The chelation of metal ions by the acylpolyamine toxins from the web-spider Nephilengys cruentata: effects in the intoxication/detoxification of preys

Orb-web-spiders present a series of different strategies for prey capture, involving the use of different types of silk for web building, the use of adhesive traps in the webs, the secretion of toxic compounds to the spider's preys in the adhesive coating of the capture web and the biosynthesis of a wide range of structurally related acylpolyamine toxins in their venoms. The polyamine toxins usually block neuromuscular junctions and/or the central nervous system (CNS) of Arthropods, targeting specially the ionotropic glutamate receptors; this way these toxins are used are as chemical weapons to kill / paralyze the spider's prey. Polyamine toxins contain many azamethylene groups involved with the chelation of metal ions, which in turn can interact with the glutamate receptors, affecting the toxicity of these toxins. It was demonstrated that the chelation of Ni+2, Fe+2, Pb+2, Ca+2 and Mg+2 ions by the desalted crude venom of Nephilengys cruentata and by the synthetic toxin JSTX-3, did not cause any significant change in the toxicity of the acylpolyamine toxins to the model-prey insect (honeybees). However, it was also reported that the chelation of Zn+2 ions by the acylpolyamines potentiated the lethal / paralytic action of these toxins to the honeybees, while the chelation of Cu+2 ions caused the inverse effect. Atomic absorption spectrometry and Plasma-ICP analysis both of N.cruentata venom and honeybee's hemolymph revealed that the spider's venom concentrates Zn+2 ions, while the honeybee's hemolymph concentrates Cu+2 ions. These results are suggesting that the natural accumulation of Zn+2 ions in N. cruentata venom favors the prey catching and/or its maintenance in the web, while the natural accumulation of Cu+2 ions in prey's hemolymph minimizes the efficiency of the acylpolyamine toxins as killing/paralyzing tool.

POLIAMINAS E ATIVIDADE da PEROXIDASE em FEIJÃO (Phaseolus vulgaris L.) CULTIVADO SOB ESTRESSE SALINO

O teor de poliaminas (putrescina, espermidina e espermina) e a atividade enzimática da peroxidase (EC 1.11.1.7) foram determinados em plantas de Phaseolus vulgaris L. cv Carioquinha, após terem sido submetidas a estresse salino (50 e 100 mM de NaCl). Foram observadas alterações nos teores das poliaminas, principalmente putrescina, que aumentou com o tempo e a concentração de NaCl. Também ocorreu aumento na atividade da peroxidase em ambas concentrações de NaCl utilizadas. Os resultados mostraram alterações no metabolismo de poliaminas e peroxidases nas plantas de feijão cultivadas em meio salino.

A natural combinatorial chemistry strategy in acylpolyamine toxins from Nephilinae orb-web spiders

The present study shows how nature combined a small number of chemical building blocks to synthesize the acylpolyamine toxins in the venoms of Nephilinae orb-web spiders. Considering these structures in four parts, it was possible to rationalize a way to represent the natural combinatorial chemistry involved in the synthesis of these toxins: an aromatic moiety is connected through a linker amino acid to a polyamine chain, which in turn may be connected to an optional tail. The polyamine chains were classified into seven subtypes (from A to G) depending on the way the small chemical blocks are combined. These polyamine chains may be connected to one of the three possible chromophore moieties: 2,4-dihydroxyphenyl acetic acid, or 4-hydroxyindole acetic acid, or even with the indole acetic group. The connectivity between the aryl moiety and the polyamine chain is usually made through an asparagine residue; optionally a tail may be attached to the polyamine chain; nine different types of tails were identified among the 72 known acylpolyamine toxin structures. The combinations of three chromophores, two types of amino acid linkers, seven sub-types of polyamine backbone, and nine options of tails results in 378 different structural possibilities. However, we detected only 91 different toxin structures, which may represent the most successful structural trials in terms of efficiency of prey paralysis/death.

Organic and conventional fertilisation procedures on the nitrate, antioxidants and pesticide content in parts of vegetables

Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)

Efeito de poliaminas exógenas no crescimento inical in vitro e nos teores de fenóis, poliaminas e atividade da peroxidase em Aloe vera (L.) Burm.

Lateral shoots of the Aloe vera (L.) Burm. cultivated in vitro, without addition vegetal regulators, for 90 days, were inoculated in MS culture-medium, containing or not spermine and/or spermidine. After 30 days of cultivation, the plants were submitted to biochemical analysis together with micropropagated plants - that were under in vitro cultivation for 90 days - (denominated as characterization), and matrix plants (in vivo). The levels of free polyamines, total phenols, total flavonoids, and the activity of peroxidase were evaluated in the biochemical analyses. The exogenous application of spermidine have promoted large number of shoots. Spermidine and spermine have promoted, when associated, an increase in the number of shoots as well as an increase of the contents of putrescine and and flavonoids. The putrescine has presented the most significant alterations, enabling to be utilized as marker of morphogenesis in the micropropagated Aloe vera. Tissues under active growth have presented high activity of peroxidase as well as those with greater rate of oxidation. In these tissues, there were noticed also higher contents of total flavonoids, indicating the need of antioxidative compounds. The action of polyamines jointly tseemed to be benefic for the shooting of micropropagated Aloe vera.

