Literature DB >> 25950201

Gambierone, a Ladder-Shaped Polyether from the Dinoflagellate Gambierdiscus belizeanus.

Inés Rodríguez1, Grégory Genta-Jouve2, Carmen Alfonso3, Kevin Calabro4, Eva Alonso1, Jon A Sánchez1, Amparo Alfonso1, Olivier P Thomas4, Luis M Botana1.   

Abstract

A new natural product named gambierone (1) was isolated from the cultured dinoflagellate Gambierdiscus belizeanus. The structure of this compound features an unprecedented polyether skeleton and an unusual right-hand side chain. Its relative configuration was fully determined by interpretation of ROESY experiment and comparison between experimental and theoretical NMR data. Although the succession of cycles has no chemical similarity with ciguatoxins, 1 has a molecular formula and biological activity similar to those of CTX-3C, although much lower in intensity.

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Year:  2015        PMID: 25950201     DOI: 10.1021/acs.orglett.5b00902

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  24 in total

1.  Production and stability of Oxygen-18 labeled Caribbean ciguatoxins and gambierones.

Authors:  Elizabeth M Mudge; Juris Meija; Silvio Uhlig; Alison Robertson; Pearse McCarron; Christopher O Miles
Journal:  Toxicon       Date:  2022-03-14       Impact factor: 3.035

Review 2.  Current Trends and New Challenges in Marine Phycotoxins.

Authors:  Maria Carmen Louzao; Natalia Vilariño; Carmen Vale; Celia Costas; Alejandro Cao; Sandra Raposo-Garcia; Mercedes R Vieytes; Luis M Botana
Journal:  Mar Drugs       Date:  2022-03-08       Impact factor: 5.118

3.  Maitotoxin-4, a Novel MTX Analog Produced by Gambierdiscus excentricus.

Authors:  Francesco Pisapia; Manoëlla Sibat; Christine Herrenknecht; Korian Lhaute; Greta Gaiani; Pierre-Jean Ferron; Valérie Fessard; Santiago Fraga; Silvia M Nascimento; R Wayne Litaker; William C Holland; Catherine Roullier; Philipp Hess
Journal:  Mar Drugs       Date:  2017-07-11       Impact factor: 5.118

4.  Recent Trends in Marine Phycotoxins from  Australian Coastal Waters.

Authors:  Penelope Ajani; D Tim Harwood; Shauna A Murray
Journal:  Mar Drugs       Date:  2017-02-09       Impact factor: 5.118

5.  Structure Elucidation and Biological Evaluation of Maitotoxin-3, a Homologue of Gambierone, from Gambierdiscus belizeanus.

Authors:  Andrea Boente-Juncal; Mercedes Álvarez; Álvaro Antelo; Inés Rodríguez; Kevin Calabro; Carmen Vale; Olivier P Thomas; Luis M Botana
Journal:  Toxins (Basel)       Date:  2019-02-01       Impact factor: 4.546

6.  Cytotoxic Sesquiterpenoid Quinones and Quinols, and an 11-Membered Heterocycle, Kauamide, from the Hawaiian Marine Sponge Dactylospongia elegans.

Authors:  Ram P Neupane; Stephen M Parrish; Jayanti Bhandari Neupane; Wesley Y Yoshida; M L Richard Yip; James Turkson; Mary Kay Harper; John D Head; Philip G Williams
Journal:  Mar Drugs       Date:  2019-07-19       Impact factor: 5.118

7.  Development of a quantitative PCR assay for the detection and enumeration of a potentially ciguatoxin-producing dinoflagellate, Gambierdiscus lapillus (Gonyaulacales, Dinophyceae).

Authors:  Anna Liza Kretzschmar; Arjun Verma; Gurjeet Kohli; Shauna Murray
Journal:  PLoS One       Date:  2019-11-15       Impact factor: 3.240

8.  Acute Toxicity of Gambierone and Quantitative Analysis of Gambierones Produced by Cohabitating Benthic Dinoflagellates.

Authors:  J Sam Murray; Sarah C Finch; Jonathan Puddick; Lesley L Rhodes; D Tim Harwood; Roel van Ginkel; Michèle R Prinsep
Journal:  Toxins (Basel)       Date:  2021-05-05       Impact factor: 4.546

Review 9.  Yessotoxin, a Promising Therapeutic Tool.

Authors:  Amparo Alfonso; Mercedes R Vieytes; Luis M Botana
Journal:  Mar Drugs       Date:  2016-01-28       Impact factor: 5.118

Review 10.  Ladder-Shaped Ion Channel Ligands: Current State of Knowledge.

Authors:  Yuri B Shmukler; Denis A Nikishin
Journal:  Mar Drugs       Date:  2017-07-20       Impact factor: 5.118

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