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http://acervodigital.unesp.br/handle/11449/19732
- Title:
- Monoamine oxidase inhibitory activities of indolylalkaloid toxins from the venom of the colonial spider Parawixia bistriata: Functional characterization of PwTX-I
- Universidade Estadual Paulista (UNESP)
- Universidade de São Paulo (USP)
- Fundação Ezequiel Dias (FUNED)
- Universidade Estadual de Campinas (UNICAMP)
- 0041-0101
- Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
- Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
- Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
- Financiadora de Estudos e Projetos (FINEP)
- FAPESP: 04/07942-2
- FAPESP: 06/50158-6
- FAPESP: 06/57122-7
- Colonial spiders evolved a differential prey-capture behaviour in concert with their venom chemistry, which may be a source of novel drugs. Some highly active tetrahydro-beta-carboline (TH beta C) toxins were recently isolated from the venom of the colonial spider Parawixia bistriata; the spiders use these toxins as part of their chemical arsenal to kill and/or paralyze preys. The major TH beta C compound isolated from this venom was identified as 6-hydroxytrypargine, also known as PwTX-I. Most natural compounds of animal origin occur in low abundance, and the natural abundance of PwTX-I is insufficient for complete functional characterization. Thus, PwTx-I was synthesized using a Pictet-Spengler condensation strategy, and the stereoisomers of the synthetic toxin were separated by chiral chromatography. The fraction of venom containing a mixture of three natural TH beta C toxins and enantiomers of PwTx-I were analyzed for inhibition of monoamine oxidase (MAO)-A and -B and for toxicity to insects. We reveal that the mixture of the natural TH beta C toxins, as well as the enantiomers of PwTx-I, were non-competitive inhibitors of MAO-A and MAO-B and caused potent paralysis of honeybees. The (-)-PwTX-I enantiomer is 2-fold more potent than the (+)-PwTX-I enantiomer in the assays performed. (C) 2009 Elsevier Ltd. All rights reserved.
- 1-Nov-2009
- Toxicon. Oxford: Pergamon-Elsevier B.V. Ltd, v. 54, n. 6, p. 717-724, 2009.
- 717-724
- Pergamon-Elsevier B.V. Ltd
- Spider venom
- Parawixiatoxin
- Indoylalkaloid
- Chiral chromatography
- Monoamine oxidase
- http://dx.doi.org/10.1016/j.toxicon.2009.05.027
- Acesso restrito
- outro
- http://repositorio.unesp.br/handle/11449/19732
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