کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1408019 1501717 2015 11 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Structural, topological and vibrational properties of an isothiazole derivatives series with antiviral activities
ترجمه فارسی عنوان
خواص ساختاری، توپولوژیکی و ارتعاشی سری مشتقات ایزوتیازول با فعالیت های ضد ویروسی
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
چکیده انگلیسی


• Six isothiazole derivatives in different media were studied by using DFT calculations.
• The properties were analyzed in function of the R groups linked to the thiazole ring.
• The topological properties of the rings are related to their biological activity.
• The complete assignments for all the members of this series are presented.
• The B3LYP/6-31G* force fields for the six derivatives in both media are reported.

In this work, the structural, topological and vibrational properties of an isothiazole derivatives series with antiviral activities in gas and aqueous solution phases were studied by using DFT calculations. The self consistent reaction field (SCRF) method was combined with the polarized continuum (PCM) model in order to study the solvent effects and to predict their reactivities and behaviours in both media. Thus, the 3-mercapto-5-phenyl-4-isothiazolecarbonitrile (I), 3-methylthio-5-phenyl-4-isothiazolecarbonitrile (II), 3-Ethylthio-5-phenyl-4-isothiazolecarbonitrile (III), S-[3-(4-cyano-5-phenyl)isothiazolyl] ethyl thiocarbonate (IV), 5-Phenyl-3-(4-cyano-5-phenylisothiazol-3-yl) disulphanyl-4-isothiazolecarbonitrile (V) and 1,2-Bis(4-cyano-5-phenylisothiazol-3-yl) sulphanyl Ethane (VI) derivatives were studied by using the hybrid B3LYP/6-31G* method. All the properties were compared and analyzed in function of the different R groups linked to the thiazole ring. This study clearly shows that the high polarity of (I) probably explains its elevated antiviral activity due to their facility to traverse biological membranes more rapidly than the other ones while in the (IV) and (V) derivatives the previous hydrolysis of both bonds increasing their antiviral properties inside the cell probably are related to their low S-R bond order values. In addition, the complete vibrational assignments and force constants are presented.

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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Molecular Structure - Volume 1100, 15 November 2015, Pages 279–289
نویسندگان
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