Literature DB >> 20078082

Synthesis of (+/-)-bistellettadine A.

Min Yu1, Susan S Pochapsky, Barry B Snider.   

Abstract

Esterification of the trienoic acid with o-xylylene dibromide gave the bis ester that underwent a templated Diels-Alder reaction to afford the macrodiolide stereospecifically in a single step. The synthesis of bistellettadine A was completed in four steps by hydrolysis and side chain elaboration.

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Year:  2010        PMID： 20078082      PMCID： PMC2880385          DOI： 10.1021/ol902895e

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  7 in total

1.  Three new antibacterial alkaloids from a marine sponge Stelletta species.

Authors:  S Matsunaga; T Yamashita; S Tsukamoto; N Fusetani
Journal:  J Nat Prod       Date:  1999-08       Impact factor: 4.050

2.  Stellettamide B, a new indolizidine alkaloid from a sponge of the genus Stelletta.

Authors:  J Shin; Y Seo; K W Cho; J R Rho; C J Sim
Journal:  J Nat Prod       Date:  1997-06       Impact factor: 4.050

3.  Synthesis and absolute configuration of Stellettadine A: a marine alkaloid that induces larval metamorphosis in ascidians.

Authors:  D Nozawa; H Takikawa; K Mori
Journal:  Bioorg Med Chem Lett       Date:  2001-06-18       Impact factor: 2.823

4.  Total syntheses of (+/-)-anchinopeptolide D and (+/-)-cycloanchinopeptolide D.

Authors:  B B Snider; F Song; B M Foxman
Journal:  J Org Chem       Date:  2000-02-11       Impact factor: 4.354

5.  Stereoselective synthesis of E-64 and related cysteine proteases inhibitors from 2,3-epoxyamides.

Authors:  Francisco Sarabia; Antonio Sánchez-Ruiz; Samy Chammaa
Journal:  Bioorg Med Chem       Date:  2005-03-01       Impact factor: 3.641

6.  Modular synthesis of non-peptidic bivalent NPY Y1 receptor antagonists.

Authors:  Stefan Weiss; Max Keller; Günther Bernhardt; Armin Buschauer; Burkhard König
Journal:  Bioorg Med Chem       Date:  2008-09-13       Impact factor: 3.641

7.  Bistellettazines A-C and bistellettazole A: new terpenyl-pyrrolizidine and terpenyl-imidazole alkaloids from a southern Australian marine sponge, Stelletta sp.

Authors:  Mohamed El-Naggar; Andrew M Piggott; Robert J Capon
Journal:  Org Lett       Date:  2008-09-10       Impact factor: 6.005
  7 in total
  3 in total

1.  Synthesis of phidianidines A and B.

Authors:  Hong-Yu Lin; Barry B Snider
Journal:  J Org Chem       Date:  2012-05-01       Impact factor: 4.354

2.  A Direct, Early Stage Guanidinylation Protocol for the Synthesis of Complex Aminoguanidine-containing Natural Products.

Authors:  Christopher E Malmberg; Stephen Chamberland
Journal:  J Vis Exp       Date:  2016-09-09       Impact factor: 1.355

3.  Virtual screening and structure-based discovery of indole acylguanidines as potent β-secretase (BACE1) inhibitors.

Authors:  Yiquan Zou; Li Li; Wuyan Chen; Tiantian Chen; Lanping Ma; Xin Wang; Bing Xiong; Yechun Xu; Jingkang Shen
Journal:  Molecules       Date:  2013-05-16       Impact factor: 4.411
  3 in total

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