دنیای نانو

دنیای نانو

بررسی جذب مشتقات فاویپیراویر روی نانوقفسه B12N12 با هدف درمان COVID-19 با استفاده از روش DFT، QTAIM، و مطالعات داکینگ

نوع مقاله : مقاله پژوهشی

نویسنده
گروه شیمی، واحد آزادشهر، دانشگاه آزاد اسلامی، آزادشهر، گلستان، ایران
چکیده
برهمکنش مشتقات فاویپیراویر شامل 6-کلرو-3-هیدروکسی-پیرازین-2-کربوکسامید و 6-برومو-3-هیدروکسی-پیرازین-2-کربوکسامید با نانوقفسه B12N12 به عنوان گزینه‌ای بالقوه برای درمان بیماری COVID-19 با روش محاسباتی PBE1PBE-D3/6-31+G** در دو فاز گازی و آبی مورد بررسی قرار گرفت. نتایج نشان داد که برهمکنش آن مشتقات روی نانوقفسه B12N12 قابل توجه و منجر به تشکیل پیوند کووالانسی نسبتا قوی بین اتم بور نانوقفسه و اتم نیتروژن آن مشتقات شده است. مقادیر انرژی‌ جذب برای کمپلکس B12N12/C5H4ClN3O2 برابر با 21.419- و 24.524- کیلوکالری بر مول و برای کمپلکس B12N12/C5H4BrN3O2 برابر با 23.552- و 26.753- کیلوکالری بر مول به ترتیب در فاز گازی و آبی محاسبه شده است. تحلیل‌های فرکانس ارتعاشی نشان دادند که کمپلکس‌های تشکیل‌شده از نظر ساختاری پایدارند و واکنش‌ها با مقادیر منفی آنتالپی و انرژی آزاد همراه است. مقادیر انرژی جذب، تغییر در قطبیت، و انرژی حلال‌ پوشی (Esol) در این کمپلکس‌های نمایانگر آن است که نانوقفسه B12N12 می‌تواند به عنوان یک نانوحامل مناسب برای این مولکولها عمل نماید. سایت های فعال آن ترکیبات از طریق آنالیز پتانسیل الکترواستاتیک مولکولی (MEP) بررسی شدند. کاهش معنادار شکاف انرژی آن کمپلکس‌ها پس از برهمکنش، حساسیت بالای نانوقفسه B12N12 را در شناسایی آن مشتقات نشان داد. در نهایت، فعالیت ضد ویروسی آن مشتقات و کمپلکس‌هایشان نسبت به پروتئاز اصلی (PDB ID 5R82 , 6LU7) COVID-19 بررسی شد. نتایج نشان داد که کمپلکس B12N12/C5H4BrN3O2 توانایی اتصال به سایت فعال گیرنده 6LU7 را دارد، که این امر می‌تواند نشان‌دهنده پتانسیل بالقوه این کمپلکس به عنوان یک داروی ضد ویروسی جهت درمان کووید-19 باشد.
کلیدواژه‌ها
موضوعات

عنوان مقاله English

Study of the adsorption of favipiravir derivatives on B12N12 nanocage for the treatment of COVID-19 using DFT, QTAIM, and docking studies

نویسنده English

Mohammad Taghi Baei
Department of Chemistry, Azadshahr Branch, Islamic Azad University, Azadshahr, Golestan, Iran
چکیده English

The interaction of the derivatives of favipiravir, including 6-chloro-3-hydroxy-pyrazine-2-carboxamide (C5H4ClN3O2) and 6-bromo-3-hydroxy-pyrazine-2-carboxamide (C5H4BrN3O2) molecules, on the B12N12 cluster as a potential antiviral treatment for COVID-19 diseases, was investigated using the PBE1PBE-D3/6-31+G** method in both gas and solvent environments. The calculations showed that the adsorption of C5H4ClN3O2 and C5H4BrN3O2 molecules, on the B12N12 cluster is strong, forming a covalent bond (B-N) between the boron atom of the cluster and nitrogen atom of the molecules, with adsorption energies of -21.419 and -24.524 kcal/mol for B12N12/C5H4ClN3O2 complex, and -23.552 and -26.753 for B12N12/C5H4BrN3O2 complex in gas and water phases, respectively. The vibrational frequency calculations indicated that the resulting complexes are structurally stable, and the ΔH and ΔG values for the processes are negative. The significant changes in the polarity of the complexes and Esol value demonstrated that the B12N12 cluster can be used as a promising delivery vehicle for the molecules. The reactive sites of the molecules were investigated by MEP analysis. The significant reduction in energy gap values of the complexes after the interaction of B12N12 with the molecules (47.28%) showed the higher sensitivity of the B12N12 for detection of the molecules. Finally, the anti-viral activity of the C5H4ClN3O2 and C5H4BrN3O2 molecules and their complexes towards the COVID-19 main protease (PDB ID 5R82 and 6LU7) was studied by docking. Molecular docking showed that the B12N12/C5H4BrN3O2 complex, as a new compound, can bind to the active position of the 6LU7 receptor and may represent an antiviral drug for the novel treatment against COVID-19

کلیدواژه‌ها English

Adsorption
COVID-19
B12N12 nanocage
Docking
DFT
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دوره 20، شماره 77
زمستان 1403
صفحه 89-73

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