DFT Based Quantum Chemical Descriptors of 1-Substituted THβC, DHβC, βC Derivatives

Yıl 2017, Cilt: 38 Sayı: 4, 647 - 660, 08.12.2017

Goncagul Serdaroglu Mustafa Elık

https://doi.org/10.17776/csj.349241

Cited By: 8

Öz

This research has
focused on the chemical reactivity behavior of N-1 substituted βCCM derivatives
which are isolated from natural or synthetically sources. These compounds as
antitumor agents have an important role in human cancer cell lines as well as antiviral,
antimalarial activity and so on. Geometry optimizations have been conducted by
using DFT method with several basis sets and in 10 different solvent
environments. The Isodensity version of Polarized Continuum Model has been used
to evaluate the solvent effect on chemical stability and its related
properties. We can suggest that global reactivity descriptors can be used to
get the relationship between aromaticity and chemical behavior: the structure
unit 2 and its corresponding substituted structures are the most stable
structures thermodynamically because these structures are more aromatic than
those of the others. The electrostatic potential value on the
electron density surface have changed in following order: 2A (-9.696e^-2)
< 0A (-9.689e^-2) < 1A
(-9.343e^-2) of each
molecule including anthracene 9-yl substituted and have changed as 2 (-0.128)
< 0 (-0.123) < 1 (-0.114) for corresponding
non-substituted structures, at 6311++g(d,p) basis set in water phase. Hopefully,
this paper will provide the useful information on evaluation or explanation of
chemical properties of the antitumor agents used in cancer treatment.  

Anahtar Kelimeler

Global hardness, electrophilicity, chemical potential, solvent effect, substituent effect

1-Sübstitüeli THβC, DHβC, βC Türevlerinin DFT’ye Dayalı Kuantum Kimyasal Tanımlayıcıları

Öz

Bu çalışma ile doğal
ya da sentetik olarak elde edilen, N-1 sübstitüeli βCCM türevlerinin
kimyasal davranışları incelenmiştir. Antitumor ajanı olan bu bileşikler,
antiviral ve anti sıtma aktivitelerinin yanı sıra, insan kanser hücreleri için
de önemli bir role sahiptirler. Geometri optimizasyonları farklı temel settler
ile 10 farklı çözücü ortamda DFT kullanılarak yapılmıştır. Kimyasal denge ve
buna bağlı özelliklerin çözücüye bağlı olarak nasıl değiştiğini değerlendirmek
için Polarize Kontinuum Model’in Isodensity versiyonu kullanılmıştır. Kimyasal
davranış ve aromatiklik arasında ki ilişkiyi elde etmek için küresel aktiflik
tanımlayıcılarının kullanılabileceğini önerebiliriz: 2 no’lu temel yapı
ve sübstitüeli türevleri, diğer moleküllerden daha aromatik oldukları için,
termodinamiksel olarak daha kararlıdırlar. Antrasen 9-yl sübstitüeli her bir
molekülün elektrostatik potansiyel değerleri 2A (-9.696e^-2)
< 0A (-9.689e^-2) < 1A
(-9.343e^-2) olarak
değişirken, sübstitüe grup içermeyen temel moleküllerin elektrostatik
potansiyelleri 6311++g(d,p) temel set ve sulu fazda 2 (-0.128) < 0 (-0.123)
< 1 (-0.114) olarak hesaplanmıştır. Bu çalışmanın sonuçlarının, kanser
tedavisinde kullanılan antitumor ilaçlarının kimyasal özelliklerinin
açıklanması ve değerlendirilmesi açısından önemli bilgiler sağlayacağını
umuyoruz.

Anahtar Kelimeler

Küresel sertlik, elektrofiliklik, kimyasal potansiyel, çözücü etkisi, substituent etkisi

Kaynakça

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