Comparative Quantum Chemical Analysis of Midaflur, a Fluorinated Aminoimidazoline

Sümeyya SERİN (İnönü Üniversitesi, Bilimsel ve Teknolojik Araştırma Merkezi, Malatya, Türkiye)
Bilecik Şeyh Edebali Üniversitesi Fen Bilimleri Dergisi
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Yıl: 2022 Cilt: 9 Sayı: 1 Sayfa Aralığı: 433 - 452 Metin Dili: İngilizce DOI: 10.35193/bseufbd.1075723 İndeks Tarihi: 09-08-2022

Comparative Quantum Chemical Analysis of Midaflur, a Fluorinated Aminoimidazoline

Öz:
Inspired by the striking achievements of fluorine-containing heterocyclic compounds in pharmaceutical chemistry, in this study quantum chemical calculations were carried out on the midaflur compound, which has skeletal-muscle relaxant and central nervous system (CNS) depressant properties. First of all, the total energy (ΔETotal), enthalpy (ΔH), and Gibbs free energy (ΔG) values for both tautomeric structures of midaflur were calculated and it was determined which form was more stable and the rest of the study was continued on this structure. For the stable amino form, the HF method and B3LYP/B3PW91 DFT functionals with different basis sets were used in order to examine the geometric parameters. The results were found to be in good agreement with the experimental values given in the literature. Furthermore, FT-IR analysis, Mulliken population analysis, frontier molecular orbital (FMO) analysis, natural bond orbital (NBO) analysis, nonlinear optical (NLO) properties, and electrostatic surface properties were studied in detail. In another part of the study, the logPow (logarithm of the n-octanol/water partition coefficient) value, which is the numerical expression of the lipophilicity of a drug for entry into the CNS, was estimated for midaflur. For this purpose, the calculations were repeated for the water and n-octanol phases using the universal solvation model based on density (SMD) for all the methodologies used in this study, and the free energies of solvation were predicted. It was concluded that the predictive power of the computational methods increased in the order of HF < B3PW91 < B3LYP.
Anahtar Kelime: Midaflur NBO Mulliken charges DFT

Bir Florlu Aminoimidazolin Olan Midaflur'un Karşılaştırmalı Kuantum Kimyasal Analizi

Öz:
Flor içeren heterosiklik bileşiklerin farmasötik kimyadaki dikkat çekici başarılarından esinlenilen bu çalışmada, iskelet-kas gevşetici ve merkezi sinir sistemi (MSS) depresan özelliklerine sahip midaflur bileşiği üzerinde kuantum kimyasal hesaplamalar yapılmıştır.Öncelikle midaflur'un her iki tautomerik yapısı için toplam enerji (ΔETotal), entalpi (ΔH) ve Gibbs serbest enerji (ΔG) değerleri hesaplanarak hangi formun daha kararlı olduğu belirlendi ve çalışmaya bu yapı üzerinden devam edildi.Kararlı amino formuna ait geometrik parametreleri incelemek için HF yöntemi ve B3LYP/B3PW91 DFT fonksiyonelleri farklı temel setlerle kullanılmıştır.Sonuçların literatürde verilen deneysel değerlerle uyum içinde olduğu belirlenmiştir.Ayrıca FT-IR analizi, Mulliken popülasyon analizi, sınır moleküler orbital (FMO) analizi, doğal bağ orbital (NBO) analizi, doğrusal olmayan optik (NLO) özellikler ve elektrostatik yüzey özellikleri detaylı olarak incelenmiştir.Çalışmanın başka bir bölümünde, bir ilacın MSS'ye giriş için lipofilitesinin sayısal ifadesi olan logPow (n-oktanol/su partisyon katsayısının logaritması) değeri midaflur için tahmin edilmiştir.Bu amaçla, bu çalışmada kullanılan tüm metodolojiler için yoğunluğa dayalı evrensel solvasyon modeli (SMD) kullanılarak su ve n-oktanol fazları için hesaplamalar tekrarlanmış ve solvasyon serbest enerji değerleri tahmin edilmiştir. Hesaplamalı yöntemlerin tahmin gücünün HF < B3PW91 < B3LYP sırasına göre arttığı sonucuna varılmıştır.
Anahtar Kelime:

Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık
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APA Serin S (2022). Comparative Quantum Chemical Analysis of Midaflur, a Fluorinated Aminoimidazoline. , 433 - 452. 10.35193/bseufbd.1075723
Chicago Serin Sümeyya Comparative Quantum Chemical Analysis of Midaflur, a Fluorinated Aminoimidazoline. (2022): 433 - 452. 10.35193/bseufbd.1075723
MLA Serin Sümeyya Comparative Quantum Chemical Analysis of Midaflur, a Fluorinated Aminoimidazoline. , 2022, ss.433 - 452. 10.35193/bseufbd.1075723
AMA Serin S Comparative Quantum Chemical Analysis of Midaflur, a Fluorinated Aminoimidazoline. . 2022; 433 - 452. 10.35193/bseufbd.1075723
Vancouver Serin S Comparative Quantum Chemical Analysis of Midaflur, a Fluorinated Aminoimidazoline. . 2022; 433 - 452. 10.35193/bseufbd.1075723
IEEE Serin S "Comparative Quantum Chemical Analysis of Midaflur, a Fluorinated Aminoimidazoline." , ss.433 - 452, 2022. 10.35193/bseufbd.1075723
ISNAD Serin, Sümeyya. "Comparative Quantum Chemical Analysis of Midaflur, a Fluorinated Aminoimidazoline". (2022), 433-452. https://doi.org/10.35193/bseufbd.1075723
APA Serin S (2022). Comparative Quantum Chemical Analysis of Midaflur, a Fluorinated Aminoimidazoline. Bilecik Şeyh Edebali Üniversitesi Fen Bilimleri Dergisi, 9(1), 433 - 452. 10.35193/bseufbd.1075723
Chicago Serin Sümeyya Comparative Quantum Chemical Analysis of Midaflur, a Fluorinated Aminoimidazoline. Bilecik Şeyh Edebali Üniversitesi Fen Bilimleri Dergisi 9, no.1 (2022): 433 - 452. 10.35193/bseufbd.1075723
MLA Serin Sümeyya Comparative Quantum Chemical Analysis of Midaflur, a Fluorinated Aminoimidazoline. Bilecik Şeyh Edebali Üniversitesi Fen Bilimleri Dergisi, vol.9, no.1, 2022, ss.433 - 452. 10.35193/bseufbd.1075723
AMA Serin S Comparative Quantum Chemical Analysis of Midaflur, a Fluorinated Aminoimidazoline. Bilecik Şeyh Edebali Üniversitesi Fen Bilimleri Dergisi. 2022; 9(1): 433 - 452. 10.35193/bseufbd.1075723
Vancouver Serin S Comparative Quantum Chemical Analysis of Midaflur, a Fluorinated Aminoimidazoline. Bilecik Şeyh Edebali Üniversitesi Fen Bilimleri Dergisi. 2022; 9(1): 433 - 452. 10.35193/bseufbd.1075723
IEEE Serin S "Comparative Quantum Chemical Analysis of Midaflur, a Fluorinated Aminoimidazoline." Bilecik Şeyh Edebali Üniversitesi Fen Bilimleri Dergisi, 9, ss.433 - 452, 2022. 10.35193/bseufbd.1075723
ISNAD Serin, Sümeyya. "Comparative Quantum Chemical Analysis of Midaflur, a Fluorinated Aminoimidazoline". Bilecik Şeyh Edebali Üniversitesi Fen Bilimleri Dergisi 9/1 (2022), 433-452. https://doi.org/10.35193/bseufbd.1075723
Sayfa Oluşturulma Tarihi
24-04-2024 2:17

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