Determination of the absolute configuration and evaluation of the in vitro antitumor activity of dilospirane B

Grégory Genta-Jouve; Efstathia Ioannou; Véronique Mathieu; Céline Bruyère; Florence Lefranc; Olivier P. Thomas; Robert Kiss; Vassilios Roussis

doi:10.1016/j.phytol.2012.08.005

Determination of the absolute configuration and evaluation of the in vitro antitumor activity of dilospirane B

Grégory Genta-Jouve, Efstathia Ioannou, Véronique Mathieu, Céline Bruyère, Florence Lefranc, Olivier P. Thomas, Robert Kiss, Vassilios Roussis

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

6 Citations (Scopus)

Abstract

The absolute configuration of dilospirane B (1), a diterpene featuring a novel carbon framework recently isolated from the brown alga Dilophus spiralis, was established on the basis of theoretical calculations of its electronic circular dichroism spectra applying the time-dependent density functional theory method. Metabolite 1, evaluated for its in vitro antitumor activity against six human cancer cell lines displaying various levels of sensitivity to pro-apoptotic stimuli, exhibited growth inhibitory activity with a mean IC ₅₀ value of 66 μM. Quantitative videomicroscopy analyses indicated that 1 initially displays cytostatic effects which later become cytotoxic.

Original language	English
Pages (from-to)	747-751
Number of pages	5
Journal	Phytochemistry Letters
Volume	5
Issue number	4
DOIs	https://doi.org/10.1016/j.phytol.2012.08.005
Publication status	Published - Dec 2012
Externally published	Yes

Keywords

Absolute configuration
Antitumor activity
Dilospirane B
ECD

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.phytol.2012.08.005

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title = "Determination of the absolute configuration and evaluation of the in vitro antitumor activity of dilospirane B",

abstract = "The absolute configuration of dilospirane B (1), a diterpene featuring a novel carbon framework recently isolated from the brown alga Dilophus spiralis, was established on the basis of theoretical calculations of its electronic circular dichroism spectra applying the time-dependent density functional theory method. Metabolite 1, evaluated for its in vitro antitumor activity against six human cancer cell lines displaying various levels of sensitivity to pro-apoptotic stimuli, exhibited growth inhibitory activity with a mean IC 50 value of 66 μM. Quantitative videomicroscopy analyses indicated that 1 initially displays cytostatic effects which later become cytotoxic.",

keywords = "Absolute configuration, Antitumor activity, Dilospirane B, ECD",

author = "Gr{\'e}gory Genta-Jouve and Efstathia Ioannou and V{\'e}ronique Mathieu and C{\'e}line Bruy{\`e}re and Florence Lefranc and Thomas, \{Olivier P.\} and Robert Kiss and Vassilios Roussis",

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journal = "Phytochemistry Letters",

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T1 - Determination of the absolute configuration and evaluation of the in vitro antitumor activity of dilospirane B

AU - Genta-Jouve, Grégory

AU - Ioannou, Efstathia

AU - Mathieu, Véronique

AU - Bruyère, Céline

AU - Lefranc, Florence

AU - Thomas, Olivier P.

AU - Kiss, Robert

AU - Roussis, Vassilios

PY - 2012/12

Y1 - 2012/12

N2 - The absolute configuration of dilospirane B (1), a diterpene featuring a novel carbon framework recently isolated from the brown alga Dilophus spiralis, was established on the basis of theoretical calculations of its electronic circular dichroism spectra applying the time-dependent density functional theory method. Metabolite 1, evaluated for its in vitro antitumor activity against six human cancer cell lines displaying various levels of sensitivity to pro-apoptotic stimuli, exhibited growth inhibitory activity with a mean IC 50 value of 66 μM. Quantitative videomicroscopy analyses indicated that 1 initially displays cytostatic effects which later become cytotoxic.

AB - The absolute configuration of dilospirane B (1), a diterpene featuring a novel carbon framework recently isolated from the brown alga Dilophus spiralis, was established on the basis of theoretical calculations of its electronic circular dichroism spectra applying the time-dependent density functional theory method. Metabolite 1, evaluated for its in vitro antitumor activity against six human cancer cell lines displaying various levels of sensitivity to pro-apoptotic stimuli, exhibited growth inhibitory activity with a mean IC 50 value of 66 μM. Quantitative videomicroscopy analyses indicated that 1 initially displays cytostatic effects which later become cytotoxic.

KW - Absolute configuration

KW - Antitumor activity

KW - Dilospirane B

KW - ECD

UR - https://www.scopus.com/pages/publications/84869496453

U2 - 10.1016/j.phytol.2012.08.005

DO - 10.1016/j.phytol.2012.08.005

M3 - Article

SN - 1874-3900

VL - 5

SP - 747

EP - 751

JO - Phytochemistry Letters

JF - Phytochemistry Letters

IS - 4

ER -

Determination of the absolute configuration and evaluation of the in vitro antitumor activity of dilospirane B

Abstract

Keywords

UN SDGs

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