Química Nova (Jan 2012)

Aplysfistularine: a novel dibromotyrosine derivative isolated from Aplysina fistularis

  • Narlize Silva Lira,
  • Rubens L. Monte-Neto,
  • João Guilherme B. Marchi,
  • Antônio Cláudio da Silva Lins,
  • Josean Fechine Tavares,
  • Marcelo Sobral da Silva,
  • Celidarque da Silva Dias,
  • José Maria Barbosa-Filho,
  • Creusioni Figueredo dos Santos,
  • Emídio Vasconcelos Leitão da Cunha,
  • Ulisses dos Santos Pinheiro,
  • Raimundo Braz-Filho

DOI
https://doi.org/10.1590/S0100-40422012001100017
Journal volume & issue
Vol. 35, no. 11
pp. 2189 – 2193

Abstract

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The new dibromotyrosine derivative 3,5-dibromo-4-[3'dimethylamonium]propoxyphenyl]-N,N,N-trimethylethanamonium, here referred to as aplysfistularine (1), was isolated from the marine sponge Aplysina fistularis along with 2-(3,5-dibromo-4methoxyphenyl)-N,N,N-trimethylethanamonium (2), aplysterol (3) and 24,28-didehydroaplysterol (4). Their identification was performed by mass spectrometry, infrared, ¹H and 13C NMR, and by comparison with literature data. Compound 2 and the mixture of 3 and 4 were tested in vitro (inhibitory activity) with supercoiled DNA relaxation techniques, and showed inhibitory activity on human DNA topoisomerase II-α. Compound 1 was not tested due to paucity of the material.

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