Literature DB >> 10891245

A concise synthesis of topsentin A and nortopsentins B and D.

F Y Miyake1, K Yakushijin, D A Horne.   

Abstract

[reaction: see text] A concise synthesis of topsentin A (R(1) = R(2) = H) and nortopsentins B (R(1) = Br, R(2) = H) and D (R(1) = R(2) = H) is described from oxotryptamine 5 via reduction of acyl cyanide 4. Regiospecific bromination of 3-cyanoindole afforded 6-bromo-3-cyanoindole (10) as the major product.

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Year:  2000        PMID: 10891245     DOI: 10.1021/ol000124g

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


  8 in total

1.  The potential of achiral sponge-derived and synthetic bromoindoles as selective cytotoxins against PANC-1 tumor cells.

Authors:  Nicholas Lorig-Roach; Frances Hamkins-Indik; Tyler A Johnson; Karen Tenney; Frederick A Valeriote; Phillip Crews
Journal:  Tetrahedron       Date:  2017-11-14       Impact factor: 2.457

2.  Synthesis and antiproliferative activity of thiazolyl-bis-pyrrolo[2,3-b]pyridines and indolyl-thiazolyl-pyrrolo[2,3-c]pyridines, nortopsentin analogues.

Authors:  Anna Carbone; Barbara Parrino; Gloria Di Vita; Alessandro Attanzio; Virginia Spanò; Alessandra Montalbano; Paola Barraja; Luisa Tesoriere; Maria Antonia Livrea; Patrizia Diana; Girolamo Cirrincione
Journal:  Mar Drugs       Date:  2015-01-16       Impact factor: 5.118

3.  3-[4-(1H-indol-3-yl)-1,3-thiazol-2-yl]-1H-pyrrolo[2,3-b]pyridines, nortopsentin analogues with antiproliferative activity.

Authors:  Barbara Parrino; Anna Carbone; Gloria Di Vita; Cristina Ciancimino; Alessandro Attanzio; Virginia Spanò; Alessandra Montalbano; Paola Barraja; Luisa Tesoriere; Maria Antonia Livrea; Patrizia Diana; Girolamo Cirrincione
Journal:  Mar Drugs       Date:  2015-04-03       Impact factor: 5.118

4.  Synthesis and Antitumor Activity of New Thiazole Nortopsentin Analogs.

Authors:  Virginia Spanò; Alessandro Attanzio; Stella Cascioferro; Anna Carbone; Alessandra Montalbano; Paola Barraja; Luisa Tesoriere; Girolamo Cirrincione; Patrizia Diana; Barbara Parrino
Journal:  Mar Drugs       Date:  2016-12-14       Impact factor: 5.118

5.  Bisindole Alkaloids from a New Zealand Deep-Sea Marine Sponge Lamellomorpha strongylata.

Authors:  Kavita Ragini; Andrew M Piggott; Peter Karuso
Journal:  Mar Drugs       Date:  2019-12-04       Impact factor: 5.118

Review 6.  Marine alkaloids as bioactive agents against protozoal neglected tropical diseases and malaria.

Authors:  Andre G Tempone; Pauline Pieper; Samanta E T Borborema; Fernanda Thevenard; Joao Henrique G Lago; Simon L Croft; Edward A Anderson
Journal:  Nat Prod Rep       Date:  2021-12-15       Impact factor: 13.423

7.  Retracted Article: The synthesis and biological activity of marine alkaloid derivatives and analogues.

Authors:  Shiyang Zhou; Gangliang Huang
Journal:  RSC Adv       Date:  2020-08-28       Impact factor: 4.036

8.  Synthesis and antiproliferative activity of 2,5-bis(3'-indolyl)pyrroles, analogues of the marine alkaloid nortopsentin.

Authors:  Anna Carbone; Barbara Parrino; Paola Barraja; Virginia Spanò; Girolamo Cirrincione; Patrizia Diana; Armin Maier; Gerhard Kelter; Heinz-Herbert Fiebig
Journal:  Mar Drugs       Date:  2013-03-01       Impact factor: 5.118

  8 in total

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