The acylpolyamines from spider venoms

Acylpolyamines are low molecular mass toxins occurring exclusively in the venoms from solitary wasps and some groups of spiders. Their chemical structures have been elucidated using hyphenated techniques of mass spectrometry, such as LC-MS and MS/MS, or through direct analysis with different types of NMR analyses. The chemical structures of the acylpolyamine toxins from the venoms of Nephilinae orb-web spiders appear to be organized into four parts based on the combinatorial way that the chemical building blocks are bound to each other. An aromatic moiety (part I) is connected through a linker amino acid (part II) to a polyamine chain (part III), which in turn may be connected to an optional tail (part IV). The polyamine chains were classified into seven subtypes according to the different combinations of chemical building blocks. These polyamine chains, in turn, are connected to one of three chromophore moieties: a 2,4-dihydroxyphenyl acetyl group, a 4-hydroxyindolyl acetyl group, or an indolyl acetyl group. They may be connected through an asparagine residue or sometimes through the dipeptide ornithyl asparagine. Also, nine different types of backbone tails may be attached to the polyamine chains. These toxins are noncompetitive blockers of ionotropic glutamate receptors with neuroprotective action against the neuronal death and antiepileptic effect. Thus, compounds of this class of spider venom toxin seem to represent interesting molecular models for the development of novel neuropharmaceutical drugs. © 2012 Elsevier B.V. All rights reserved.

Estudo da relação estrutura/atividade para as ações neurotóxica/neuroprotetora das acilpoliaminotoxinas NSTX-3 e JSTX-3 em sistema nervoso central de ratos

Pós-graduação em Ciências Biológicas (Biologia Celular e Molecular) - IBRC

Teores de glicina betaína no sistema radicular de genótipos de guandu sob efeito do estresse salino associado à poliamina exógena

Pós-graduação em Agronomia (Genética e Melhoramento de Plantas) - FCAV

Putrescina exógena em sementes de guandu sob estresse hídrico e salino

Pós-graduação em Agronomia (Produção Vegetal) - FCAV

Antioxidante em vegetais pós-colheira de origem orgânica

Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)

Enraizamento de Eucalyptus grandis x Eucalyptus urophylla pela ação de peróxido de hidrogênio, quercetina e ácido indolbutírico

Pós-graduação em Ciências Biológicas (Botânica) - IBB

Crescimento e conteúdo de prolina em plântulas de guandu submetidas a estresse osmótico e à putrescina exógena

O objetivo deste trabalho foi verificar o efeito da aplicação da poliamina putrescina no acúmulo de prolina e no crescimento inicial de plântulas de guandu cultivadas sob estresse hídrico ou salino, e avaliar se esta poliamina pode ser usada como atenuadora desses estresses. Sementes de duas cultivares de guandu, BRS Mandarim e Caqui, foram germinadas em caixas gerbox forradas com papel de filtro umedecido com 0,0, -0,2, -0,3, -0,4, -0,5 MPa de PEG 6000 ou 0, 20, 40, 60, 80 e 120 mmol L-1 de NaCl, na ausência (0 mmol L-1) ou na presença (0,5 mmol L-1) de putrescina. Utilizou-se o delineamento inteiramente casualizado, em arranjo fatorial 2x5x2 e 2x6x2 (duas cultivares, cinco níveis de deficiência hídrica ou seis níveis de estresse salino, e presença ou ausência de putrescina), com quatro repetições. O crescimento das plântulas é acentuadamente reduzido pelas condições de restrição hídrica e salinidade. A putrescina exógena incrementa, sob ambos os estresses, os teores de prolina nas plântulas de guandu, especialmente na cultivar BRS Mandarin, e atenua os efeitos da deficiência hídrica moderada nas cultivares estudadas. Os estresses de restrição hídrica e de salinidade causam acúmulo de prolina na parte aérea e nas raízes de ambas as cultivares. A prolina pode ser considerada um bom indicador bioquímico e fisiológico desses estresses em plântulas de guandu.

Ozonated water and chlorine effects on the antioxidant properties of organic and conventional broccoli during postharvest

There is growing interest in studies on sanitizers other than chlorine that can maintain the quality of organic products without affecting their phytochemical content. The effects of using chlorinated and ozonized water treatments, as sanitizing procedures, on the post-harvest quality of organic and conventional broccoli (Brassica oleracea L.) cv. Italica was evaluated. The biochemical parameters (chlorophyll, polyphenols, flavonoids, vitamin C and antioxidant capacity) of the broccoli samples were analyzed at day (C) (arrival of the plant from the field, original features), and 1, 4 and 7 days after harvest. The polyamine analysis was performed on arrival of the plant from the field and on the first and seventh days. The cultivation procedure influenced polyphenol, vitamin C and total chlorophyll content, and the highest value was observed in organic broccoli after the fourth day. Flavenoid content was higher in organic broccoli. The use of ozone appears not to have had an influence on the amount of polyphenolic, flavonoids and vitamin C during storage. Total chlorophyll content was less affected by ozonized water than by the chlorine treatment as at the first and fourth days of storage. The highest content of putrescine was found in conventional broccoli, while the highest levels of spermidine and spermine were found in organic broccoli. Antioxidant capacity was highest in organic broccoli after day 4 of storage and was affected by the bioactive compounds analyzed. Methods of cultivation influenced natural antioxidant and chlorophyll contents in broccoli under cold storage.

eIF5A has a function in the cotranslational translocation of proteins into the ER

Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)

Polyamines in tomato plants grown during an incidence of tospovirus exposure

Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)