Phallusiasterol C, A New Disulfated Steroid from the Mediterranean Tunicate Phallusia fumigata.
A new sulfated sterol, phallusiasterol C (1), has been isolated from the Mediterranean ascidian Phallusia fumigata and its structure has been determined on the basis of extensive spectroscopic (mainly 2D NMR) analysis. The possible role in regulating the pregnane X receptor (PXR) activity of phallusiasterol C has been investigated; although the new sterol resulted inactive, this study adds more items to the knowledge of the structure-PXR regulating activity relationships in the case of sulfated steroids.
The NeaNat Group, Department of Pharmacy, University of Naples "Federico II", Via D. Montesano 49, Napoli 80131, Italy. cimperat@unina.it.
Concetta
C
Imperatore
The NeaNat Group, Department of Pharmacy, University of Naples "Federico II", Via D. Montesano 49, Napoli 80131, Italy. maria.senese@unina.it.
Maria
M
Senese
The NeaNat Group, Department of Pharmacy, University of Naples "Federico II", Via D. Montesano 49, Napoli 80131, Italy. aiello@unina.it.
Anna
A
Aiello
The NeaNat Group, Department of Pharmacy, University of Naples "Federico II", Via D. Montesano 49, Napoli 80131, Italy. pluciano@unina.it.
Paolo
P
Luciano
Department of Surgical and Biomedical Sciences, Faculty of Medicine, University of Perugia, Via Gambuli 1, S. Andrea delle Fratte, Perugia 06132, Italy. fiorucci@unipg.it.
Stefano
S
Fiorucci
Department of Surgical and Biomedical Sciences, Faculty of Medicine, University of Perugia, Via Gambuli 1, S. Andrea delle Fratte, Perugia 06132, Italy. claudiodamore1983@gmail.com.
Claudio
C
D'Amore
Department of Surgical and Biomedical Sciences, Faculty of Medicine, University of Perugia, Via Gambuli 1, S. Andrea delle Fratte, Perugia 06132, Italy. adriana.carino@hotmail.it.
Adriana
A
Carino
The NeaNat Group, Department of Pharmacy, University of Naples "Federico II", Via D. Montesano 49, Napoli 80131, Italy. mlmenna@unina.it.
Marialuisa
M
Menna
D000818:Animals; D045744:Cell Line, Tumor; D056945:Hep G2 Cells; D006801:Humans; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D000077297:Pregnane X Receptor; D011987:Receptors, Steroid / Q000378:metabolism; D013256:Steroids / Q000737:chemistry* / Q000494:pharmacology; D013261:Sterols / Q000737:chemistry / Q000494:pharmacology; D014561:Urochordata / Q000737:chemistry*
D000077297:Pregnane X Receptor; D011987:Receptors, Steroid; D013256:Steroids; D013261:Sterols
PXR modulator; Phallusia fumigata; nuclear receptors; structure elucidation; sulfated sterol; tunicates