A novel antimicrobial epoxide isolated from larval Galleria mellonella infected by the nematode symbiont, Photorhabdus luminescens (Enterobacteriaceae)
Document Type
Article
Publication Date
7-1-2006
Abstract
A novel antimicrobial epoxide, 2-isopropyl-5-(3-phenyl-oxiranyl)-benzene-1,3-diol (1), was identified from larval Galleria mellonella infected by a symbiotically associated bacterium-nematode complex (Photorhabdus luminescens C9-Heterorhabditis megidis 90). Its structure was determined with spectroscopic analysis and confirmed by chemical synthesis starting from a known antibiotic, 2-isopropyl-5-(2-phenylethenyl)-benzene-1,3-diol (2). Epoxide 1 was active against Bacillus subtilis, Escherichia coli, Streptococcus pyogenes, and a drug-resistant, clinical strain of Staphylococcus aureus (RN4220) with minimum inhibitory concentrations in the range of 6.25-12.5 μg/ml. Epoxide 1 was cytotoxic against human cancer cell lines, MCF-7 wt, H460, and Jurkat, with GI50 of 2.14, 0.63, and 0.42 μM, respectively, but was less toxic on normal, mouse splenic lymphocytes with a GI50 of 45.00 μM. © 2006.
Publication Source (Journal or Book title)
Bioorganic and Medicinal Chemistry
First Page
4677
Last Page
4681
Recommended Citation
Hu, K., Li, J., Li, B., Webster, J., & Chen, G. (2006). A novel antimicrobial epoxide isolated from larval Galleria mellonella infected by the nematode symbiont, Photorhabdus luminescens (Enterobacteriaceae). Bioorganic and Medicinal Chemistry, 14 (13), 4677-4681. https://doi.org/10.1016/j.bmc.2006.01.025