Antibacterial activity and efficient synthesis of ۳,۴ dihydropyrano [c] chromene derivatives by using ammonium trifluoroacetate (CF۳COONH۴) catalyst
- سال انتشار: 1396
- محل انتشار: فصلنامه میکروب شناسی پزشکی ایران، دوره: 11، شماره: 2
- کد COI اختصاصی: JR_IJMM-11-2_008
- زبان مقاله: انگلیسی
- تعداد مشاهده: 265
نویسندگان
Department of Chemistry and Medicinal Chemistry, Tonekabon Branch, Islamic Azad University, Tonekabon, Iran
چکیده
Background and Aim: In this research, we present a three-component method for the preparation of ۳,۴-dihydropyrano[c]chromene derivatives in the presence of ammonium trifluoroacetate. All the compounds were evaluated for their in vitro antimicrobial activity against different bacterialstrains. Antibacterial behavior of product was studied based on reference Gram-positive and Gram- negative bacteria. Materials and Methods: ۳,۴-Dihydropyrano[c]chromenes were synthesized using an efficient condensation of ۴-hydroxycoumarin, aryl aldehydes and malononitrile catalyzed by ammonium trifluoroacetate. Different concentrations of analogs and positive control drugs were prepared in DMSO. Inoculums and sterile water were added to the fourteen test tubes each containing ۱ mL of test solution at different concentrations. The tubes were incubated for ۲۴h at ۳۷ °C. After the incubation time, the antimicrobial activity was carefully evaluated. Results: In an optimized reaction condition, the products ۴a-j were obtained in high yields under reflux conditions. The antimicrobial screening data revealed that the compounds ۴b and ۴e have shown good activity against Gram-negative Escherichia spp. Conclusions: Present methodology offers several advantages such as short reaction time, simple procedure with an easy work-up and mild reaction conditions. We anticipated that the present method will receive the attention of medicinal chemists and be used for elaborate synthesis and pharmaceutical screening of chromenes based molecules.کلیدواژه ها
Antimicrobial activity, Gram-positive bacteria, Gram-negative bacteria, ۴-Hydroxycoumarin, Ammonium trifluoroacetate., فعالیت ضد باکتریایی, باکتری گرم- مثبت, باکتری گرم- منفی, ۴-هیدروکسی کومارین, آمونیوم تری فلورو استاتاطلاعات بیشتر در مورد COI
COI مخفف عبارت CIVILICA Object Identifier به معنی شناسه سیویلیکا برای اسناد است. COI کدی است که مطابق محل انتشار، به مقالات کنفرانسها و ژورنالهای داخل کشور به هنگام نمایه سازی بر روی پایگاه استنادی سیویلیکا اختصاص می یابد.
کد COI به مفهوم کد ملی اسناد نمایه شده در سیویلیکا است و کدی یکتا و ثابت است و به همین دلیل همواره قابلیت استناد و پیگیری دارد.