Studies of the Chemical Reactivity of a Series of Rhodanine Derivatives by Approaches to Quantum Chemistry

Wacothon Karime Coulibaly,Nahossé Ziao,Jean Stéphane N’Dri,Christelle N’Ta Ambeu,Camille Déliko Dago,Mamadou Guy-Richard Koné,Jean-Pierre Bazureau

doi:10.4236/cmb.2019.93005

Wacothon Karime Coulibaly, Nahossé Ziao + Show 5 more

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https://doi.org/10.4236/cmb.2019.93005

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Abstract

This theoretical chemical reactivity study was conducted using the Density Functional Theory (DFT) method, at computational level B3LYP/6-31G (d). It involved a series of six (06) 5-arylidene rhodanines and allowed to predict the chemical reactivity of these compounds. DFT global chemical reactivity descriptors (HOMO and LUMO energies, chemical hardness, softness, electronegativity) were examined to predict the relative stability and reactivity of rhodanin derivatives. Thus, the compound 6 which has an energy gap between the orbitals of ΔEgap = 3.004 eV is the most polarizable, the most reactive, the least stable, the best electron donor and the softest molecule. Calculation of the local indices of reactivity as well as dual descriptors revealed that the sulfur heteroatom of the Rhodanine ring is the privileged site of electrophilic attack in a state of sp3 hybridization and privileged site of nucleophilic attack in a state of sp2 hybridization.

Highlights

The tumor is an abnormal structure that appears in the body
Calculation of the local indices of reactivity as well as dual descriptors revealed that the sulfur heteroatom of the Rhodanine ring is the privileged site of electrophilic attack in a state of sp3 hybridization and privileged site of nucleophilic attack in a state of sp2 hybridization
Based on the B3LYP/6-31G (d) functional density method, global and local descriptors were used to study the reactivity of different nucleophilic, electrophilic and radical sites and the influence of these on molecular interaction qualitatively and quantitatively

Summary

Introduction

The tumor is an abnormal structure that appears in the body. It comes from multiplication of cells. Treatment of the tumor is done either by surgical removal in the case of the benign tumor; or by radiotherapy and cancer chemotherapy if it is a malignant tumor It is in this context that medicinal chemistry or therapeutic chemistry which is a scientific discipline at the intersection of chemistry and pharmacy including the design of new molecules and their development is on the lookout for new molecular entities with biological activity or therapeutic even more powerful with a broad spectrum of action. The five multi-heterocyclic rings, and in particular the synthon rhodanine, are currently the subject of controversial debate in the medicinal chemistry community [4] These compounds and their derivatives have a broad spectrum of biological effects [5]. The method of Density Functional Theory (DFT) has been accepted as a popular

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