An efficient synthesis of highly functionalized novel chromeno[4,3-b]pyrroles and indolizino[6,7-b]indoles as potent antimicrobial and antioxidant agents

Bioorg Med Chem Lett. 2012 Feb 1;22(3):1375-9. doi: 10.1016/j.bmcl.2011.12.061. Epub 2011 Dec 20.

Abstract

A facile and efficient synthesis of novel chromeno[4,3-b]pyrroles has been accomplished by intramolecular 1,3-dipolar cycloaddition which on subsequent Pictet-Spengler cyclisation in presence of p-toluenesulfonic acid yielded indolizino[6,7-b]indoles. The synthesized chromenopyrroles and indolizinoindoles were evaluated for their antimicrobial and antioxidant activities. Compounds 7b, 7e, 7a and 7d exhibited respectively, good antibacterial and antifungal activities against tested pathogens when compared to reference control.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents* / chemical synthesis
  • Anti-Infective Agents* / pharmacology
  • Antioxidants* / chemical synthesis
  • Antioxidants* / pharmacology
  • Bacillus subtilis / drug effects
  • Bacteria / drug effects*
  • Benzopyrans / chemical synthesis
  • Benzopyrans / chemistry
  • Fungi / drug effects*
  • Humans
  • Indoles* / chemical synthesis
  • Indoles* / pharmacology
  • Klebsiella / drug effects
  • Microbial Sensitivity Tests
  • Models, Molecular
  • Molecular Structure
  • Pseudomonas / drug effects
  • Pyrroles* / chemical synthesis
  • Pyrroles* / pharmacology
  • Staphylococcus aureus / drug effects

Substances

  • Anti-Infective Agents
  • Antioxidants
  • Benzopyrans
  • Indoles
  • Pyrroles