Computational investigation of the structure and antioxidant activity of some pyrazole and pyrazolone derivatives
المؤلفون المشاركون
Abd al-Hakim, Muhammad
Urabi, Isam A.
Urabi, Muhammad A. A.
Mahrus, Mahmud H.
المصدر
Journal of Saudi Chemical Society
العدد
المجلد 22، العدد 6 (30 سبتمبر/أيلول 2018)، ص ص. 705-714، 10ص.
الناشر
تاريخ النشر
2018-09-30
دولة النشر
السعودية
عدد الصفحات
10
التخصصات الرئيسية
الملخص EN
Pyrazoles and pyrazolones constitute a group of organic compounds that have various medical applications such as antimicrobial, antipyretic, anti-inflammatory, antitumor and antioxidants.
Pyrazolones can exist in different isomeric forms (CH, NH, OH) due to keto-enol, lactamlactim and imine-enamine tautomerism.
Determination of the most stable tautomeric form is thus important for understanding their biological roles at the molecular level.
We performed a theoretical investigation of the structural and antioxidant properties of three synthetic pyrazolones (1–3), one synthetic pyrazole (4), one natural pyrazole (5) and two engineered hydroxyl derivatives of 1 (7, 8) and of 5 (9, 10) using the density functional theory at the B3LYP/6-311++G(d,p) level of theory in gas phase and in methanol (using the polarizable continuum model).
It is found that substituents and solvents may influence the relative stability of pyrazolone isomers and that the CH tautomer is typically the least stable.
Vertical ionization potentials, vertical electron affinities and X–H bond dissociation energies (X = C, N, O, S) are calculated for the global minimum structures and compared with those of the standard antioxidant flavonoid quercetin (6).
Calculations predict that compounds 1 and 5 have antioxidant activity similar to 6 and that their mono and dihydroxyl derivatives (7–10) are more efficient antioxidants.
Results also indicate that compounds 1–10 preferably interact with free radicals adopting the H atom transfer rather than the sequential electron
نمط استشهاد جمعية علماء النفس الأمريكية (APA)
Urabi, Isam A.& Urabi, Muhammad A. A.& Mahrus, Mahmud H.& Abd al-Hakim, Muhammad. 2018. Computational investigation of the structure and antioxidant activity of some pyrazole and pyrazolone derivatives. Journal of Saudi Chemical Society،Vol. 22, no. 6, pp.705-714.
https://search.emarefa.net/detail/BIM-852167
نمط استشهاد الجمعية الأمريكية للغات الحديثة (MLA)
Urabi, Isam A.…[et al.]. Computational investigation of the structure and antioxidant activity of some pyrazole and pyrazolone derivatives. Journal of Saudi Chemical Society Vol. 22, no. 6 (Sep. 2018), pp.705-714.
https://search.emarefa.net/detail/BIM-852167
نمط استشهاد الجمعية الطبية الأمريكية (AMA)
Urabi, Isam A.& Urabi, Muhammad A. A.& Mahrus, Mahmud H.& Abd al-Hakim, Muhammad. Computational investigation of the structure and antioxidant activity of some pyrazole and pyrazolone derivatives. Journal of Saudi Chemical Society. 2018. Vol. 22, no. 6, pp.705-714.
https://search.emarefa.net/detail/BIM-852167
نوع البيانات
مقالات
لغة النص
الإنجليزية
الملاحظات
Includes bibliographical references : p. 712-714
رقم السجل
BIM-852167
قاعدة معامل التأثير والاستشهادات المرجعية العربي "ارسيف Arcif"
أضخم قاعدة بيانات عربية للاستشهادات المرجعية للمجلات العلمية المحكمة الصادرة في العالم العربي
تقوم هذه الخدمة بالتحقق من التشابه أو الانتحال في الأبحاث والمقالات العلمية والأطروحات الجامعية والكتب والأبحاث باللغة العربية، وتحديد درجة التشابه أو أصالة الأعمال البحثية وحماية ملكيتها الفكرية. تعرف اكثر