Literature DB >> 11429832

Structural elucidation of a new cytotoxin isolated from mussels of the Adriatic sea.

P Ciminiello1, E Fattorusso, M Forino, M Di Rosa, A Ianaro, R Poletti.   

Abstract

A detailed analysis of the toxic composition in the hepatopancreas of mussels from northern Adriatic sea has been performed. Along with some polyether toxins of DSP (diarrhetic shellfish poisoning) type, such as yessotoxin and its analogues, which are responsible for a variety of human seafood poisonings throughout the world, we have now isolated a new type of toxin, the chlorosulfolipid 1, which is completely different in structure from the polyether DSP-toxins isolated so far. The structural determination of the new toxin, including its absolute stereochemistry, has been performed by extensive NMR analysis and molecular mechanics and dynamics calculations.

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Year:  2001        PMID: 11429832     DOI: 10.1021/jo001437s

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  16 in total

1.  Organic chemistry: Chlorine lends a helping hand.

Authors:  D Karl Bedke; Christopher D Vanderwal
Journal:  Nature       Date:  2009-01-29       Impact factor: 49.962

2.  INTEGRATED APPROACHES TO THE CONFIGURATIONAL ASSIGNMENT OF MARINE NATURAL PRODUCTS.

Authors:  Tadeusz F Molinski; Brandon I Morinaka
Journal:  Tetrahedron       Date:  2012-11-18       Impact factor: 2.457

3.  Approaches to the chemical synthesis of the chlorosulfolipids.

Authors:  Won-Jin Chung; Christopher D Vanderwal
Journal:  Acc Chem Res       Date:  2014-01-08       Impact factor: 22.384

4.  Adsorbable organic bromine compounds (AOBr) in aquatic samples: a nematode-based toxicogenomic assessment of the exposure hazard.

Authors:  Nadine Saul; Stephen R Stürzenbaum; Shumon Chakrabarti; Nora Baberschke; Thora Lieke; Anke Putschew; Cindy Kochan; Ralph Menzel; Christian E W Steinberg
Journal:  Environ Sci Pollut Res Int       Date:  2015-05-22       Impact factor: 4.223

Review 5.  Chlorosulfolipids: structure, synthesis, and biological relevance.

Authors:  D Karl Bedke; Christopher D Vanderwal
Journal:  Nat Prod Rep       Date:  2010-12-02       Impact factor: 13.423

6.  A concise enantioselective synthesis of the chlorosulfolipid malhamensilipin A.

Authors:  D Karl Bedke; Grant M Shibuya; Alban R Pereira; William H Gerwick; Christopher D Vanderwal
Journal:  J Am Chem Soc       Date:  2010-03-03       Impact factor: 15.419

7.  Catalytic Enantioselective Dihalogenation and the Selective Synthesis of (-)-Deschloromytilipin A and (-)-Danicalipin A.

Authors:  Matthew L Landry; Dennis X Hu; Grace M McKenna; Noah Z Burns
Journal:  J Am Chem Soc       Date:  2016-04-08       Impact factor: 15.419

8.  Mollenyne A, a long-chain chlorodibromohydrin amide from the sponge Spirastrella mollis.

Authors:  Brandon I Morinaka; Tadeusz F Molinski
Journal:  Org Lett       Date:  2011-11-16       Impact factor: 6.005

9.  Total synthesis of a chlorosulpholipid cytotoxin associated with seafood poisoning.

Authors:  Christian Nilewski; Roger W Geisser; Erick M Carreira
Journal:  Nature       Date:  2009-01-29       Impact factor: 49.962

10.  Structure revision and absolute configuration of malhamensilipin A from the freshwater chrysophyte Poterioochromonas malhamensis.

Authors:  Alban R Pereira; Tara Byrum; Grant M Shibuya; Christopher D Vanderwal; William H Gerwick
Journal:  J Nat Prod       Date:  2010-02-26       Impact factor: 4.050

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