, cytotoxicity evaluation of selected compounds showed significant inhibition of cell proliferation against cervical as well as colon cancer cell lines

Object-oriented synthetic approach toward angular and linear fused pyrazoloquinolines of biological importance with InCl₃ catalyst

<p>A simple and short approach for the synthesis of pyrazolo[3,4-b]quinoline (<b>3a</b>–<b>3p</b>) and pyrazolo[4,3-c]quinoline (<b>6a</b>–<b>6 h</b>) using various Lewis acid catalysts was developed. InCl₃ was found to be more effective in providing greater yield of products compared to Yb(OTf)₃, Sc(OTf)₃, SnCl₄, AlCl₃, TiCl₄, ZnCl₂, FeCl₃, and BF₃ · Et₂O. Moreover, a comparison of conventional and microwave methods has revealed that the latter method is more efficient compared to former one. Structures were confirmed by Fourier transform infrared, mass spectrometry, ¹H and ¹³C NMR, X-ray crystallography, and elemental analyses. All of the synthesized compounds were evaluated for α-glucosidase inhibitory activity. Compounds <b>3a, 3p, 3i, 3 h, 3k, 3o,</b> and <b>3 g</b> exhibited anti α-glucosidase inhibitory activity with IC₅₀ values of 57.5, 60.3, 65.9, 71.9, 80.8, 123.7, and 126.4 µM, respectively, which is quite comparable to the standard drug acarbose (IC₅₀ = 115.8 µM).</p

Phytochemical constituents from dietary plant <i>Citrus hystrix</i>

<p>Chemical investigation of the fruit peel of dietary plant <i>Citrus hystrix</i> offered two new flavones 5,6,4′-trihydroxypyranoflavone <b>I</b> and 5,4′-dimethyl-6-prenylpyranoflavone <b>XIII</b> besides 11 known compounds. The structures of all compounds were elucidated with the aid of suitable analytical methods like 1D, 2D-NMR, mass and single crystal X-ray analysis. An X-ray crystal study of compound <b>II</b> was done for the first time and the compounds <b>I–VI, XI</b> and <b>XII</b> are hitherto not reported from this plant. Biological studies revealed that compound <b>I</b> found to have a good antidiabetic and antiacetylcholinesterase activities meanwhile compounds <b>II, III</b> and <b>V</b> showed a significant free radical scavenging ability as well as antioxidant capacity. In addition, compounds <b>I, IV, V</b> and <b>VI</b> showed cytotoxicity against U87, A549 and MCF-7 cells. Overall, the new compound <b>I</b> showed valuable bioactive properties. Due to insufficient quantity of compound <b>XIII,</b> biological studies were not done.</p