Synthesis, Characterization, and Evaluation of the biological activity of novel Oxazepine compounds derived from monocarboxylic acid.
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Abstract
Abstract
In this study, novel compounds were synthesized from the ibuprofen nucleus, specifically 2-[4-(2-methylpropyl)phenyl]propanoic acid. The synthesis involved two main reactions: halogenation using bromine (1) Then, the esterification (2) and reaction of the resulting ester with hydrazine hydrate were carried out to prepare the hydrazide compounds. (3). By employing these reactions, a series of new hydrazone compounds (4-6) were successfully synthesized through a condensation reaction between substituted aromatic carbonyl compounds and hydrazine derivatives.
Furthermore, the hydrazone derivatives underwent a cycloaddition reaction with maleic anhydride, resulting in the production of 1,3-oxazepine compounds (7-9). The structural formula of the synthesized compounds was determined using analytical techniques such as Fourier Transformed Infra-Red Spectroscopy (FTIR), nuclear magnetic resonance (NMR) spectroscopy (1H-NMR, 13C-NMR), and thin layer chromatography (TLC). These techniques were employed to confirm the occurrence of the reactions and the formation of the desired products.
The results of the analysis validated the structural structures of the prepared compounds, indicating the successful synthesis of the intended compounds.
Additionally, the biological activity of all oxazepine derivatives was evaluated using the diffusion plate method. The antibacterial activity of the newly synthesized compounds was specifically assessed. This assessment provides valuable information regarding the potential antimicrobial properties of the compounds.
In summary, this research focused on synthesizing new compounds derived from the ibuprofen nucleus and investigating their structural characteristics and biological activities, particularly their antibacterial properties.
في هذه الدراسة تحضيرمركبات جديدة من نواة الايبوبروفين، وتحديداً حمض 2-[4-(2-ميثيلبروبيل)فينيل]بروبانويك. تضمنت عملية التحضير تفاعلين رئيسيين: الهلجنة باستخدام البروم (1) ومن ثم الاسترة ومفاعلة الاستر الناتج مع الهيدرازين المائي لتحضير الهيدرازيد (3) (2). باستخدام هذين التفاعلين، تم تحضير سلسلة من مركبات الهيدرازون الجديدة (4-6) من خلال تفاعل التكثيف بين مشتقات الكاربونيل الاروماتية المعوضة ومشتقات الهيدرازين.
بالإضافة إلى ذلك، خضعت مشتقات الهيدرازون لتفاعل الاضافة الحلقية مع أنهيدريد الماليك، لتكوين مركبات الأوكسازيبين 1،3 (7-9). تم تشخيص الصيغة الكيميائية للمركبات المحضرة باستخدام تقنيات طيفية مثل طيف الأشعة تحت الحمراء (FTIR) والرنين النووي المغناطيسي (1H-NMR، 13C-NMR) وتقنية الكروماتوغرافيا الطبقية الرقيقة (TLC). تم استخدام هذه التقنيات لتأكيد حدوث التفاعلات وتكوين النواتج المطلوبة.
أكدت نتائج التحليل صحة التراكيب الكيميائية للمركبات المحضرة، مما يشير إلى نجاح عملية تحضير المركبات الكيميائية .
بالإضافة إلى ذلك، تم تقييم الفعالية البايلوجية لجميع مشتقات الأوكسازيبين باستخدام طريقة لوحة الانتشار. تم تحديد النشاط المضاد للبكتيريا للمركبات المحضرة. توفر هذه التقييمات معلومات قيمة بشأن الخصائص المضادة للميكروبات المحتملة للمركبات.
باختصار، ركزت هذه الدراسة على تحضير مركبات جديدة مشتقة من نواة الايبوبروفين واستكشاف خصائصها البنائية والنشاطات البيولوجية، وبخاصة خصائصها المضادة للبكتيريا.
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