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Literature DB >> 10775400

New analogue of gymnodimine from a Gymnodinium species.

C O Miles¹, A L Wilkins, D J Stirling, A L MacKenzie.

Abstract

A spiroimine, gymnodimine B (1), was isolated from cells recovered by filtration from cultures of a marine dinoflagellate, Gymnodinium sp. Its structure was identified by one- and two-dimensional NMR spectroscopy and mass spectrometry. Gymnodimine B is similar in structure to gymnodimine (2) but contains an exocyclic methylene at C-17 and an allylic hydroxyl group at C-18.

Entities: Chemical Species

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Year: 2000 PMID： 10775400 DOI： 10.1021/jf991031k

Source DB: PubMed Journal: J Agric Food Chem ISSN： 0021-8561 Impact factor: 5.279

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Cited

22 in total

Review 1. The biosynthesis of polyketide metabolites by dinoflagellates.

Authors: Kathleen S Rein; Richard V Snyder
Journal: Adv Appl Microbiol Date: 2006 Impact factor: 5.086

2. Quantitative determination of gymnodimine-A by high performance liquid chromatography in contaminated clams from Tunisia coastline.

Authors: Riadh Marrouchi; Faten Dziri; Nawel Belayouni; Asma Hamza; Evelyne Benoit; Jordi Molgó; Riadh Kharrat
Journal: Mar Biotechnol (NY) Date: 2009-12-08 Impact factor: 3.619

Review 3. Synthesis and biology of cyclic imine toxins, an emerging class of potent, globally distributed marine toxins.

Authors: Craig E Stivala; Evelyne Benoit; Rómulo Aráoz; Denis Servent; Alexei Novikov; Jordi Molgó; Armen Zakarian
Journal: Nat Prod Rep Date: 2015-03 Impact factor: 13.423

4. Studies toward the synthesis of spirolide C: exploration into the formation of the 23-membered all-carbon macrocyclic framework.

Authors: Craig E Stivala; Zhenhua Gu; Lindsay L Smith; Armen Zakarian
Journal: Org Lett Date: 2012-01-19 Impact factor: 6.005

Review 5. Cyclic imine toxins from dinoflagellates: a growing family of potent antagonists of the nicotinic acetylcholine receptors.

Authors: Jordi Molgó; Pascale Marchot; Rómulo Aráoz; Evelyne Benoit; Bogdan I Iorga; Armen Zakarian; Palmer Taylor; Yves Bourne; Denis Servent
Journal: J Neurochem Date: 2017-03-21 Impact factor: 5.372

10. Accumulation, biotransformation, histopathology and paralysis in the Pacific calico scallop Argopecten ventricosus by the paralyzing toxins of the dinoflagellate Gymnodinium catenatum.

Authors: Amada Y Escobedo-Lozano; Norma Estrada; Felipe Ascencio; Gerardo Contreras; Rosalba Alonso-Rodriguez
Journal: Mar Drugs Date: 2012-05-09 Impact factor: 6.085

New analogue of gymnodimine from a Gymnodinium species.

Review 1. The biosynthesis of polyketide metabolites by dinoflagellates.

2. Quantitative determination of gymnodimine-A by high performance liquid chromatography in contaminated clams from Tunisia coastline.

Review 3. Synthesis and biology of cyclic imine toxins, an emerging class of potent, globally distributed marine toxins.

4. Studies toward the synthesis of spirolide C: exploration into the formation of the 23-membered all-carbon macrocyclic framework.

Review 5. Cyclic imine toxins from dinoflagellates: a growing family of potent antagonists of the nicotinic acetylcholine receptors.

6. Structural determinants in phycotoxins and AChBP conferring high affinity binding and nicotinic AChR antagonism.

7. Marine Toxins with Spiroimine Rings: Total Synthesis of Pinnatoxin A.

8. Total synthesis of the spirocyclic imine marine toxin (-)-gymnodimine and an unnatural C4-epimer.

9. Enantioselective total synthesis of the marine toxin (-)-gymnodimine employing a Barbier-type macrocyclization.

10. Accumulation, biotransformation, histopathology and paralysis in the Pacific calico scallop Argopecten ventricosus by the paralyzing toxins of the dinoflagellate Gymnodinium catenatum.