salicylates and cinnamaldehyde

We studied the knockdown activity and lethal toxicity of 6 essential oil compounds-methyl salicylate, linalool, 2-phenethyl alcohol, eugenol, β-citronellol, and trans-cinnamaldehyde-as fumigants against adult female Culex pipiens pallens in the laboratory. Of the 6 products tested, trans-cinnamaldehyde was the most toxic (LC50  =  0.26 µl/l air, 24 h) with a slow knockdown time (KT95  =  176.5 min at 0.5 µl/l air). Methyl salicylate displayed a lower toxicity (LC50  =  1.17 µl/l air, 24 h) but the fastest knockdown activity (KT95  =  16.8 min) at the sublethal concentration 0.5 µl/l air. Furthermore, the binary mixture of methyl salicylate and trans-cinnamaldehyde exhibited a combined effect of fast knockdown activity and high toxicity against Cx. p. pallens adults, showing potential for development as natural fumigants for mosquito control.

Topics: Acrolein; Animals; Culex; Female; Fumigation; Insecticides; Mosquito Control; Oils, Volatile; Salicylates

Odorant-binding proteins (OBPs) are found in both insects and vertebrates, and it is believed that they are involved in chemical communication. In this study, we identify and express 2 OBPs from the scarab beetle, Holotrichia oblita Faldermann (Coleoptera: Scarabaeidae). HoblOBP1 shows more similarities with other scarab beetle OBPs, whereas HoblOBP2 is more diverse. N-phenyl-1-naphthylamine (1-NPN) is used as a fluorescent probe in ligand-binding experiment, and results indicate that both HoblOBPs prefer plant volatiles to putative H. oblita sex pheromones. HoblOBP1 shows binding affinity to a wider range of test compounds, but HoblOBP2 displays more specific binding affinity. Cinnamaldehyde and 2,4-di-tert-butylphenol bind to HoblOBP1 can elicit strong electrophysiological responses of the antennae from female H. oblita adults, respectively. Methyl salicylate also shows good affinity to HoblOBP2 and it can elicit moderate electrophysiological responses. Although, β-ionone is one of the ligands of the strongest binding, it elicits a weak electrophysiological response. In the immunocytochemical analysis, we observe that HoblOBP1 and HoblOBP2 are coexpressed in sensilla basiconica and placodea in both sexes.

Topics: 1-Naphthylamine; Acrolein; Amino Acid Sequence; Animals; Arthropod Antennae; Coleoptera; Female; Insect Proteins; Male; Molecular Sequence Data; Norisoprenoids; Phenols; Phylogeny; Protein Binding; Protein Isoforms; Receptors, Odorant; Recombinant Proteins; Salicylates; Sensilla; Sex Attractants; Smell; Substrate Specificity

Membrane introduction mass spectrometry (MIMS) coupled to a miniature mass spectrometer equipped with a cylindrical ion trap (CIT) analyzer was used to monitor the flavor components, 3-phenyl-2-propenal and methyl salicylate, found in cinnamon and wintergreen candies, respectively, directly from human breath. The poly(dimethylsiloxane) (PDMS) membrane was operated in a trap-and-release mode, where the temperature of the membrane was cycled during the experiments, which permitted temporal resolution of the two compounds of interest, facilitating their observation in the complex sample. Under these thermally driven conditions, the 10-90% rise times for both compounds are similar (15 s for methyl salicylate, 17 s for 3-phenyl-2-propenal), but the difference in diffusivity means that the signal for 3-phenyl-2-propenal is delayed and the 10% point occurs 6 s later than that for wintergreen. Additional specificity needed for complex samples was gained by using tandem mass spectrometry.

Topics: Acrolein; Breath Tests; Humans; Ions; Mass Spectrometry; Membranes, Artificial; Organic Chemicals; Respiration; Salicylates; Sensitivity and Specificity; Volatilization

A novel method is proposed for the evaluation of the activity of an antifungal agent administered as a gas. This system is composed of a batch-flow type reaction vessel, a gas flow system, and a microscopic observation system. The agar plate was prepared on the ceiling of the reaction vessel, and the mycelium of a fungus (Aspergillus niger or Rhizoctonia solani) was inoculated onto it. After preincubation at 25 degrees C for 24 h, the reaction vessel was connected to the gas flow system. An appropriate hypha was selected, and its elongation rate was measured. Then a sample holder containing an antifungal compound was inserted into the reaction vessel from the side hole to saturate the atmosphere inside with its vapor. The retardation or inhibition of the hypha elongation was observed on a television monitor and recorded on a video tape recorder. The antifungal compound was then removed, and the reaction vessel was flushed with air. If the hypha lived, it began to elongate again. By this method, antifungal activity of seven odor compounds could be evaluated quantitatively within several hours.

