Pachychalines A-C: Novel 3-alkylpyridinium salts from the marine sponge Pachychalina sp.

Rémi Laville; Olivier P. Thomas; Fabrice Berrue; Fernando Reyes; Philippe Amade

doi:10.1002/ejoc.200700741

Pachychalines A-C: Novel 3-alkylpyridinium salts from the marine sponge Pachychalina sp.

Rémi Laville
, Olivier P. Thomas
, Fabrice Berrue
, Fernando Reyes
, Philippe Amade

Université Nice Sophia Antipolis
PharmaMar S.A.

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

21 Citations (Scopus)

Abstract

Three 3-alkylpyridinium salts, pachychalines A (1), B (2) and C (3), were isolated from the Caribbean marine sponge Pachychalina sp. (order Haplosclerida). They are the first examples of 3-(aminoalkyl)pyridinium salts. Their chemical structures were elucidated by NMR spectroscopy and detailed ESI HRMS-MS analysis. The total synthesis of 1 allowed the confirmation of the unusual C-C connection between both pyridinium moieties.

Original language	English
Pages (from-to)	121-125
Number of pages	5
Journal	European Journal of Organic Chemistry
Issue number	1
DOIs	https://doi.org/10.1002/ejoc.200700741
Publication status	Published - 2008
Externally published	Yes

Keywords

Alkaloids
Marine sponge
Natural products
Pyridinium salts

Access to Document

10.1002/ejoc.200700741

Cite this

@article{491c1dd2861442499cff9ecb21916092,

title = "Pachychalines A-C: Novel 3-alkylpyridinium salts from the marine sponge Pachychalina sp.",

abstract = "Three 3-alkylpyridinium salts, pachychalines A (1), B (2) and C (3), were isolated from the Caribbean marine sponge Pachychalina sp. (order Haplosclerida). They are the first examples of 3-(aminoalkyl)pyridinium salts. Their chemical structures were elucidated by NMR spectroscopy and detailed ESI HRMS-MS analysis. The total synthesis of 1 allowed the confirmation of the unusual C-C connection between both pyridinium moieties.",

keywords = "Alkaloids, Marine sponge, Natural products, Pyridinium salts",

author = "R{\'e}mi Laville and Thomas, \{Olivier P.\} and Fabrice Berrue and Fernando Reyes and Philippe Amade",

year = "2008",

doi = "10.1002/ejoc.200700741",

language = "English",

pages = "121--125",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley-VCH Verlag",

number = "1",

}

TY - JOUR

T1 - Pachychalines A-C

T2 - Novel 3-alkylpyridinium salts from the marine sponge Pachychalina sp.

AU - Laville, Rémi

AU - Thomas, Olivier P.

AU - Berrue, Fabrice

AU - Reyes, Fernando

AU - Amade, Philippe

PY - 2008

Y1 - 2008

N2 - Three 3-alkylpyridinium salts, pachychalines A (1), B (2) and C (3), were isolated from the Caribbean marine sponge Pachychalina sp. (order Haplosclerida). They are the first examples of 3-(aminoalkyl)pyridinium salts. Their chemical structures were elucidated by NMR spectroscopy and detailed ESI HRMS-MS analysis. The total synthesis of 1 allowed the confirmation of the unusual C-C connection between both pyridinium moieties.

AB - Three 3-alkylpyridinium salts, pachychalines A (1), B (2) and C (3), were isolated from the Caribbean marine sponge Pachychalina sp. (order Haplosclerida). They are the first examples of 3-(aminoalkyl)pyridinium salts. Their chemical structures were elucidated by NMR spectroscopy and detailed ESI HRMS-MS analysis. The total synthesis of 1 allowed the confirmation of the unusual C-C connection between both pyridinium moieties.

KW - Alkaloids

KW - Marine sponge

KW - Natural products

KW - Pyridinium salts

UR - https://www.scopus.com/pages/publications/38049079695

U2 - 10.1002/ejoc.200700741

DO - 10.1002/ejoc.200700741

M3 - Article

AN - SCOPUS:38049079695

SN - 1434-193X

SP - 121

EP - 125

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 1

ER -

Pachychalines A-C: Novel 3-alkylpyridinium salts from the marine sponge Pachychalina sp.

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this