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. 2016 Aug 18;12(1):60-69.
doi: 10.1016/j.jtumed.2016.07.003. eCollection 2017 Feb.

Fe(III)-montmorillonite catalysed one pot synthesis of 5-substituted dihydropyrimidine derivatives as potent antimicrobial agents

Vinoda B M  1 , Yadav D Bodke  1 , Sandeep Telkar  2 , Aruna Sindhe M  1 , Talavara Venkatesh  1
Affiliations

Fe(III)-montmorillonite catalysed one pot synthesis of 5-substituted dihydropyrimidine derivatives as potent antimicrobial agents

Vinoda B M et al. J Taibah Univ Med Sci. .

Abstract
in English, Arabic

Objectives: This paper aims to describe the synthesis of a series of novel 5-substituted dihydropyrimidine derivatives using Fe-(III)-montmorillonite as an efficient and reusable catalyst.

Methods: The structures of the synthesized compounds were confirmed by Fourier transform-infrared spectroscopy (FT-IR), nuclear magnetic resonance (NMR) and mass spectroscopy methods. The title compounds were screened for antimicrobial activity, and molecular docking studies were conducted.

Results: The results revealed that the catalyst significantly enhanced the reaction time and product yield. The antimicrobial activity results indicated that compounds 4c, 4e and 4k exhibited promising antimicrobial activity against the tested microorganisms.

Conclusion: The catalyst can be recycled at least two to three times without a noticeable decrease in its catalytic activity. The synthesized compounds displayed promising antimicrobial activity.

أهداف البحث: تهدف هذه الورقة إلى وصف تصنيع سلسلة حديثة من مشتقات بيريميدين ثنائي الهيدرجة خماسي الاستبدال٬ باستخدام مونتموريلونايت الحديديك كعامل مساعد فعال وقابل لإعادة الاستخدام.

طرق البحث: تم التأكد من تركيب المركبات المنتَجة باستخدام جهاز ”فورييه“ لتحويل طيف الأشعة تحت الحمراء٬ والرنين المغناطيسي النووي والطرق الطيفية الجماعية. كما تم فحص المركبات المعنونة لمعرفة قدراتها كمضادات للميكروبات والالتحام الجزيئي.

النتائج: أظهرت النتائج بأن العامل المساعد ذو قيمة في ما يتعلق بمدة التفاعل وكمية المنتج المُحصَّل. كما تشير النتائج المتعلقة بالنشاط المضاد للميكروبات إلى أن المركبات ”٤ سي “و ” ٤ إي “ و ” ٤ كَي “ أظهرت نشاطا واعدا مضادا للميكروبات ضد الميكروبات المختبرة.

الاستنتاجات: من الممكن إعادة تدوير العامل المساعد مرتان إلى ثلاث مرات على الأقل دون انخفاض ملحوظ في فاعليته كعامل مساعد. وأظهرت المركبات المصنّعة نشاطا واعدا مضادا للميكروبات.

Keywords: 5-Substituted dihydropyrimidine; Antimicrobial activity; Fe-(III)-montmorillonite; Molecular docking study; One pot synthesis.

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Figures

Scheme 1
Scheme 1
Synthetic route for target molecules.
Figure 1
Figure 1
2D representation of the interaction of compounds 4k, 4e, 4c and ciprofloxacin with gyrase (2XCT).
Figure 2
Figure 2
3D representation of the interaction of compounds 4k, 4e, 4c and ciprofloxacin with gyrase (2XCT).
See this image and copyright information in PMC

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