engleski

Hydrogen bonding in some coumarin derivatives

Coumarin and its derivatives belong to an important group of molecules owing to their biological, medicinal and industrial importance. Many oxygenated coumarins show marked biological activity, such as enzyme inhibition, hypotoxicity, carcinogenicity, and anticoagulant and antibiotic action. Weak intermolecular interactions, such as hydrogen bonding, play a dominant role in many chemical and biochemical processes. They are of vital importance for structure and reactivity of biological systems including proteins, nucleic acids and enzymes. Coumarin derivatives posses several functional groups potentially available to form these weak intermolecular interactions. It is of a practical and theoretical importance to explore the nature of hydrogen bonds in coumarin derivatives, which might modify their biological properties. Hydrogen bonding interactions have been investigated in different solvent systems by means of vibrational spectroscopy and quantum chemical calculations using polarizable continuum model and discrete models with one and two solvent molecules. Polarizable continuum model directly incorporates the solvent effects into model representing the solvent as a dielectric continuum, but neglecting the microscopic solvation structure in the vicinity of the solute. Discrete model treats solvent molecules explicitly by including selected number of solvent molecules in the model. Thus, both the microscopic structure and specific solute-solvent interactions are described in the calculations.

coumarin; hydrogen bond; IR; DFT; solvent effect

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