IN SILICO AND DFT ANALYSIS OF A NEW MESO-SUBSTITUTED PORPHYRIN DERIVATIVE

Year 2024, Volume: 10 Issue: 2, 42 - 51, 31.12.2024

Sümeyye Yaralı , Özgül Hakli Tutuş , Onur Genç , Şerife Gökçe Çalışkan , Nursabah Sarıkavaklı

https://doi.org/10.22531/muglajsci.1551084

Abstract

In this study, we synthesized and characterized a novel unsymmetrical meso-aryl substituted porphyrin derivative. Comprehensive structural elucidation was achieved using a suite of spectroscopic techniques, including 1H and 13C Nuclear Magnetic Resonance (NMR), Fourier-Transform Infrared (FT-IR) spectroscopy, and Ultraviolet-Visible (UV-Vis) spectroscopy. To further investigate the compound's potential therapeutic applications, in silico studies were performed, focusing on its interactions with breast cancer-associated target receptors, specifically the epidermal growth factor receptor (EGFR) and insulin-like growth factor receptor (IGFR), through molecular docking simulations. Additionally, bioactivity properties were evaluated via absorption, distribution, metabolism, and excretion (ADME) analysis. Complementary to the experimental work, Density Functional Theory (DFT) calculations at the B3LYP/6-311G+(d,p) level were conducted to optimize the molecular structure and determine key quantum chemical parameters, such as the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) distributions. These computational insights provide a deeper understanding of the electronic characteristics and reactivity of the synthesized compound, highlighting its potential for further development as a cancer therapeutic agent.

Keywords

Porphyrin, DFT analysis, Molecular docking, ADME analysis

Project Number

21/131/03/1/4

Thanks

The synthesis study was supported by the Scientific Research Projects Coordination Unit (BAP) of Mugla Sıtkı Koçman University with project number 21/131/03/1/4. The authors extend their appreciation to the Muğla Sıtkı Koçman University Scientific Research Foundation for their financial assistance.

YENİ BİR MESO-SUBSTİTÜE PORFİRİN TÜREVİNİN İN SİLİKO VE DFT ANALİZİ

Abstract

Bu çalışmada, yeni bir asimetrik meso-aril substitüe porfirin türevi sentezlenmiş ve karakterize edilmiştir. Yapısal özellikler, 1H ve 13C Nükleer Manyetik Rezonans (NMR), Fourier Dönüşümlü Kızılötesi (FT-IR) spektroskopisi ve Ultraviyole-Görünür (UV-Vis) spektroskopisi dahil olmak üzere bir dizi spektroskopik teknik kullanılarak kapsamlı bir şekilde ortaya konmuştur. Bileşiğin potansiyel terapötik uygulamalarını araştırmak amacıyla, meme kanseri ile ilişkili hedef reseptörler olan epidermal büyüme faktörü reseptörü (EGFR) ve insülin benzeri büyüme faktörü reseptörü (IGFR) ile etkileşimlerini incelemek için moleküler yerleştirme simülasyonları kullanılarak in silico çalışmalar gerçekleştirilmiştir. Ayrıca, bileşiğin biyolojik aktivite özellikleri absorpsiyon, dağılım, metabolizma ve atılım (ADME) analizi ile değerlendirilmiştir. Deneysel çalışmalara ek olarak, B3LYP/6-311G+(d,p) seviyesinde Yoğunluk Fonksiyonel Teorisi (DFT) hesaplamaları gerçekleştirilmiş ve moleküler yapının optimize edilmesi ve en yüksek dolu moleküler orbital (HOMO) ile en düşük boş moleküler orbital (LUMO) dağılımları gibi temel kuantum kimyasal parametrelerin belirlenmesi sağlanmıştır. Bu hesaplamalı veriler, sentezlenen bileşiğin elektronik özelliklerini ve reaktivitesini daha iyi anlamamıza katkıda bulunarak, kanser terapötik ajanı olarak geliştirilmesi için potansiyelini vurgulamaktadır.

Keywords

Porfirin, DFT analizi, Moleküler docking, ADME analizi

Project Number

21/131/03/1/4

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