Allyl and prenyl ethers of mansonone G, new potential semisynthetic antibacterial agents.
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.
Natural Products Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand.
Rita
R
Hairani
Program in Biotechnology, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand.
Rachsawan
R
Mongkol
Natural Products Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand. Electronic address: warinthorn.c@chula.ac.th.
Warinthorn
W
Chavasiri
D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008826:Microbial Sensitivity Tests; D009285:Naphthoquinones / Q000737:chemistry / Q000494:pharmacology*
D000900:Anti-Bacterial Agents; D009285:Naphthoquinones; C586321:mansonone G
Allyl; Antibacterial; Mansonia gagei Drumm.; Mansonone; Prenyl; Semisynthetic