Literature DB >> 12354007

Isolation, structure determination, and biological activity of a novel alkaloid, perophoramidine, from the Philippine ascidian Perophora namei.

Sheryl M Verbitski1, Charles L Mayne, Rohan A Davis, Gisela P Concepcion, Chris M Ireland.   

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.

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Year:  2002        PMID: 12354007     DOI: 10.1021/jo026012f

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


  22 in total

1.  The palladium catalyzed asymmetric addition of oxindoles and allenes: an atom-economical versatile method for the construction of chiral indole alkaloids.

Authors:  Barry M Trost; Jia Xie; Joshua D Sieber
Journal:  J Am Chem Soc       Date:  2011-11-30       Impact factor: 15.419

2.  Evolution of a strategy for total synthesis of the marine fungal alkaloid (+/-)-communesin F.

Authors:  Jae Hong Seo; Peng Liu; Steven M Weinreb
Journal:  J Org Chem       Date:  2010-04-16       Impact factor: 4.354

3.  Convergent and Biomimetic Enantioselective Total Synthesis of (-)-Communesin F.

Authors:  Stephen P Lathrop; Matthew Pompeo; Wen-Tau T Chang; Mohammad Movassaghi
Journal:  J Am Chem Soc       Date:  2016-06-14       Impact factor: 15.419

Review 4.  Biosynthesis of fungal indole alkaloids.

Authors:  Wei Xu; Diego J Gavia; Yi Tang
Journal:  Nat Prod Rep       Date:  2014-10       Impact factor: 13.423

5.  Palladium-catalyzed C3-benzylation of indoles.

Authors:  Ye Zhu; Viresh H Rawal
Journal:  J Am Chem Soc       Date:  2011-12-09       Impact factor: 15.419

6.  Molybdenum-catalyzed asymmetric allylic alkylation of 3-alkyloxindoles: reaction development and applications.

Authors:  Barry M Trost; Yong Zhang
Journal:  Chemistry       Date:  2011-02-02       Impact factor: 5.236

7.  Synthetic studies on perophoramidine and the communesins: construction of the vicinal quaternary stereocenters.

Authors:  Jae Hong Seo; Gerald D Artman; Steven M Weinreb
Journal:  J Org Chem       Date:  2006-11-10       Impact factor: 4.354

8.  Exploration of the interrupted Fischer indolization reaction.

Authors:  Alex W Schammel; Ben W Boal; Liansuo Zu; Tehetena Mesganaw; Neil K Garg
Journal:  Tetrahedron       Date:  2010-06-26       Impact factor: 2.457

9.  Interrupted Fischer indolization approach toward the communesin alkaloids and perophoramidine.

Authors:  Alex W Schammel; Grace Chiou; Neil K Garg
Journal:  Org Lett       Date:  2012-08-20       Impact factor: 6.005

Review 10.  Recent advances in the development of polycyclic skeletons via Ugi reaction cascades.

Authors:  Jie Lei; Jiang-Ping Meng; Dian-Yong Tang; Brendan Frett; Zhong-Zhu Chen; Zhi-Gang Xu
Journal:  Mol Divers       Date:  2018-01-16       Impact factor: 2.943

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