کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1402357 1501743 2014 11 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
A theoretical probe on the non-covalent interactions of sulfadoxine drug with pi-acceptors
ترجمه فارسی عنوان
یک پروتئین تئوریک در تعاملات غیر کووالانسی سولفادوکسیین با پپسپرها
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
چکیده انگلیسی


• The interaction between sulfadoxine and pi-acceptors is studied.
• The nature of the non-covalent interaction has been addressed from NCI plot.
• IR and NMR spectra are used to characterize the complexes formed.

A detailed analysis of the interaction between an antimalarial drug sulfadoxine and four pi-acceptors, tetrachloro-catechol, picric acid, chloranil, and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone is presented in this study. The interaction of the amine, amide, methoxy, CH groups and π electron density of the drug molecule with the acceptors are studied using DFT method at M06-2X level of theory with 6-31G(d,p) basis set. The interaction energy of the complexes is calculated using M06-2X, M06-HF, B3LYP-D and MP2 methods with 6-31G(d,p) basis set. The role of weak interactions on the formation and stability of the complexes is discussed in detail. The two aromatic platforms of sulfadoxine play a major role in determining the stability of the complexes. The electron density difference maps have been plotted for the most stable drug interacting complexes to understand the changes in electron density delocalization upon the complex formation. The nature of the non-covalent interaction has been addressed from NCI plot. The infrared spectra calculated at M06-2X/6-31G(d,p) level of theory is used to characterize the most stable complexes. The SDOX-pi acceptor complexation leads to characteristic changes in the NMR spectra. The 13C, 1H, 17O and 15N NMR chemical shifts have been calculated using GIAO method at M06-2X/6-311+G(d,p)//M06-2X/6-31G(d,p) level of theory. The results obtained from this study confirm the role of non-covalent interactions on the function of the sulfadoxine drug.

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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Molecular Structure - Volume 1074, 25 September 2014, Pages 157–167
نویسندگان
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