Isolation, structure determination, and biological activity of a novel alkaloid, perophoramidine, from the Philippine ascidian Perophora namei
- PMID: 12354007
- DOI: 10.1021/jo026012f
Isolation, structure determination, and biological activity of a novel alkaloid, perophoramidine, from the Philippine ascidian Perophora namei
Abstract
Chemical investigation of the Philippine ascidian Perophora namei has resulted in the isolation of a novel polycyclic alkaloid, perophoramidine (1). The structure of 1 was determined by the interpretation of 1D/2D NMR and MS data. Dehalogenation of perophoramidine (1) by ammonium formate catalyzed transfer hydrogenation confirmed the type and number of halogen atoms present in 1.
Similar articles
-
Haouamines A and B: a new class of alkaloids from the ascidian Aplidium haouarianum.J Org Chem. 2003 Jan 24;68(2):293-9. doi: 10.1021/jo020487p. J Org Chem. 2003. PMID: 12530851
-
Recent Advances on the Total Syntheses of Communesin Alkaloids and Perophoramidine.Chemistry. 2015 Nov 9;21(46):16318-43. doi: 10.1002/chem.201501735. Epub 2015 Sep 10. Chemistry. 2015. PMID: 26353936 Free PMC article. Review.
-
Sebastianines A and B, novel biologically active pyridoacridine alkaloids from the Brazilian ascidian Cystodytes dellechiajei.J Org Chem. 2002 Jul 26;67(15):5429-32. doi: 10.1021/jo011174h. J Org Chem. 2002. PMID: 12126446
-
Three new pyridoacridine type alkaloids from a singaporean ascidian.J Nat Prod. 2002 Aug;65(8):1198-200. doi: 10.1021/np010629v. J Nat Prod. 2002. PMID: 12193032
-
It all began with an error: the nomofungin/communesin story.Angew Chem Int Ed Engl. 2008;47(43):8170-6. doi: 10.1002/anie.200801735. Angew Chem Int Ed Engl. 2008. PMID: 18814155 Review.
Cited by
-
Determination of the absolute configuration of compounds bearing chiral quaternary carbon centers using the crystalline sponge method.Chem Sci. 2017 Jul 1;8(7):5132-5136. doi: 10.1039/c7sc01524k. Epub 2017 May 16. Chem Sci. 2017. PMID: 28970900 Free PMC article.
-
Biosynthesis of fungal indole alkaloids.Nat Prod Rep. 2014 Oct;31(10):1474-87. doi: 10.1039/c4np00073k. Nat Prod Rep. 2014. PMID: 25180619 Free PMC article. Review.
-
Exploration of the interrupted Fischer indolization reaction.Tetrahedron. 2010 Jun 26;66(26):4687-4695. doi: 10.1016/j.tet.2010.02.050. Tetrahedron. 2010. PMID: 20798890 Free PMC article.
-
Total Synthesis and Anti-Cancer Activity of All Known Communesin Alkaloids and Related Derivatives.J Am Chem Soc. 2019 Sep 11;141(36):14411-14420. doi: 10.1021/jacs.9b07397. Epub 2019 Aug 30. J Am Chem Soc. 2019. PMID: 31422662 Free PMC article.
-
Comprehensive review of α-carboline alkaloids: Natural products, updated synthesis, and biological activities.Front Chem. 2022 Aug 26;10:988327. doi: 10.3389/fchem.2022.988327. eCollection 2022. Front Chem. 2022. PMID: 36092663 Free PMC article. Review.
Publication types
MeSH terms
Substances
Grants and funding
LinkOut - more resources
Full Text Sources
Other Literature Sources