Synthesis of BF 3 catalyzed Mannich derivatives with excellent ee from phenylpropanolamine, study of their antimicrobial activity and molecular docking
作者: K. Chennakesava RaoK. EaswaramoorthiY. ArunC. BalachandranK.S. Muralidhara RaoM. GovindhanNobuhiko EmiT. PrakasamP.T. Perumal
作者单位: 1Organic Chemistry Division, CSIR-Central Leather Research Institute, Adyar, Chennai 600020, Tamil Nadu, India
2R&D Center, Malladi Drugs & Pharmaceuticals Ltd, Poonamalle, Chennai 600124, Tamil Nadu, India
3Department of Hematology, Fujita Health University, 1-98, Dengakugakubo, Kutsukake-cho, Toyoake, Aichi 470-1192, Japan
4Department of Chemistry, Anna University, Guindy, Chennai 600020, Tamil Nadu, India
刊名: Bioorganic & Medicinal Chemistry Letters, 2015, Vol.25 (19), pp.4232-4238
来源数据库: Elsevier Journal
DOI: 10.1016/j.bmcl.2015.07.096
关键词: PhenylpropanolamineLewis acid catalyzed Mannich reactionZone of inhibitionMinimum inhibitory concentrationDNA topoisomerase IV
原始语种摘要: Abstract(#br)Antimicrobial agents 4a – g and 5a – g with very good potency were synthesized with 100% ee from phenylpropanolamine (norephedrine) by BF 3 catalyzed three components one pot Mannich reaction in good yields. Obtained compounds were characterized using spectral techniques. Antimicrobial study of these compounds revealed a good to very high potential activity against tested microbes when compared to standard antimicrobial drugs streptomycin and ketoconazole. These synthesized compounds exhibited significant minimum inhibitory concentration (MIC) values against Gram positive and Gram negative bacteria. Amongst compound 4b , 4c , 4d , 4e , 5a , and 5e exhibited very high potent MIC values against tested twelve bacteria and three fungi when compared to control. When subjected to...
全文获取路径: Elsevier  (合作)
影响因子:2.338 (2012)

  • catalyzed 催化的
  • derivatives 派生物
  • reaction 反酌
  • docking 靠泊
  • excellent 优秀的
  • concentration 浓度
  • antimicrobial 杀菌剂
  • molecular 分子的
  • topoisomerase 拓扑异构酶
  • activity 活度