Review
doi: 10.1039/b700307m.
Epub 2007 Apr 2.
Synthesis of macrocyclic shellfish toxins containing spiroimine moieties
Affiliations
- PMID: 17653363
- DOI: 10.1039/b700307m
Item in Clipboard
Review
Synthesis of macrocyclic shellfish toxins containing spiroimine moieties
Nat Prod Rep.
2007 Aug.
Abstract
An overview of the structure and biological activity of macrocyclic polyketides derived from dinoflagellates that contain unusual cyclic imine units is provided. The total and partial syntheses of these molecules are discussed with an emphasis on the construction of the spiroimine functionality thought to be the key pharmacophore of these fact-acting shellfish toxins.
Similar articles
-
Spiroimine shellfish poisoning (SSP) and the spirolide family of shellfish toxins: isolation, structure, biological activity and synthesis.Nat Prod Rep. 2010 Sep;27(9):1350-66. doi: 10.1039/c005400n. Epub 2010 Jun 29. Nat Prod Rep. 2010. PMID: 20585694 Review. No abstract available.
-
Total syntheses of amphidinolides B1, B4, G1, H1 and structure revision of amphidinolide H2.Chemistry. 2009;15(16):3983-4010. doi: 10.1002/chem.200802067. Chemistry. 2009. PMID: 19241433
-
New targets in diarrhetic shellfish poisoning control.J Nat Prod. 2005 Apr;68(4):596-9. doi: 10.1021/np040183t. J Nat Prod. 2005. PMID: 15844958
-
Total synthesis and biological evaluation of amphidinolide V and analogues.Chemistry. 2009;15(16):4011-29. doi: 10.1002/chem.200802068. Chemistry. 2009. PMID: 19241434
-
Advances in the total synthesis of biologically important marine macrolides.Chem Rev. 2005 Dec;105(12):4237-313. doi: 10.1021/cr040614c. Chem Rev. 2005. PMID: 16351045 Review. No abstract available.
Cited by
-
Studies toward the synthesis of spirolide C: exploration into the formation of the 23-membered all-carbon macrocyclic framework.Org Lett. 2012 Feb 3;14(3):804-7. doi: 10.1021/ol203342e. Epub 2012 Jan 19. Org Lett. 2012. PMID: 22260643 Free PMC article.
-
Structural determinants in phycotoxins and AChBP conferring high affinity binding and nicotinic AChR antagonism.Proc Natl Acad Sci U S A. 2010 Mar 30;107(13):6076-81. doi: 10.1073/pnas.0912372107. Epub 2010 Mar 11. Proc Natl Acad Sci U S A. 2010. PMID: 20224036 Free PMC article.
-
Recent progress in neuroactive marine natural products.Nat Prod Rep. 2014 Jan 17;31(2):273-309. doi: 10.1039/c3np70083f. Nat Prod Rep. 2014. PMID: 24430532 Free PMC article. Review.
-
Current Situation of Palytoxins and Cyclic Imines in Asia-Pacific Countries: Causative Phytoplankton Species and Seafood Poisoning.Int J Environ Res Public Health. 2022 Apr 18;19(8):4921. doi: 10.3390/ijerph19084921. Int J Environ Res Public Health. 2022. PMID: 35457784 Free PMC article. Review.
-
Enantioselective total synthesis of the marine toxin (-)-gymnodimine employing a Barbier-type macrocyclization.Angew Chem Int Ed Engl. 2009;48(40):7402-5. doi: 10.1002/anie.200903432. Angew Chem Int Ed Engl. 2009. PMID: 19728353 Free PMC article. No abstract available.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
