Inclusion complexation of phenoxyaliphatic acid derivatives of 3,3'-bis(indolyl)methanes with ß-cyclodextrin.

The inclusion complexation behavior of phenoxyaliphatic acid derivatives of 3,3'-bis(indolyl)methane (BIMs 1-5) with ß-cyclodextrin (ß-CD) were investigated in both solution and solid state by means of UV-Visible, fluorescence spectroscopy, FT-IR and (1)H NMR techniques. The nature of the host-guest inclusion complex between BIMs and ß-CD has been elucidated. The experimental results confirmed the existence of 1:1 inclusion complex of BIMs with ß-CD. The binding constants describing the extent of formation of the complexes have been determined using Benesi-Hildebrand plots using UV-Vis and fluorescence spectroscopy. BIMs exhibited an affinity for ß-CD. The spectral studies suggested the phenyl ring along with alkyl substitutions of BIMs is present inside of ß-CD cavity.

In situ Bronsted-Lowry acid catalyzed syntheses, characterization, single crystal XRD, electronic spectral-, DPPH radical scavenging-, and DNA protection studies of aryl-3,3'-bis(indolyl)methanes.

A series of novel aryl-3,3'-bis(indolyl)methanes (BIMs) were synthesized using indole and formylphenoxyaliphatic acid(s) in water in the absence of any catalyst. The formylphenoxyaliphatic acid behaves as an in situ Bronsted-Lowry acid catalyst in water. UV-Visible and fluorescence spectra of the compounds were recorded in selected solvents. The gas phase geometry optimization of the compounds were achieved using DFT calculations at B3LYP/3-21G((*)) level of theory. The electronic properties, such as HOMO-LUMO energies were calculated using the above method based on the optimized structure. Compounds have better DPPH radical scavenging activity and reduction of oxidative damage of DNA.

Molecular structure investigation of organic cocrystals of 1,10-phenanthroline-5,6-dione with aryloxyacetic acid: a combined experimental and theoretical study.

Two organic cocrystals namely, 1,10-phenanthroline-5,6-dione:2-naphthoxyacetic acid [(phendione)(2-naa)] (1) and 1,10-phenanthroline-5,6-dione:2-formylphenoxyacetic acid [(phendione)(2-fpaa)] (2) were synthesized and studied by single crystal XRD, FT-IR, NMR, thermogravimetric, and powder X-ray diffraction analysis. The molecular properties of cocrystals were studied using density functional theory (DFT), basis set B3LYP/6-31G(d,p). Both cocrystals are stabilized through intermolecular hydrogen bonding (OH⋯N). The total electron density and molecular electrostatic potential surfaces of the cocrystals were constructed by NBO analysis using B3LYP/6-31G(d,p) method to display the electrostatic potential (electron+nuclei) distribution. The energy gap between HOMO and LUMO was measured for both cocrystals.