Tarsi of Male Heliothine Moths Contain Aldehydes and Butyrate Esters as Potential Pheromone Components.

The Noctuidae are one of the most speciose moth families and include the genera Helicoverpa and Heliothis. Females use (Z)-11-hexadecenal as the major component of their sex pheromones except for Helicoverpa assulta and Helicoverpa gelotopoeon, both of which utilize (Z)-9-hexadecenal. The minor compounds found in heliothine sex pheromone glands vary with species, but hexadecanal has been found in the pheromone gland of almost all heliothine females so far investigated. In this study, we found a large amount (0.5-1.5 µg) of hexadecanal and octadecanal on the legs of males of four heliothine species, Helicoverpa zea, Helicoverpa armigera, H. assulta, and Heliothis virescens. The hexadecanal was found on and released from the tarsi, and was in much lower levels or not detected on the remaining parts of the leg (tibia, femur, trochanter, and coxa). Lower amounts (0.05-0.5 µg) of hexadecanal were found on female tarsi. This is the first known sex pheromone compound to be identified from the legs of nocturnal moths. Large amounts of butyrate esters (about 16 µg) also were found on tarsi of males with lower amounts on female tarsi. Males deposited the butyrate esters while walking on a glass surface. Decapitation did not reduce the levels of hexadecanal on the tarsi of H. zea males, indicating that hexadecanal production is not under the same neuroendocrine regulation system as the production of female sex pheromone. Based on electroantennogram studies, female antennae had a relatively high response to hexadecanal compared to male antennae. We consider the possible role of aldehydes and butyrate esters as courtship signals in heliothine moths.

Volatiles Mediating Parasitism of Euschistus conspersus and Halyomorpha halys Eggs by Telenomus podisi and Trissolcus erugatus.

This study identified chemicals found on the eggs of two stink bug species, one native to western North America, Euschistus conspersus, and an invasive species from Asia, Halyomorpha halys. The responses of two scelionid egg parasitoids, Trissolcus erugatus and Telenomus podisi, toward natural stink bug egg volatiles, and synthetic reconstructions of egg volatiles, were tested in bioassays. A compound, methyl (2E,4Z)-2,4-decadienoate, previously identified as the major component of the male-produced aggregation pheromone of E. conspersus, was the major volatile identified from extracts of E. conspersus eggs. In contrast, for H. halys, the sesquiterpenoids that compose the male-produced aggregation pheromone of this species were not detected on eggs, whereas the presence of hexadecanal, octadecanal, and eicosanal was detected. In laboratory olfactometer tests, both Tr. erugatus and Te. podisi females were attracted to extracts of E. conspersus eggs, and to synthetic methyl (2E,4Z)-2,4-decadienoate. However, female Tr. erugatus and Te. podisi wasps were repelled, both by extracts of H. halys eggs and by a blend of the aldehydes identified from H. halys eggs. A follow-up field study, using hexane-washed and intact E. conspersus as sentinel eggs, showed that the parasitoids Trissolcus erugatus and Gryon obesum emerged from these eggs. Sentinel hexane-washed eggs treated with 3 ng of methyl (2E,4Z)-2,4-decadienoate were parasitized more by these two species than were hexane-washed or unwashed eggs, whereas hexane-washed eggs treated with a comparable dose of the C16,18,20 aldehyde mixture were avoided by these parasitoids. In a further field experiment, Trissolcus basalis was the primary parasitoid found in sticky traps baited with methyl (2E,4Z)-2,4-decadienoate, indicating that this species was attracted to, but either did not oviposit or develop in the E. conspersus sentinel eggs in the previous experiment.

Sjögren-Larsson syndrome: A biochemical rationale for using aldehyde-reactive therapeutic agents.

