Synthesis, molecular modeling study, preliminary antibacterial, and antitumor evaluation of N-substituted naphthalimides and their structural analogues

Adel S. El-Azab, Amer M. Alanazi, Naglaa I. Abdel-Aziz, Ibrahim A. Al-Suwaidan, Magda A.A. El-Sayed, Magda A. El-Sherbeny, Alaa A.M. Abdel-Aziz

Research output: Contribution to journalJournal articlepeer-review

25 Scopus citations

Abstract

Carboxylic acid imides 1-26 have been synthesized and screened for their antibacterial against gram-positive and gram-negative organisms and their antitumor activity against 60 tumor cell lines taken from nine different organs. Compounds 12, 14, and 16 were the most active and broad-spectrum antibacterial member in this study. Compound 9 showed the most cytotoxicity with a significant inhibition for renal cancer cells. 2D-QSAR study provides details on the fine relationship linking structure and activity and offers clues for structural modifications that can improve the activity. Docking study of the compounds 12, 14, and 16 into the active site of the topoisomerase II DNA gyrase enzymes revealed a similar binding mode to bound inhibitor Clorobiocin. Graphical Abstract: [Figure not available: see fulltext.]

Original languageEnglish
Pages (from-to)2360-2375
Number of pages16
JournalMedicinal Chemistry Research
Volume22
Issue number5
DOIs
StatePublished - May 2013
Externally publishedYes

Keywords

  • Antibacterial activity
  • Antitumor evaluation
  • Cyclic imides
  • Modeling
  • Molecular modeling
  • Naphthalimides
  • Synthesis

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