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

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

Article Details

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

Authors:

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

Publisher:

Mugla Sitki Kocman University

Main Topics:

Makromoleküler Malzemeler

Journal:

Mugla Journal of Science and Technology Vol.10 Issue 2, pp.42-51

Document Type:

Article

Publication Date:

12/2024

Document Language:

English

Document ID (Org No.):

2001336596

pISSN:

2149-3596

Keywords:

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 compounds 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 B3LYP6-311Gd,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.

 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 compounds 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 B3LYP6-311Gd,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.

 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 compounds 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 B3LYP6-311Gd,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.

 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, B3LYP6-311Gd,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.

Article Details

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

Authors:

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

Publisher:

Mugla Sitki Kocman University

Main Topics:

Makromoleküler Malzemeler

Journal:

Mugla Journal of Science and Technology Vol.10 Issue 2, pp.42-51

Document Type:

Article

Publication Date:

12/2024

Document Language:

English

Document ID (Org No.):

2001336596

pISSN:

2149-3596

Porphyrin

DFT analysis

Molecular docking

ADME analysisPorfirin

DFT analizi

Moleküler docking

ADME analizi

Issues

Article Details

Authors: Sümeyye Yaralı | Özgül Hakli Tutuş | Onur Genç | Şerife Gökçe Çalışkan | Nursabah Sarıkavaklı

Publisher: Mugla Sitki Kocman University

Main Topics: Makromoleküler Malzemeler

Journal: Mugla Journal of Science and Technology Vol.10 Issue 2, pp.42-51

Document Type: Article

Publication Date: 12/2024

Document Language: English

Document ID (Org No.): 2001336596

pISSN: 2149-3596

Issues

Authors:

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

Publisher:

Mugla Sitki Kocman University

Main Topics:

Makromoleküler Malzemeler

Journal:

Mugla Journal of Science and Technology Vol.10 Issue 2, pp.42-51

Document Type:

Article

Publication Date:

12/2024

Document Language:

English

Document ID (Org No.):

2001336596

pISSN:

2149-3596