A chelating resin containing bis(2-benzimidazolylmethyl)amine: synthesis and metal-ion uptake properties suitable for analytical application

A new stable chelating resin was synthesized by incorporating the bis(2-benzimidazolyl methyl)amine into Merrifield polymer through CN covalent bond and characterized by elemental analysis, IR and thermal study. The sorption capacity of the newly formed resin for Ag(I), Cu(II), Fe(III), Hg(II) and Pb(II) as a function of pH have been studied. The resin exhibits no affinity for alkali or alkaline earth metals. In column operation it has been observed that Ag(I) in trace quantities can be separated from different complex matrices and Hg(II) can be removed from the river water spiked with Hg(II) at usual pH of natural waters.     

m-Aminobenzoic acid inserted β-turn in acyclic tripeptides: a peptidomimetic design

X-ray diffraction studies show that peptides Boc-Leu-Aib-m-ABA-OMe (I) (Aib, α-aminoisobutyric acid; m-ABA, meta-aminobenzoic acid) and Boc-Phe-Aib-m-ABA-OMe (II) adopt a type-II β-turn conformation, solely stabilized by co-operative steric interactions amongst the amino acid residues. This type of β-turn without any intramolecular hydrogen bonding is generally referred to as an open turn. Although there are some examples of constrained cyclic peptides in which o-substituted benzenes have been inserted to mimic the turn region of the neurotrophin, a nerve growth factor, peptides I and II present novel two examples where m-aminobenzoic acid has been incorporated in the β-turn of acyclic tripeptides. The result also demonstrates the first crystallographic evidence of a β-turn structure containing an inserted m-aminobenzoic acid, which can be considered as a rigid γ-aminobutyric acid with an all-trans extended configuration.     

Polyelectrolyte Configuration of Low Molecular Weight Sodium Amylose Xanthate in Aqueous and Salt Solutions

The polyelectrolyte chain configuration of low molecular weight sodium amylose xanthate (NaAX) in aqueous and salt solutions has been studied by viscometry and light scattering. The viscometric results in aqueous solution have been found to be in accordance with the Fuoss's modified equation. The intrinsic viscosities of NaAX in salt solutions from 0.00125 to 0.25 M NaCl have been determined and the expansion factor a at each ionic strength has been determined. The dependence of a on ionic strength has been studied according to the theories of Hermans and Overbeek, Flory, etc. But though qualitative agreement between experimental and theoretical results has been found, quantitative agreement was far from expectations. The frictional coefficient per monomer unit | has been calculated from the relationship of Kirkwood and Riseman. The NaAX macromolecule has been found to have the polydispersed random coil chain configuration in 0.25 M NaCl. Some macromolecular configurational parameters such as effective bond length b, Kuhn-Kuhn equivalent chain length A_m, and steric factor α has been determined.     

Solvent-Dependent Nanostructures Based on Active π-Aggregation Induced Emission Enhancement of New Carbazole Derivatives of Triphenylacrylonitrile

In the present study, the carbazole and 2,3,3-triphenylacrylonitrile (TPAN) nanostructures (2-CTPAN and 2,2′-CTPAN) have been designed and synthesized by Pd-catalyzed Sonogashira cross-coupling reaction. CTPAN exhibit aggregation-induced emission enhancement (AIEE) behavior in water with high fluorescence quantum yield. Both the compounds show tunable self-assembly in water as well as in N,N-dimethylformamide (DMF) by extended π–π stacking interactions. CTPAN can be self-assembled into spherical particles in water and the structures of these self-assemblies have been investigated using X-ray diffraction. Interestingly, 2-CTPAN and 2,2′-CTPAN form organogels with a critical gelation concentration (CGC) of 11 and 15 mg mL⁻¹, respectively, in DMF and exhibit acicular and rod shaped morphology, respectively. The single-crystal structure of 2-CTPAN shows that the intermolecular C−H⋅⋅⋅π interactions lock the molecular conformation into a staircase-shaped supramolecular assembly. These AIEE active compounds reveal high water dispersibility, strong yellow fluorescence with high quantum yield, promising photostability and excellent biocompatibility, which make them potential bioimaging agents.     

A C Symmetric Nitrate Complex with a Thiophene-Based Tripodal Receptor

A thiophene-based tripodal receptor has been synthesized and its complexes with nitrate and iodide have determined by single-crystal X-ray analysis. In the nitrate complex, one nitrate is encapsulated in a selective orientation forming a C(3) symmetric complex, which is bonded to three protonated secondary amines with six NH···O bonds. The anion is coordinated in a plane perpendicular to the principal rotation axis passing through the tertiary nitrogen of the receptor and the nitrogen of the encapsulated nitrate. High-level DFT calculations support the crystallographic results demonstrating that an adduct with trigonal binding of three oxygen atoms is more stable than that of one oxygen atom of the encapsulate nitrate. On the other hand, in the structure of the iodide complex, all three iodides lie outside the cavity. (1)H NMR titration studies indicate that the receptor forms a 1:1 complex with nitrate with a binding constant of K = 315 M(-1) in chloroform, showing a moderate selectivity over halides and perchlorate.     

Synthesis,characterization, thermal and luminescent properties of thiophenol-functionalized platinum(II) bis(acetylide) complexes

Transition Metal Chemistry - Two thiophenol-functionalized trans-platinum(II) bis(acetylide) complexes, having one thiophenol moiety in each alkenyl backbone with general formula...     

Capturing a Pentacyclic Fragment-Based Library Derived from Perophoramidine: Their Design,Synthesis and Evaluation as Anticancer Compounds by DNA Double-Strand Breaks (DSB) and PARP-1 Inhibition

Herein we have reported the discovery of a pentacyclic building block comprised of fused indole-quinoline and piperidinone from the natural product perophoramidine as a formidable anticancer agent. The compounds were synthesized in six steps where the key steps involved a blue LED mediated intramolecular cyclopropanation of the indole intermediates and concomitant reduction of the associated aryl nitro moiety to nitroso in the molecule. Cytotoxicity screening of the compounds against an array of cancer cells that is, MCF7, HCT116 and A549 demonstrated 0.6 to 9 μM IC₅₀s by few of the compounds. γH2AX immunofluorescence assay of the two most potent molecules from the phenotypic screening with anti-γ-H2AX Alexa Fluor 488 antibody revealed extensive DNA damage of the A549 cells which indicated probable PARP inhibition (similar to Perophoramidine). Through molecular docking and molecular dynamic (MD) simulation studies the binding efficiency of our compounds with poly(ADP-ribose)polymerase 1 (PARP 1) enzyme was determined. Chemiluminescent PARP Assay with Histone-coated strips indicated that the most active compounds from the phenotypic screening induced PARP-1 inhibition with IC₅₀s of 1.3→1.5 μM.     

Cyanuric chloride–dimethylformamide mediated cleavage of cyclopropylcarbinols-synthesis of phenolic antioxidant and construction of a new vinylcyclopropane skeleton

Differently substituted cyclopropylcarbinols underwent ring cleavage with easily accessible cyanuric chloride–N,N-dimethylformamide adduct to produce homoallylic chlorides or dienes depending on the nature and location of the substituents. A mechanistic explanation of the aforesaid observations has been provided. A promising antioxidant compound was prepared following this protocol and studied against Fenton’s reagent. This methodology was utilized to construct hitherto unreported vinylcyclopropane frameworks bearing homoallylic chloride and diene moieties.