Estudo fitoquímico de Auxemma glazioviana Taub.

Resumo

Phytochemical investigation of heartwood of Auxemma glazioviana (Boraginaceae) has led to the isolation of three benzoquinones, one hydroquinone identified as: oncocalyxone A (1), oncocalyxone C (2), glazioviana A (3), glaziovianol (4) besides allantoin (5) α-bisabolol (6) and α-cadinol (7). Their structures were determined based on spectral analysis, including 2D NMR experiments. Essential oil obtained from heartwood by hydrodistillation was analyzed by GC/MS. The major constituents were identified as α-bisabolol and α-cadinol. The oil was active against larvae of dengue (Aedes aegypti ) with DL50 2.98 ppm.


Estudo fitoquímico de Auxemma glazioviana Taub.

J. Galberto M. CostaI; Hemerson I. F. MagalhãesI; Telma L. G. LemosI, * * tlemos@dqoi.ufc.br ; Otília D. L. PessoaI; Gilvandete M. PinheiroII

IDepartamento de Química Orgânica e Inorgânica, Universidade Federal do Ceará, CP 12 200, 60455-970, Fortaleza, CE

IIDepartamento de Farmácia, Universidade Federal do Ceará, Fortaleza, CE, Brasil

ABSTRACT

Phytochemical investigation of heartwood of Auxemma glazioviana (Boraginaceae) has led to the isolation of three benzoquinones, one hydroquinone identified as: oncocalyxone A (1), oncocalyxone C (2), glazioviana A (3), glaziovianol (4) besides allantoin (5) α-bisabolol (6) and α-cadinol (7). Their structures were determined based on spectral analysis, including 2D NMR experiments. Essential oil obtained from heartwood by hydrodistillation was analyzed by GC/MS. The major constituents were identified as α-bisabolol and α-cadinol. The oil was active against larvae of dengue (Aedes aegypti ) with DL50 2.98 ppm.

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Agradecimentos

Os autores agradecem as agências: CAPES, CNPq e FUNCAP pelos auxílios e bolsas concedidas.

Referências

1 Braga R. Plantas do Nordeste Especialmente do Ceará. Mossoró: Coleção Mossoroense, 1976

  • 2 Pessoa ODL, Lemos TLG. Composiçăo do óleo fixo e alantoína de Auxemma oncocalyx Revista Brasileira de Farmácia 1997; 78(1): 9-10
  • 3 Pessoa C, Silveira ER, Lemos TLG, Wetmore LA, Moraes MO, Leyva, A. Antiproliferative effects of compounds derived from plants of northeast Brazil. Phytotherapy Research 2000; 14: 187-91
  • 4 Leyva A, Pessoa C, Boogaerdt F, Sokaroski R, Lemos TLG, Wetmore LA, Huruta RR, Moraes MO. Oncocalyxones A and C, 1,4-anthracenediones from Auxemma oncocalyx: comparison with anticancer 1,9-anthracenediones. Anticancer Research. 2000; 20: 1029-32
  • 5 Ferreira MAD, Nunes ODRH, Fujimura AHY, Pessoa ODL, Lemos TLG, Viana GSB. Inhibition of platelet activation by quinones isolated from Auxemma oncocalyx Taub. Research Communications in Molecular Pathology and Pharmacology. 1999; 106: 97-07
  • 6 Santos MRG, Azevedo DC, Freitas LR, Tonholo J, Lemos TLG, Pessoa ODL. Estudo eletroquímico da OPB-2, Benzoquinona fortemente tripanossomicida. X Simpósio Brasileiro de Eletroquímica e Eletroanalítica. 27 a 30 de Outubro de 1996, Săo Carlos, SP
  • 7 Costa GM, Lemos TLG, Pessoa ODL, Monte FJQ, Braz-Filho R. Glaziovianol, a new terpenoid hydroquinone from Auxemma glazioviana Journal Natural Products 1999; 62: 1044-5
  • 8 Marques WB, Santos HS, Pessoa ODL, Braz-Filho R, Lemos TLG. Anthracene derivatives from Auxemma oncocalyx Phytochemistry. 2000; 55: 793-7
  • 9 Pessoa ODL, Lemos TLG, Carvalho MG, Braz-Filho R. Cordiachromes from Auxemma oncocalyx Phytochemistry 1995; 40: 1777-86
  • 10 Pessoa ODL, Lemos TLG, Silveira ER, Braz-Filho R. Novel cordiachromes isolated from Auxemma oncocalyx Natural Product Letters. 1993; 2: 145-50
  • 11 Adams, RP. Identification of Essential oil Components by Gas Chromatography/Mass Spectroscopy. Illinois: Allured Publishing Corporation, 1995: 351, 372

Datas de Publicação

  • Publicação nesta coleção
    05 Out 2009
  • Data do Fascículo
    2002
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