Conformational Studies of Triazole Based Flexible Molecules: A Comparative Analysis of Crystal Structure and Optimized Structure for DNA Binding Ability

Abstract

The present studies deal with design and synthesis of triazole based flexible molecules, their conformational analysis and DNA binding ability. The conformational studies were carried out in solid state through crystal structure and in gaseous state through theoretical calculation. The obtained conformations, found from either crystal structure or optimized most stable conformation from theoretical calculation have been screened for DNA binding ability to find importance of conformation in flexible organic molecules.

An Experimental and Theoretical Study of the Conformational Stability of Triazinone Fleximers: Quantitative Analysis for Intermolecular Interactions

“…All reactions were performed according to the condition as under at ambient temperature, and reagents were used without further purification. 1 H and 13 C NMR spectra were recorded on JEOL AL300 and AL500 FT-NMR spectrometer (300 and 500 MHz). TMS was used as internal reference, and chemical shift values were expressed in δ ppm units.…”

“…[8][9] Flexible molecules can adopt a variety of structural conformations, some of which, according to the conformational analysis, are able to bind to a particular binding partner receptor as opposed to others. [10][11][12][13] Therefore, we have designed the flexible molecules based on a propylene linker that are rotatable and linked with different heteroaromatic cores, such as triazinone at one side, and phthalimide and benzimidazole on another side for conformational studies. The selection of these heteroaromatic cores can be explained as these mole-cules have shown different biological properties; for example, triazine derivatives have promising cytostatic activity in vitro and may be used as potential leads for the development of new anti-cancer drugs, antidiuretic, neurodepressant, potential antitumor agents, [14][15] antimicrobial activity [16] and antimalarial activity.…”

“…According to the findings of recently published studies, conformations have shown prominent attention towards drugs design for anti‐inflammatory activity and an L‐shape conformation of radicicol in HSP90 Inhibitors [8–9] . Flexible molecules can adopt a variety of structural conformations, some of which, according to the conformational analysis, are able to bind to a particular binding partner receptor as opposed to others [10–13] . Therefore, we have designed the flexible molecules based on a propylene linker that are rotatable and linked with different heteroaromatic cores, such as triazinone at one side, and phthalimide and benzimidazole on another side for conformational studies.…”

“…Supplementary information includes experimental details, X-ray crystallography (Figure and Table ), Hirshfeld surface analysis (Table ), Natural Bond Analysis (Table ) and 1H-NMR and 13 C-NMR, as well as IR spectra and Mass spectra etc.…”