Topics: Acrolein; Acyclic Monoterpenes; Antifungal Agents; Aspergillus niger; Benzaldehydes; Cyclohexanols; Cyclohexenes; Eucalyptol; Limonene; Menthol; Microbial Sensitivity Tests; Monoterpenes; Rhizoctonia; Salicylates; Terpenes; Volatilization

This paper studied musk rheumatic oil by GC/FTIR. Ten main components were identified qualitatively, and methyl salicylate, eugenol, cinnamaldehyde were determined by GC internal standard method quantitatively. Average recoveries are within 100 +/- 1.0%, variation coefficients are less than 2.0%.

Topics: Acrolein; Anti-Inflammatory Agents, Non-Steroidal; Chromatography, Gas; Cycloparaffins; Drug Combinations; Eugenol; Materia Medica; Salicylates; Spectrophotometry, Infrared

The effects of 3 topical applications of non-steroidal anti-inflammatory drugs (NSAIDs), diclofenac 1%, naproxene 10% and salicylic acid 5% in gel vehicles, on immediate contact reactions to 500 mM benzoic acid, 500 mM cinnamic aldehyde, 50 mM methyl nicotinate, all in pet., and 14.1 M (100%) dimethyl sulfoxide, were studied in 16 medical students. Erythema and edema reactions were observed visually, and the changes in the skin blood flow were monitored using laser-Doppler flowmetry (LDF). NSAIDs had significant inhibitory effects on erythema induced by all 4 substances tested and on edema induced by methyl nicotinate. The inhibition was probably due in part to percutaneous absorption and systemic effects of NSAIDs. There were differences between visual and LDF assessments, which stresses the importance of monitoring erythematous reactions of the skin both visually and with LDF.

Topics: Acrolein; Adult; Anti-Inflammatory Agents, Non-Steroidal; Benzoates; Benzoic Acid; Dermatitis, Contact; Diclofenac; Dimethyl Sulfoxide; Female; Humans; Irritants; Male; Naproxen; Nicotinic Acids; Regional Blood Flow; Salicylates; Skin

A study was conducted to determine the effects of o-nitrobenzoate, p-aminobenzoate, benzocaine (ethyl aminobenzoate), ethyl benzoate, methyl benzoate, salicylic acid (o-hydroxybenzoate), trans-cinnamic acid (beta-phenylacrylic acid), trans-cinnamaldehyde (3-phenylpropenal), ferulic acid (p-hydroxy-3-methoxycinnamic acid), aspirin (o-acetoxy benzoic acid), and anthranilic acid (o-aminobenzoic acid) upon growth and aflatoxin release in Aspergillus flavus NRRL 3145 and A. parasiticus NRRL 3240. A chemically defined medium was supplemented with various concentrations of these compounds and inoculated with spores, and the developing cultures were incubated for 4, 6, and 8 days at 27 degree C in a mechanical shaker. At the beginning of day 8 of incubation, aflatoxins were extracted from cell-free filtrates, separated by thin-layer chromatography, and quantitated by ultraviolet spectrophotometry. The structure of these aromatic compounds appeared to be critically related to their effects on mycelial growth and aflatoxin release. At concentrations of 2.5 and 5.0 mg per 25 ml of medium, methyl benzoate and ethyl benzoate were the most effective in reducing both mycelial growth and aflatoxin release by A. flavus and A. parasiticus. Inhibition of mycelial growth and aflatoxin release by various concentrations of the above-named aromatic compounds may indicate the possibility of their use as fungicides.

Topics: Acrolein; Aflatoxins; Aspergillus; Aspergillus flavus; Aspirin; Benzoates; Benzocaine; Cinnamates; Coumaric Acids; ortho-Aminobenzoates; Salicylates