Structure–activity relationship of alkanols as mosquito larvicides with novel findings regarding their mode of action

Quantitative structure-activity relationship and prediction of mixture toxicity of alkanols

“…Plot of quartic relationships between toxicities to different organisms and logK ow of alkanols. ◇, −logEC 50 to submitochondrial particle (SMP) [14] ; ■, −logEC 50 to vibrio fisheri [14] ; ▲, −logLD 50 to 1st instars of Mosquito [15] ; , −logLD 50 to 3rd and 4th instars of Mosquito [15] ; ○, −logEC 50 to Photobacterium phosphoreum, from this paper.…”

“…Therefore, the toxicities of alkanols to Photobacterium phosphoreum are almost entirely determined by hydrophobicity. The tendency that the alkanol toxicity first ascends and then descends with the increase of logK ow is true not only to Photobacterium phosphoreum but also to many other organisms [14,15] . According to variant organisms or toxic indicators, the difference only lies in the carbon number of the inflexion at which alkanol toxicity will change with logK ow in a reverse direction.…”

“…According to variant organisms or toxic indicators, the difference only lies in the carbon number of the inflexion at which alkanol toxicity will change with logK ow in a reverse direction. Generally, the inflexion appears when the carbon number is in the range of 12-17 [15] . The relationships between toxicities to different organisms and logK ow of alkanols were analyzed.…”

“…Former researches demonstrated that toxicities of alkanols relate to their carbon numbers. Usually, alkanol toxicity increases with the increasing carbon number [13][14][15] . By now, the research on QSAR of alkanols is usually limited to the positive linear correlation between toxicity and octanol-water partition coefficient of low-to-medium alkanols [13,16] .…”

Magnaporthe oryzae cell wall hydrolysate induces ROS and fungistatic VOCs in rice cell cultures

“…Long-chain aliphatic alcohols ranging in chain length from 6 to greater than 20 carbon atoms can inhibit the growth of various types of bacteria and fungi (Kato and Shibasaki, 1980;Fujita et al, 2008;Kubo et al, 1995;Suprapta et al, 1997). Alkanols up to tridecanol act as uncouplers (Hammond and Kubo, 2000) and, at high concentrations, can cause death, showing a potential for use as a means of pest control against larval mosquitoes (Hammond and Kubo, 1999). 1-Decanol and 1-undecanol are VOCs with biological activity, as demonstrated on several microorganisms (i.e., Saccharomyces cerevisiae, Pityrosporum ovale, Mucor mucedo, Penicillium chrysogenum, Zygosaccharomyces bailii and Trichophyton mentagrophytes) (Kubo et al, 1995(Kubo et al, , 2003.…”