Influence of Host Plants and Tending Ants on the Cuticular Hydrocarbon Profile of a Generalist Myrmecophilous Caterpillar.

In myrmecophilous organisms, which live in symbiosis with ants, cuticular hydrocarbons (CHCs) play a pivotal role in interspecific communication and defense against chemical-oriented predators. Although these interactions form complex information webs, little is known about the influence of biotic environmental factors on the CHC profiles of myrmecophiles. Here, we analyzed the effect of different host plants and tending ants on the larval CHC profile of Synargis calyce (Lepidoptera: Riodinidae), a polyphagous species with facultative myrmecophily. Groups of caterpillars were fed individually with three host plant species (without tending ants), and with two tending ant species. Through gas chromatography analysis, we compared the cuticular profiles of treatments and found a high similarity between plants and caterpillars (65-82%), but a low similarity between caterpillars and their tending ants (30 - 25%). Cluster analysis showed that caterpillars, ants, and plants form distinct groups, indicating that S. calyce caterpillars have their own chemical profile. These results are similar to those observed for Lycaenidae caterpillars indicating that there is functional convergence in the chemical strategies used by myrmecophilous caterpillar species with similar ecology. Also, the results suggest that the cuticular compounds of S. calyce are primarily influenced by their host plants rather than their tending ants. Thus, we propose that these caterpillars present a trade-off between camouflage and directly informing their presence to ants, maintaining their unique chemical profile, though slightly affected by biotic environmental factors.

Dominance Hierarchy, Ovarian Activity and Cuticular Hydrocarbons in the Primitively Eusocial Wasp Mischocyttarus cerberus (Vespidae, Polistinae, Mischocyttarini).

The dominance hierarchy in primitively eusocial insect societies has been shown to be mainly regulated through aggressive interactions. Females that are generally more dominant stand out and occupy the queen position, meaning that they monopolize reproduction while others perform other tasks. Chemical communication is important for maintaining social cohesion. Cuticular hydrocarbons are recognized as the main molecules responsible for mediating social interactions, especially nestmate recognition and queen signalling. Many highly eusocial groups have been studied in recent years, but primitively eusocial groups, which are key to understanding the evolution of social behavior, remain unexplored. In this study, we investigated the connection between cuticular hydrocarbons in females expressed in different social contexts in the primitively eusocial wasp Mischocyttarus cerberus. Colonies in two different ontogenetic phases, pre- and post-worker emergence, were used. We observed and categorized behavioral interactions between individual females and collected all individuals in a nest to obtain information on size, ovary activation and chemical composition. Furthermore, we conducted experiments in which the alpha (dominant) females were removed from nests to produce a new dominance hierarchy. We found that females in different hierarchical positions had small chemical difference corresponding with ovary activity. Our results support the hypothesis that cuticular hydrocarbons are associated with social context in this primitively eusocial species, with some compounds being associated with hierarchical position and ovarian activity.

Antinociceptive Effect of the Essential Oil from Croton conduplicatus Kunth (Euphorbiaceae).

Medicinal plants have been widely used in the treatment of chronic pain. In this study, we describe the antinociceptive effect of the essential oil from Croton conduplicatus (the EO 25, 50, and 100 mg/kg, i.p.), a medicinal plant native to Brazil. Antinociceptive activity was investigated by measuring the nociception induced by acetic acid, formalin, hot plate and carrageenan. A docking study was performed with the major constituents of the EO (E-caryophyllene, caryophyllene oxide, and camphor). The EO reduced nociceptive behavior at all doses tested in the acetic acid-induced nociception test (p < 0.05). The same was observed in both phases (neurogenic and inflammatory) of the formalin test. When the hot-plate test was conducted, the EO (50 mg/kg) extended the latency time after 60 min of treatment. The EO also reduced leukocyte migration at all doses, suggesting that its antinociceptive effect involves both central and peripheral mechanisms. Pretreatment with glibenclamide and atropine reversed the antinociceptive effect of the EO on the formalin test, suggesting the involvement of KATP channels and muscarinic receptors. The docking study revealed a satisfactory interaction profile between the major components of the EO and the different muscarinic receptor subtypes (M2, M3, and M4). These results corroborate the medicinal use of C. conduplicatus in folk medicine.

Toxicogenetic study of Persea americana fruit pulp oil and its effect on genomic instability.

Persea americana Mill., commonly known as avocado, is a tree native to Central America that is widely used as a food source and for the treatment of diseases. This plant has various biological properties such as analgesic, anti-inflammatory and total cholesterol-lowering activity. In view of its pharmacological potential, we conducted a toxicogenetic study of the fruit pulp oil of P. americana (PAO) and investigated its influence on genotoxicity induced by methyl methanesulfonate (MMS) and doxorubicin. V79 cells and Swiss mice were used for the assays. The results showed no genotoxic effects of PAO in the in vitro or in vivo test systems. However, the highest PAO dose tested led to an increase in the levels of aspartate aminotransferase, indicating hepatic/tissue damage. This effect may be related to high concentrations of palmitic acid, the main component of PAO. Furthermore, PAO was effective in reducing the chromosome damage induced by MMS and doxorubicin. These results contribute to the safety assessment of PAO as a medicinal plant for human use.

Identification of compounds from non-polar fractions of Blechnum spp and a multitarget approach involving enzymatic modulation and oxidative stress.

