Structure determination of a tetrahydro-beta-carboline of arthropod origin: A novel alkaloid-toxin subclass from the web of spider Nephila clavipes

The orb-web spiders are polyphagous animals in which the web plays a very important role in the capture of preys; oily droplets usually cover the capture-web of the spider Nephila clavipes and seem to be of great importance for prey capture. The knowledge of the chemical composition of these droplets is necessary to understand the function of this adhesive material in web mechanics and prey capture. A novel subclass of spider toxins, tetrahydro-beta-carboline, was identified among the weaponry of compounds present inside of oily droplets. This type of alkaloid is not common among the natural compounds of spider toxins. Apparently, when the prey arthropods get caught by the spider web, their bodies are covered with many adhesive oily droplets, which disrupt delivering the tetrahydro-beta-carboline to the direct contact with the prey integument. Toxicity assays demonstrated a potent lethal effect of the alkaloid toxin to the spider preys; topical applications of the teirahydro-beta-carboline at first caused clear signs of neurotoxicity, followed by the death of preys. The structure of the major component, a tetrahydro-beta-carboline, among the alkaloid toxins was elucidated by means of UV spectrophotometry, ESI mass spectrometry, H-1-NMR spectroscopy, and high-resolution mass spectrometry. The structure of the natural toxin was determined as 1-(2-guanidinoethyl)-1,2,3,4-tetrahydro-6-hydroxymethyl)-beta-carboline; the investigation of the pharmacological properties and neurotoxic actions of this compound may be used in the future as reference for the development of new drugs to be applied at level of pest control in agriculture.

Structure determination of hydroxytrypargine: A new tetrahydro-beta-carboline toxin from the venom of the spider Parawixia bistriata

A new, highly active tetrahydro-p-carboline toxin from the spider Parawixia bistriata, the most-common species of social spider occurring in Brazil, was isolated. The new toxin was identified as 1,2,3,4-tetrahydro-6-hydroxy-beta-carboline (= N-[3-(2,3,4,9-tetrahydro-6-hydroxy-1H-pyrido[3,4-b]indol-1-yl)propyl]guanidine; 3). This type of alkaloid, not common among spider toxins, was found to be the most-potent constituent of the spider's chemical weaponry to kill prey. When P bistriata catch arthropods in their web, they apparently attack their prey in groups of many individuals injecting their venoms. In vivo toxicity assays with 3 demonstrated a potent lethal effect to honeybees, giving rise to clear neurotoxic effects (paralysis) before death. The compound's toxicity (LD50 value) was determined to be ca. 8 ng/g of honeybee. The investigation of the pharmacological properties and neurotoxic actions of 3 may be used in the future for the development of new drugs to be applied for pest control in agriculture.

Chemical control of pilea microphylla in euterpe oleraceae nurseries with oxyfluorfen

The açai palm is a Brazilian native species and economically important, grown for the hearts of palm and fruit extraction, as well as the seedling production for ornamental purposes. The weed control is one of the concerns observed in seedling production, which has the artillery plant (Pilea microphylla) with the major and widespread occurrence. Thus, the aim of this trial was to evaluate the selectivity and efficacy of oxyfluorfen in artillery plant control in açai (Euterpe oleracea) seedlings. The experimental design was completely randomized. The treatments were arranged in a 2 x 3 factorial scheme, using 2 types of herbicide application: broadcast spraying (sprayed over total area) and spot spraying (directed to the target) and 3 oxyfluorfen dosages (0, 72 and 144 g of active ingredient ha-1) with four replications. Each experimental unit consisted by one açai palm pot infested by artillery plant. They ere visually evaluated for seedling toxicity and the weed control percentage, at 7, 15, 30, 45 and 60 days after application (DAA). There was 100% control of artillery plant from 15 to 60 DAA for the two tested dosages, regardless of application type. However, 100% control was observed at 7 days, using 1.5 L ha-1 in the spot type. The effects of phytotoxicity from 30 to 60 days was moderate, regardless the application method or dosage.

Um parágrafo de história na literatura francesa: a representação do Caso Dreyfus em L'Île des pingouins, de Anatole France

Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)