Sjögren-Larsson syndrome (SLS) is a neurocutaneous disease caused by mutations in ALDH3A2 that result in deficient fatty aldehyde dehydrogenase (FALDH) activity and impaired fatty aldehyde and fatty alcohol oxidation. The pathogenesis of SLS is thought to involve accumulation of long-chain fatty aldehydes and alcohols and/or metabolically-related ether glycerolipids. Fatty aldehydes are particularly toxic molecules that can covalently react with proteins and certain amino-containing lipids such as phosphatidylethanolamine (PE), generating an unusual aldehyde adduct, N-alkyl-PE (NAPE). Using Faldh-deficient Chinese hamster ovary cells (FAA-K1A) as a cellular model for SLS, we investigated the ability of an aldehyde trapping agent, ADX-102 [2-(3-amino-6-chloro-quinolin-2-yl)-propan-2-ol], to mitigate the harmful effects of fatty aldehydes. FAA-K1A cells were protected from octadecanal (C18:0-al) induced cytotoxicity and apoptosis by ADX-102. Metabolism of C18:0-al to fatty alcohol (octadecanol) was also inhibited by ADX-102. FAA-K1A cells accumulated 5-fold more NAPE with C16- and C18-linked N-alkyl chains compared to wild-type cells, but NAPE levels decreased to normal after growth for 4 days with 50 µM ADX-102. Our results suggest that small aldehyde-reactive molecules, such as ADX-102, should be explored as novel therapeutic agents for SLS by preventing aldehyde adduct formation with critical cellular targets and inhibiting fatty aldehyde metabolism to fatty alcohol.

Medicinal plants from the genus Acalypha (Euphorbiaceae)--a review of their ethnopharmacology and phytochemistry.

ETHNOPHARMACOLOGICAL RELEVANCE: Acalypha is the fourth largest genus of the Euphorbiaceae family with approximately 450-570 species. Several Acalypha species are used as medicinal plants in Africa and in the Mascarene Islands. Almost every part of the plant including the leaves, stem and roots are used as traditional remedies to treat and manage a panoply of ailments. However, there is no updated compilation of traditionally important medicinal plants from the Acalypha genus. The present review therefore, endeavors to provide for the first time an updated compilation of documented ethnopharmacological information in relation to the ethnomedicinal, ethnoveterinary, zoopharmacognosy, phytochemistry and biological activities of medicinal plants from the Acalypha genus which can subsequently open new perspectives for further pharmacological research. MATERIALS AND METHODS: A literature search was performed on Acalypha species using ethnobotanical text books and scientific databases such as Pubmed, Scopus, EBSCO, Google Scholar and other web sources such as records from PROTA, PROSEA, and Botanical Dermatology Database. The Plant List, International Plant Name index and Kew Botanical Garden Plant name databases were used to validate scientific names. RESULTS AND DISCUSSION: Plants from Acalypha genus are traditionally used in the treatment and/or management of diverse ailments such as diabetes, jaundice, hypertension, fever, liver inflammation, schistosomiasis, dysentery, respiratory problems including bronchitis, asthma and pheumonia as well as skin conditions such as scabies, eczema and mycoses. Approximately 124 species were listed in ethnobotanical studies with some botanical description and others mentioned from different web sources. However, only 40 species have been included in the present review due to the unavailability of ethnopharmacological data on the remaining species. Among the 40 cited species, 30 were traditionally used for the treatment and/or management of approximately 70 human diseases or health conditions. Two species, Acalypha alnifolia and Acalypha fruticosa are used as insecticides and sand fly repellent respectively. Only 2 species (Acalypha fruticosa and Acalypha indica) are used in ethnoveterinary practice and have similar human and veterinary applications. In zoopharmacognosy, only Acalypha ornata has been mentioned. Natives from Africa, Central America, North America, Southern China, India, Bangladesh, Papua New Guinea and Mascarenes islands utilize Acalypha species as ethnomedicine. Traditionally used Acalypha species have been reported to possess at least one of the following biological activities: antimicrobial, anti-diabetic, antioxidant, anti-inflammatory, larvidal, pupicidal, hepatoprotective, anticancer, leishmanicidal, antihyperglycemic, antihypertensive, anti-venom, analgesic, anthelmintic, antiemetic, laxative, expectorant, diuretic, post-coital antifertility effects and wound healing. A total of 167 compounds have been identified from 19 species, with 16 from eight species were reported to be bioactive. CONCLUSION: The present review represents 32.3% of species from the Acalypha genus and can be considered as the first compilation of ethnopharmacologically useful plants from this genus. There is a great potential to discover new biologically active phytochemicals from the Acalypha genus because only few species have been studied comprehensively. Therefore, the clinical evaluation of species from this genus is warranted in future studies to confirm the ethnomedicinal claims and for the safety approval of therapeutic applications.