New erythritol derivatives from the fertile form of Roccella montagnei.

Abstract:

:Chemical investigation of the methanol extract of the fertile form of Roccella montagnei collected in Vietnam afforded twelve secondary metabolites, including five new montagnetol derivatives, orsellinylmontagnetols A-D and a furanyl derivative together with seven known compounds. Their chemical structures were elucidated by analysis of 1D and 2D NMR and high resolution mass spectroscopic data. The relative stereochemistry of two chiral centers (C-2 and C-3) of orsellinylmontagnetols A and B was elucidated by comparison of their coupling constants and the specific rotation with those reported in the literature while the absolute stereochemistry was determined by the application of a modified Mosher method for the hydroxy group at C-3. The absolute configuration (2R,3S) of the butanetetraol moiety of these compounds is in accordance with that of erythrin, a recognized chemotaxonomic marker of the genus Roccella. Five of these compounds were evaluated for their cytotoxic activities against four cancer cell lines. Only orsellinylmontagnetol A exerted a moderate activity against MCF-7 cell line with an IC50 value of 68.39 ± 3.46 μM.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Duong TH,Huynh BLC,Chavasiri W,Chollet-Krugler M,Nguyen VK,Nguyen THT,Hansen PE,Le Pogam P,Thüs H,Boustie J,Nguyen KPP

doi

10.1016/j.phytochem.2017.02.012

subject

Has Abstract

pub_date

2017-05-01 00:00:00

pages

156-164

eissn

0031-9422

issn

1873-3700

pii

S0031-9422(17)30054-7

journal_volume

137

pub_type

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