Chalinulasterol, a chlorinated steroid disulfate from the Caribbean sponge Chalinula molitba. Evaluation of its role as PXR receptor modulator.

Teta, Roberta; Della Sala, Gerardo; Renga, Barbara; Mangoni, Alfonso; Fiorucci, Stefano; Costantino, Valeria

Teta, Roberta; Della Sala, Gerardo; Renga, Barbara; Mangoni, Alfonso; Fiorucci, Stefano; Costantino, Valeria.

Afiliação

Teta R; The NeaNat Group, Department of Chemistry of Natural Products, University of Naples Federico II, Via D. Montesano 49, 80131 Napoli, Italy.
Della Sala G; The NeaNat Group, Department of Chemistry of Natural Products, University of Naples Federico II, Via D. Montesano 49, 80131 Napoli, Italy.
Renga B; Department of Clinical and Experimental Medicine, University of Perugia, Via Gerardo Dottori 1, S. Andrea delle Fratte, 06132 Perugia, Italy.
Mangoni A; The NeaNat Group, Department of Chemistry of Natural Products, University of Naples Federico II, Via D. Montesano 49, 80131 Napoli, Italy.
Fiorucci S; Department of Clinical and Experimental Medicine, University of Perugia, Via Gerardo Dottori 1, S. Andrea delle Fratte, 06132 Perugia, Italy.
Costantino V; The NeaNat Group, Department of Chemistry of Natural Products, University of Naples Federico II, Via D. Montesano 49, 80131 Napoli, Italy.

Mar Drugs ; 10(6): 1383-1390, 2012 Jun.

Article em En | MEDLINE | ID: mdl-22822379

ABSTRACT

ABSTRACT

Chalinulasterol (1) a new chlorinated sterol disulfate was isolated from the Caribbean sponge Chalinula molitba. Its structure was elucidated using mass spectrometry and NMR experiments. The possible role of chalinulasterol as modulator of the PXR nuclear receptor was investigated but, in spite of the close structural relationship with the PXR agonist solomonsterol A (2), it showed no activity. The structural requirements for the PXR nuclear receptor activity were discussed.

Assuntos

Poríferos/química; Receptores Citoplasmáticos e Nucleares/metabolismo; Receptores de Esteroides/metabolismo; Esteroides Clorados/química; Esteroides Clorados/farmacologia; Animais; Região do Caribe; Linhagem Celular Tumoral; Células Hep G2; Humanos; Espectroscopia de Ressonância Magnética/métodos; Espectrometria de Massas/métodos; Receptor de Pregnano X; Esteroides Clorados/isolamento & purificação

Palavras-chave

Chalinula molitba; PXR modulator; chlorine-containing steroid; sterol sulfate; structure elucidation

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Poríferos / Esteroides Clorados / Receptores de Esteroides / Receptores Citoplasmáticos e Nucleares Limite: Animals / Humans Idioma: En Ano de publicação: 2012 Tipo de documento: Article

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