A Computational study predicting the chemical reactivity behavior of 1-substituted 9-ethyl-βCCM derivatives: DFT- Based Quantum Chemical Descriptors

Serdaroğlu G. , Elik M.

Turkish Computational and Theoretical Chemistry, vol.2, no.1, pp.1-11, 2018 (Refereed Journals of Other Institutions)

  • Publication Type: Article / Article
  • Volume: 2 Issue: 1
  • Publication Date: 2018
  • Title of Journal : Turkish Computational and Theoretical Chemistry
  • Page Numbers: pp.1-11


Abstract:This article deals with the calculation of the quantum chemical parameters of 1-substituted βCCM (methyl 9H-pyrido[3,4-b]indole-3-carboxylate) compoundsthat can be used as effective drugs in the treatment of many diseases. All DFT (density functional) geometry optimizations and frequency calculations have been performed to explain both the solvent and basis set effects on chemical reactivity behavior using 10 different solvent environments (by using the PCM, Polarized Continuum Model) except for the gas phase and with 3 different basis sets which are 6-31G(d,p), 6-31+G(d,p) and 6-311++G(d,p). The study revealed that the anthracen-9-yl substituted structure is the most reactive structure because its energy gap is the lowest one among the other structures, also in according with calculated global hardness values of the each di-substituted structure it is the soft structure which means it can easier interact with any receptor site than the other di-substituted structures while the structure 6-methoxynaphthalene-2-yl substituted compound has the highest energy gap which seems it is the less reactive structures in according with these results. Quantitative chemical identifiers were used to determine which molecules were more active or less active but also mapped electric potential (MEP) diagrams were drawn to illustrate the reactive sites of the molecules which were easier interact with an external molecule groupin electrophilic/ nucleophilic reactions and, to show whether they possess electrophilic or nucleophilic properties. We expect that the findings of this study obtained from extensive and time-consuming calculations and analyzes will be an important sourceof information in the synthesis of less side effect ligands or compounds that can treat many diseases in the future.

Keywords:Quantum chemical descriptors, Solvent effect, Substituent effect, Chemical reactivity