engleski

Comparative modeling of biological activities of alcohols by enthalpy parameters and molecular connectivity descriptors

Molecular connectivity has been successfully used in establishing relationships between molecular topology defined by molecular structure and biological activity. This has been accelerated after the publication of well known and often cited book by Kier and Hall [1], in which Randić’s original idea on characterization of molecular branching [2] was formulated as molecular connectivity and exploited in many applications in chemistry, drug design and biology in modelling properties and activities of chemical compounds. In this work we give a contribution to physico-chemical (and structural) interpretation molecular connectivity. For that we selected two sets of alcohols from [1], where structure-activity models were based on connectivity. We developed models of biological activities of these alcohols (Barnacle Larvae narcosis, toxicities against Tomato Plant and Red Spider) starting from enthalpy of formation of compounds, dissociation enthalpy of OH bond in alcohols, ionization potentials, and other enthalpy parameters that are indicators of reactivity a molecule, and compared them with the connectivity models. We concluded that the size and shape of compounds are the main attributes affecting biological activity of alcohols in these three biological activities. These physical properties of compounds are strongly related to size (i.e. molecular weights) and heat of formation of compounds, but also to connectivity, which also differentiate isomeric structure (and thus reduce the structure degeneracy).

biological activities ; alcohols ; enthalpy ; molecular descriptors

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