Dictyotadimer A, a new dissymmetric bis-diterpene from a brown alga of the genus Dictyota

Yannick Viano; Dominique Bonhomme; Annick Ortalo-Magné; Olivier P. Thomas; Mohamed El Hattab; Louis Piovetti; Yves Blache; Gérald Culioli

doi:10.1016/j.tetlet.2010.12.095

Dictyotadimer A, a new dissymmetric bis-diterpene from a brown alga of the genus Dictyota

Yannick Viano, Dominique Bonhomme, Annick Ortalo-Magné, Olivier P. Thomas, Mohamed El Hattab, Louis Piovetti, Yves Blache, Gérald Culioli

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

13 Citations (Scopus)

Abstract

A phytochemical investigation of a Mediterranean brown alga (Dictyota sp.) led to the isolation of a novel C₄₀ bis-diterpene, named dictyotadimer A. The chemical structure of this unusual dissymmetric dimer, characterized by a C-C linkage between two different xenicane units, was elucidated by 1D and 2D NMR analyses together with HR-ESI mass spectrometry. The relative configuration of the two diterpenoid components was determined by NOESY NMR correlations and molecular modeling. A plausible biogenetic pathway of dictyotadimer A was also proposed.

Original language	English
Pages (from-to)	1031-1035
Number of pages	5
Journal	Tetrahedron Letters
Volume	52
Issue number	9
DOIs	https://doi.org/10.1016/j.tetlet.2010.12.095
Publication status	Published - 2 Mar 2011
Externally published	Yes

Keywords

C bis-diterpene
Crenulide
Dictyotaceae
Marine natural products
Phaeophyceae
Xenicane

Access to Document

10.1016/j.tetlet.2010.12.095

Cite this

@article{c1c6a9d5c0294305a0be1c264ddb3205,

title = "Dictyotadimer A, a new dissymmetric bis-diterpene from a brown alga of the genus Dictyota",

abstract = "A phytochemical investigation of a Mediterranean brown alga (Dictyota sp.) led to the isolation of a novel C40 bis-diterpene, named dictyotadimer A. The chemical structure of this unusual dissymmetric dimer, characterized by a C-C linkage between two different xenicane units, was elucidated by 1D and 2D NMR analyses together with HR-ESI mass spectrometry. The relative configuration of the two diterpenoid components was determined by NOESY NMR correlations and molecular modeling. A plausible biogenetic pathway of dictyotadimer A was also proposed.",

keywords = "C bis-diterpene, Crenulide, Dictyotaceae, Marine natural products, Phaeophyceae, Xenicane",

author = "Yannick Viano and Dominique Bonhomme and Annick Ortalo-Magn{\'e} and Thomas, \{Olivier P.\} and Hattab, \{Mohamed El\} and Louis Piovetti and Yves Blache and G{\'e}rald Culioli",

year = "2011",

month = mar,

day = "2",

doi = "10.1016/j.tetlet.2010.12.095",

language = "English",

volume = "52",

pages = "1031--1035",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "9",

}

TY - JOUR

T1 - Dictyotadimer A, a new dissymmetric bis-diterpene from a brown alga of the genus Dictyota

AU - Viano, Yannick

AU - Bonhomme, Dominique

AU - Ortalo-Magné, Annick

AU - Thomas, Olivier P.

AU - Hattab, Mohamed El

AU - Piovetti, Louis

AU - Blache, Yves

AU - Culioli, Gérald

PY - 2011/3/2

Y1 - 2011/3/2

N2 - A phytochemical investigation of a Mediterranean brown alga (Dictyota sp.) led to the isolation of a novel C40 bis-diterpene, named dictyotadimer A. The chemical structure of this unusual dissymmetric dimer, characterized by a C-C linkage between two different xenicane units, was elucidated by 1D and 2D NMR analyses together with HR-ESI mass spectrometry. The relative configuration of the two diterpenoid components was determined by NOESY NMR correlations and molecular modeling. A plausible biogenetic pathway of dictyotadimer A was also proposed.

AB - A phytochemical investigation of a Mediterranean brown alga (Dictyota sp.) led to the isolation of a novel C40 bis-diterpene, named dictyotadimer A. The chemical structure of this unusual dissymmetric dimer, characterized by a C-C linkage between two different xenicane units, was elucidated by 1D and 2D NMR analyses together with HR-ESI mass spectrometry. The relative configuration of the two diterpenoid components was determined by NOESY NMR correlations and molecular modeling. A plausible biogenetic pathway of dictyotadimer A was also proposed.

KW - C bis-diterpene

KW - Crenulide

KW - Dictyotaceae

KW - Marine natural products

KW - Phaeophyceae

KW - Xenicane

UR - https://www.scopus.com/pages/publications/79251596249

U2 - 10.1016/j.tetlet.2010.12.095

DO - 10.1016/j.tetlet.2010.12.095

M3 - Article

SN - 0040-4039

VL - 52

SP - 1031

EP - 1035

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 9

ER -

Dictyotadimer A, a new dissymmetric bis-diterpene from a brown alga of the genus Dictyota

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this