Cytotoxic meroterpenoids from the macroalga Cystoseira abies-marina

•Four new terpenoids were isolated from Cystoseira abies-marina.•Two are tetraprenyltoluquinols (cystoazorols A and B).•Another two are a pair of meronorsesquiterpene isomers (cystoazorones A and B).•Cystoazorol A was the most active against HeLa mainly in log phase of growth.•Cystoazorols A and B s...

Full description

Saved in:
Bibliographic Details
Published in:Phytochemistry letters 2013-11, Vol.6 (4), p.593-597
Main Authors: Gouveia, Vera L.M., Seca, Ana M.L., Barreto, M. Carmo, Neto, Ana I., Kijjoa, Anake, Silva, Artur M.S.
Format: Article
Language:English
Subjects:
antioxidant activity
antioxidants
benzoic acid
Cystoseira
Cystoseira abies-marina
Cytotoxicity
macroalgae
Meroditerpenes
Meronorsesquiterpenes
nuclear magnetic resonance spectroscopy
paclitaxel
Phaeophyceae
spectral analysis
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:•Four new terpenoids were isolated from Cystoseira abies-marina.•Two are tetraprenyltoluquinols (cystoazorols A and B).•Another two are a pair of meronorsesquiterpene isomers (cystoazorones A and B).•Cystoazorol A was the most active against HeLa mainly in log phase of growth.•Cystoazorols A and B showed significant antioxidant effect. Two new meronorsesquiterpenes (cystoazorones A and B) and two new meroditerpenes (cystoazorols A and B), along with benzoic acid were isolated from the brown macroalga Cystoseira abies-marina. The structures of the new compounds were established by 1D and 2D NMR as well as HRMS spectral analysis. The in vitro cytotoxicity and antioxidant activity of the isolated compounds were also evaluated. Cystoazorones A and B, and cystoazorol A exhibited in vitro growth inhibitory activity against HeLa cells. The HeLa cell line in log phase was found to be more sensitive to cystoazorol A than when it was in lag phase. Cystoazorol A also showed a selectivity index higher than taxol, which was used as a positive control. Cystoazorols A and B were found to be the strongest antioxidants among the compounds tested.
ISSN:1874-3900
1876-7486
DOI:10.1016/j.phytol.2013.07.012