OBJECTIVES: The hexane (HEX) and dichloromethane (DCM) fractions from Blechnum binervatum, Blechnum brasiliense and Blechnum occidentale were studied about phytochemicals and biological properties using multitarget approach. METHODS: The chemical composition was performed by gas chromatography coupled with mass spectrometry detector (GC-MS) analysis. Antioxidant capacity was evaluated against free radicals and on lipid peroxidation. Monoamine oxidases (MAO) and cholinesterases enzymatic modulation, as well as effects on rat and human cells, were assessed. KEY FINDINGS: The CG-MS analysis allowed the identification of a non-polar compound series, being neophytadiene the major constituent in all DCM fractions and in HEX fractions from B. binervatum and B. occidentale. In B. brasiliense HEX fraction, ß-sitosterol was the main compound. In general, B. brasiliense DCM fraction presented the highest antioxidant activity, with IC50 values around 9, 2 and 1.2 times lower than those found for the other species, against HO˙, NO˙ and on lipid peroxidation, respectively. Regarding enzyme modulations, B. brasiliense DCM fraction presented higher MAO-A inhibition (IC50 : 31.83 µg/ml), with a better selectivity index (SI MAO-A/MAO-B: 6.77). The lack of harmful effects was observed in rat cells, also highlighted in the stem cells for all Blechnum samples. CONCLUSION: These findings encourage the search for multibinding natural products, mainly from B. brasiliense DCM fraction.

Mass spectrometry of flavonoid vicenin-2, based sunlight barriers in Lychnophora species.

Lychnophora salicifolia plants collected from four different places in Brazil (three states: Goias, Minas Gerais and Bahia) revealed a conserved accumulation of vicenin-2, a di-C-glycosyl flavonoid. Quantitative studies by UPLC-MS/MS showed high concentration of vicenin-2 in leaves from sixty specimens of six Lychnophora species. So the tissue distributions of vicenin-2 were evaluated in wild Lychnophora leaves (Asteraceae) by laser based imaging mass spectrometry (IMS) to propose its distributions and possible functions for the species analyzed. Mass spectrometric imaging revealed that vicenin-2, unlike other flavonoids, was produced at the top of the leaves. The combination of localization and UV absorption properties of vicenin-2 suggests that it could act as a UV light barrier to protect the plants, since plants are sessile organisms that have to protect themselves from harsh external conditions such as intense sunlight.

Apolar compounds in seaweeds from fernando de noronha archipelago (northeastern coast of Brazil).

Hyphenated techniques of gas chromatography coupled to mass spectrometer were used to determine fatty acids in eleven species of seaweeds from Fernando de Noronha archipelago. The main compounds detected in all studied species were the alcohol phytol and the fatty acids 14 : 0; 15 : 0; 16 : 0; 18 : 0; 18 : 1 n(9); 18 : 2 Δ(9,12); 20 : 4; 20 : 5. These fatty acids are commonly found in seaweeds present in warm regions. Thus, we found no specificity in the presence of a particular set of fatty acids and the studied species indicating that they are not useful as taxonomic indicators. However, they could be used in a comparative study with algae found in polluted area because many of the studied seaweeds are widespread and Fernando de Noronha has low human influence.

Comparative analysis of triterpenoids from Mikania cordifolia collected from four different locations

The species Mikania cordifolia is distributed across America and widely found throughout Brazilian territory, where is popularly used against snake bites. Methanolic and dichloromethanic extracts prepared from M. cordifolia Robinson collected from four different locations in Brazil were submitted to liquid-liquid extraction and the hexanic phase and residues obtained from this step were analyzed for triterpenoids by gas chromatography. The specimens from Ribeirão Preto-SP and São Carlos-SP showed similar triterpenoid composition: alpha-amyrin, lupeol, lupenone, alpha-amyrin acetate, beta-amyrin acetate, lupeol acetate, taraxasterol acetate, campesterol and beta-sitosterol. Besides these triterpenoids, the specimen from Campos de Jordão-SP presented 11-oxours-12-ene, 11-oxoolean-12-ene and taraxerol acetate, and from Monte Verde, epitaraxerol e taraxerol acetate. The triterpene friedelin could be found in specimens from Ribeirão Preto and São Carlos.

A espécie Mikania cordifolia distribui-se por toda a América e é amplamente encontrada em quase todo o território brasileiro, onde é utilizada popularmente contra mordidas de serpentes. Extratos metanólicos e diclorometânicos preparados a partir e M. cordifolia Robinson coletadas em quatro locais diferentes do Brasil foram submetidos à extração líquido-líquido e os extratos hexânicos e resíduos obtidos nesta etapa foram analisados para a pesquisa de triterpenóides por cromatografia em fase gasosa. Os espécimes coletados em Ribeirão Preto-SP e São Carlos-SP apresentaram os triterpenóides beta-amirina, lupeol, lupenona, acetato de alfa-amirina, acetato de beta-amirina, acetato de lupeol, acetato de taraxasterol, campesterol e beta-sitosterol na suas composições. Além destes trierpenóides, o espécime de Campos de Jordão-SP apresentou 11-oxours-12-eno, 11-oxoolean-12-eno e acetato de taraxerol e, o de Monte verde-MG, epitaraxerol e acetato de taraxerol. A friedelina foi observada apenas nas amostras de Ribeirão Preto-SP e São Carlos-SP.