Allyl and prenyl ethers of mansonone G, new potential semisynthetic antibacterial agents

Bioorg Med Chem Lett. 2016 Nov 1;26(21):5300-5303. doi: 10.1016/j.bmcl.2016.09.044. Epub 2016 Sep 17.

Abstract

Four natural 1,2-naphthoquinones: mansonones C, E, G, and H were isolated from the dichloromethane extract of Mansonia gagei Drumm. heartwoods. Mansonone G was further converted to eight ether and four ester analogues. The structures of mansonones and the analogues were well-confirmed by spectroscopic techniques. All compounds were evaluated for their antibacterial activity against Gram-positive and negative bacteria. Further modification of mansonone G furnished certain analogues displaying better activity than natural mansonones. Particularly, allyl and prenyl ethers of mansonone G exhibited better activity against Staphylococcus aureus with MIC sixty-four times better than their natural compound.

Keywords: Allyl; Antibacterial; Mansonia gagei Drumm.; Mansonone; Prenyl; Semisynthetic.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Humans
  • Microbial Sensitivity Tests
  • Naphthoquinones / chemistry
  • Naphthoquinones / pharmacology*

Substances

  • Anti-Bacterial Agents
  • Naphthoquinones
  • mansonone G