Structure Properties and Chemical-Bio/Ecological of PAH Interactions: From Synthesis to Cosmic Spectral Lines, Nanochemistry, and Lipophilicity-Driven Reactivity

Mihai   V.   Putz; Marina-Alexandra      Tudoran; Ana-Maria      Putz

doi:10.2174/13852728113179990130

Abstract

Due to the current increasing interest in extended nanosystems, such as fullerenes and graphenes, based on fundamental organic systems, polycyclic aromatic hydrocarbons (PAHs) have been recognized as highly important structures. PAHs are important because they comprise a benchmark structure for iteratively generating nanostructures and directly produce metabolites with a toxicological impact that has not been discerned in our post-industrial global era. Moreover, PAHs are the primary carbon structures in interstellar dust clouds, according to recent data from astrophysical and exochemical studies. The work herein presents each aspect from a synthetic perspective; PAHs are analyzed by illustrating the PAH chemical-biological interaction mechanism driven by chemical reactivity indices (electronegativity, chemical hardness, and related characteristics, such as electrophilicity and chemical power). Both the gas phase and partially de-bonding active space (related to Simplified Molecular Input Line Entry System - SMILES) structures are employed. We used Quantitative Structure-Activity Relationships (QSAR) analysis to show that the latter better correlates with the available lipophilicity (considered herein using the computed LogP, which is the octanol-water partition coefficient) by measuring the propensity for diverse PAHs towards cellular wall transduction.

Keywords: PAHs' synthesis, Exochemistry, Chemical target, Extended nanosystems' precursors, Ecotoxicity, Chemical reactivity, Mechanism of action, Lipophilicity, SMILES, Orthogonal space of QSAR.