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J Nat Prod ; 59(10): 921-6, 1996 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-8904841

RESUMO

Six glycosides have been identified from the nematode Ascaris suum. The glycon part of all six glycosides is alpha L-3,6-dideoxymannose, previously known as ascarylose. The major components (4 and 5) and the minor components (8 and 9) have been shown by NMR and electrospray MS to involve a mixture of two homologous aglycons: the 2, omega-1 diols of hentriacontane and tritriacontane. Compounds 4 and 5 are glycosylated on only one of the hydroxy groups, while 8 and 9 are glycosylated on both. These compounds resemble ascarosides B and C previously isolated from Parascaris equorum. However, these aglycons are reported to be based on the 2,6-diol of hentriacontane. Compounds 6 and 7 are based on 2-hydroxy-nonacosane and 2-hydroxy-28-methylnonacosane glycosylated at C-2 with the same sugar. Although 6 and 7 are related to ascaroside A, previously isolated from P. equorum, these earlier reports suggest the chain in ascaroside A to be unbranched.


Assuntos
Antinematódeos/química , Ascaris suum/química , Glicosídeos/química , Animais , Antinematódeos/isolamento & purificação , Sequência de Carboidratos , Cromatografia Líquida de Alta Pressão , Cromatografia em Camada Fina , Glicosídeos/isolamento & purificação , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Conformação Molecular , Dados de Sequência Molecular
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