Antibacterial screening of some essential oils, monoterpenoids and novel N-methyl carbamates based on monoterpenoids against Agrobacterium tumefaciens and Erwinia carotovora

Abstract

A comprehensive evaluation of 13 plant essential oils namely: caraway, chenopodium, cinnamon, clove, eucalyptus, garlic, geranium, lemon, matrecary, peppermint, rose, rosemary and thyme and 14 of their monoterpenoidal constituents: borneol, camphor, carvacrol, carveol, carvone (R and S), chlorothymol, cineol, cinnamaldehyde, citronellol, eugenol, geraneol, menthol, and thymol was investigated for their antibacterial activity against the two phytopathogenic bacteria, Agrobacterium tumefaciens and Erwinia carotovora var carotovora. Trials for improving the antibacterial activity by either structure modification or mixing with the three synergists: piperonyl butoxide, Triton X-100 and Tween 20 were achieved. New N-methyl carbamate derivatives based on monoterpenoids were introduced. Cinnamon, clove, chenopodium, caraway, rosemary and thyme oils proved to possess good antibacterial activity. Thymol, chlorothymol, and carvacrol were potent against the tested bacteria and quite close to the effect of the standard. Conversion of menthol into its carbamate derivative gave good enhancement in the bactericidal activity at all concentrations compared to menthol itself. Also, the carbamate derivatives of β-citronellol and borneol improved the bactericidal activity against E. carotovora, but decreased it against A. tumefaciens. Synergistic antibacterial activity of the tested monoterpenoids was observed when combined with each of the three synergists particularly with Triton X-100.