A DFT Study on the Radical Structures and HOMO-LUMO Analysis of Azathioprine

Year 2019, , 1165 - 1173, 31.08.2019

Ebru Karakaş Sarıkaya , Ömer Dereli

https://doi.org/10.18185/erzifbed.468345

Abstract

Azathioprine (Imuran) is used for to treat of numerous debilitating skin diseases. Azathioprine is an
immunosuppressive antimetabolite used to prevent the body from rejecting a transplanted kidney.
By
means of EPR spectroscopy, this compound was studied experimentally before. But experimental searchers were only able to determine g value. For this reason, the EPR parameters (a and g value) have been determined
theoretically in the present study. Furthermore HOMO and LUMO analysis have been carried out by density functional theory (DFT/B3LYP) method with 6-311++G (d,p) as basis set. Since HOMO and LUMO are most
important orbitals in molecules,
these orbitals are very useful to understand some molecular properties such as
the
chemical reactivity, kinetic stability, optical polarizability, chemical hardness and softness and
electronegativity. Moreover, from
the results of the DFT calculations, we obtained as follows: the total energy,
the
total dipole moment of the molecule (µ), absolute hardness (η), absolute electron negativity (χ) and reactivity
index (ω).

Azatioprin Molekülünün Muhtemel Radikallerinin Yapısının Hesaplamalı Yöntemlerle İncelenmesi ve Homo-Lumo Analizi

Abstract

Azatioprin (Imuran) çok sayıda güçten düşüren cilt hastalığını tedavi etmek için kullanılır. Azatioprin vücudun nakledilen böbreği reddetmesini önlemek için kullanılan bağışıklık bastırıcı bir anti-metabolittir. Bu bileşik,
daha
önce EPR spektroskopisi ile deneysel olarak incelenmiştir. Ama deneysel olarak sadece g değerini
belirleyebilmişlerdir. Bu nedenle, çalışmamızda EPR parametreleri (a ve g değerleri) teorik olarak hesaplanmıştır. Ayrıca HOMO ve LUMO analizi DFT/B3LYP metot ve 6-311++G (d,p) baz seti ile yapılmıştır.
HOMO
ve LUMO, moleküllerdeki en önemli orbitaller olduğundan, bu orbitaller kimyasal tepkime, kinetik stabilite,
optik polarizasyon,
kimyasal sertlik ve yumuşaklık ve elektronegatiflik gibi bazı moleküler özellikleri anlamak için çok faydalıdır. Ayrıca, DFT hesaplamalarının sonuçlarından toplam enerji, molekülün toplam
dipol momenti (µ), mutlak sertlik (η),
mutlak elektron negatifliği (χ) ve reaktiflik indeksi (ω) elde edilmiştir.

Keywords

Azathioprine, DFT, HOMO-LUMO analysis

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