Semi–Field Evaluation of Several Novel Alkenol Analogs of 1-octen-3-ol As Attractants to Adult Aedes albopictus and Culex quinquefasciatus

Abstract

The compound 1-octen-3-ol is a known attractant of some mosquito species, which has led to the hypothesis that olfactory stimulation by this alkenol may be associated with the following structural elements: a terminal site of unsaturation or high electron density; a structural capability for hydrogen bonding, e.g., -OH, -NH2, NHR, NR2, etc.; a saturated hydrocarbon chain of a certain minimum length; and a certain relative distance between the region of high electron density and the alcohol (or other hydrogen-bonding) functional group. Using this logic, we synthesized 20 alkenol analogs based on the octenol double-bonded carbon skeleton. The attraction of female Aedes albopictus and Culex quinquefasciatus to these analogs was compared with 1-octen-3-ol as a standard in semi-field trials. For both species, collections from Mosquito Magnet-X (MMX) suction traps baited with the alkenol analogs in the absence of carbon dioxide were not significantly different from octenol-only baited traps, with the exception of (Z)-3-hepten-1-ol which collected significantly more Ae. albopictus. In the presence of CO2, most of the collections from traps baited with an alkenol were considerably increased for both species but not different from octenol plus CO2, with the exception of Ae. albopictus where (Z)-3-decen-1-ol, (Z)-4-hexen-1-ol, 7-octen-2-ol, and 8-nonen-3-ol significantly depressed trap catches. Although no clearly identifiable structure-activity relationship could be determined from our collected data, we did find that MMX traps baited with carbon dioxide and 4-penten-2-ol or (E)-2-decen-4-ol significantly enhanced Cx. quinquefasciatus collections up to nearly 3-fold compared with octenol plus carbon dioxide.

Effectiveness of Pleurotus eryngii (King Oyster Mushroom) Extract for Killing Larvae and Attracting Adult Mosquito Vectors in Samut Songkhram Province of Thailand

“…sitiens at all concentrations. This finding is similar to previous research by Cilek et al [23] that reported that octanol attracted Ae. albopictus better than Cx.…”

A laboratory evaluation of alcohols as attractants for the sandfly Lutzomyia longipalpis (Diptera:Psychodidae)

“…Further, not all mosquito species respond equally to octenol [5], and whether different groups of alcohols would increase attractant activity for such species has been discussed [10]. However, a clear structure-activity relationship has not been demonstrated [14]. …”

Atmospheric fate of two relevant unsaturated ketoethers: kinetics, products and mechanisms for the reaction of hydroxyl radicals with (<i>E</i>)-4-methoxy-3-buten-2-one and (1<i>E</i>)-1-methoxy-2-methyl-1-penten-3-one

“…This route would, beside the formation of 2-hydroxy-2-methoxyacetaldehyde, be responsible for the primary generation of PAN through the further reaction of the acetyl radical with O 2 /NO 2 . In addition, PAN is known to be formed due to the oxidation of methyl glyoxal (Fischer et al, 2014). The reaction of OH radicals with methyl glyoxal occurs exclusively by abstraction of the aldehydic H atom to form CH 3 C(O)CO radicals, which have a very short lifetime, dissociating to form CH 3 CO + CO (Green et al, 1990).…”

“…R. G. Gibilisco et al: Atmospheric fate of two relevant unsaturated ketoethers α, β-unsaturated ketoethers are compounds with high structural complexity found in the atmosphere. They were detected as reaction products of the atmospheric degradation of furans and unsaturated ethers, compounds which received substantial interest in the last decade, since they are considered promising alternative fuels (Cilek et al, 2011;Li et al, 2018;Villanueva et al, 2009;Zhou et al, 2006). UKEs are also produced during combustion and more specifically in biomass burning (Hatch et al, 2015).…”