본문 바로가기
HOME> 논문 > 논문 검색상세

논문 상세정보

European journal of medicinal chemistry v.143, 2018년, pp.66 - 84   SCI SCIE
본 등재정보는 저널의 등재정보를 참고하여 보여주는 베타서비스로 정확한 논문의 등재여부는 등재기관에 확인하시기 바랍니다.

Novel aminopyrimidinyl benzimidazoles as potentially antimicrobial agents: Design, synthesis and biological evaluation

Liu, Han-Bo (Corresponding author. ) ; Gao, Wei-Wei (Corresponding author. ) ; Tangadanchu, Vijai Kumar Reddy ; Zhou, Cheng-He ; Geng, Rong-Xia ;
  • 초록  

    Abstract A series of novel aminopyrimidinyl benzimidazoles as potentially antimicrobial agents were designed, synthesized and characterized by IR, NMR and HRMS spectra. The biological evaluation in vitro revealed that some of the target compounds exerted good antibacterial and antifungal activity in comparison with the reference drugs. Noticeably, compound 7d could effectively inhibit the growth of A. flavus , E. coli DH52 and MRSA with MIC values of 1, 1 and 8 μg/mL, respectively. Further studies revealed that pyrimidine derivative 7d could exhibit bactericidal mode of action against both Gram positive ( S. aureus and MRSA) and Gram negative ( P. aeruginosa ) bacteria. The active molecule 7d showed low cell toxicity and did not obviously trigger the development of resistance in bacteria even after 16 passages. Furthermore, compound 7d was able to beneficially regulate reactive oxygen species (ROS) generation for an excellent safety profile. Molecular docking study revealed that compound 7d could bind with DNA gyrase by the formation of hydrogen bonds. The preliminary exploration for antimicrobial mechanism disclosed that compound 7d could effectively intercalate into calf thymus DNA to form a steady supramolecular complex, which might further block DNA replication to exert the powerful bioactivities. The binding investigation of compound 7d with human serum albumins (HSA) revealed that this molecule could be effectively transported by HSA. Highlights Novel aminopyrimidinyl benzimidazoles with good antimicrobial potency were developed. Compound 7d showed broad spectrum and beneficial regulation for ROS generation. Compound 7d with low toxicity did not trigger the resistance development in bacteria. MEPs and molecular docking rationalized the antimicrobial activity. Compound 7d could intercalate into DNA and be effectively stored and carried by HSA. Graphical abstract A series of novel aminopyrimidinyl benzimidazoles were synthesized and screened for their antimicrobial activities. Molecular modeling and experimental investigation with DNA suggested the possible antibacterial mechanism. [DISPLAY OMISSION]


  • 주제어

    Aminopyrimidine .   Benzimidazole .   Antimicrobial .   DNA .   HSA.  

 활용도 분석

  • 상세보기

    amChart 영역
  • 원문보기

    amChart 영역

원문보기

무료다운로드
  • 원문이 없습니다.

유료 다운로드의 경우 해당 사이트의 정책에 따라 신규 회원가입, 로그인, 유료 구매 등이 필요할 수 있습니다. 해당 사이트에서 발생하는 귀하의 모든 정보활동은 NDSL의 서비스 정책과 무관합니다.

원문복사신청을 하시면, 일부 해외 인쇄학술지의 경우 외국학술지지원센터(FRIC)에서
무료 원문복사 서비스를 제공합니다.

NDSL에서는 해당 원문을 복사서비스하고 있습니다. 위의 원문복사신청 또는 장바구니 담기를 통하여 원문복사서비스 이용이 가능합니다.

이 논문과 함께 출판된 논문 + 더보기