Synthesis and antimicrobial activity of novel benzoxazine sulfonamide derivatives

Bioorg Med Chem Lett. 2015 Apr 1;25(7):1643-6. doi: 10.1016/j.bmcl.2015.01.026. Epub 2015 Jan 20.

Abstract

A new series of benzoxazine-6-sulfonamide derivatives were synthesized in excellent yields and the resulting compounds were evaluated for their antimicrobial activities. All the synthesized compounds were assessed for their antibacterial and antifungal activities. Among them 1a, 1b, 1c, 1e, 1h, 2c, 2d, 2e, 2g, 2h, 2i, 2j, 2k and 2l showed low inhibitory concentration (MIC of 31.25 and 62.5 μg/mL) against Gram-positive bacteria, Gram-negative bacteria and fungi, which are comparable to the inhibitory effect of standard drugs.

Keywords: Antibacterial activity; Antifungal activity; Benzoxazine; Piperazine; Sulfonamide.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Antifungal Agents / chemical synthesis
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology*
  • Benzoxazines / chemical synthesis
  • Benzoxazines / chemistry
  • Benzoxazines / pharmacology*
  • Dose-Response Relationship, Drug
  • Fungi / drug effects*
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Structure-Activity Relationship
  • Sulfonamides / chemical synthesis
  • Sulfonamides / chemistry
  • Sulfonamides / pharmacology*

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Benzoxazines
  • Sulfonamides