Literature DB >> 15730244

Antineoplastic agents. 527. Synthesis of 7-deoxynarcistatin, 7-deoxy-trans-dihydronarcistatin, and trans-dihydronarcistatin 1(1).

George R Pettit1, Noeleen Melody.   

Abstract

The synthesis of sodium narcistatin (8) was improved (88% overall yield) and the modified reaction sequence was utilized to synthesize three new 3,4-cyclic phosphate prodrugs, sodium 7-deoxynarcistatin (5), sodium 7-deoxy-trans-dihydronarcistatin (6), and sodium trans-dihydronarcistatin (7). The human cancer cell line inhibitory isocarbostyril precursors were isolated from the bulbs of Hymenocallis littoralis obtained by horticultural production or reduction of narciclasine (1a --> 4) from the same source.

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Year:  2005        PMID： 15730244     DOI： 10.1021/np0304518

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  8 in total

1.  Chemoenzymatic synthesis of Amaryllidaceae constituents and biological evaluation of their C-1 analogues. The next generation synthesis of 7-deoxypancratistatin and trans-dihydrolycoricidine.

Authors:  Jonathan Collins; Uwe Rinner; Michael Moser; Tomas Hudlicky; Ion Ghiviriga; Anntherese E Romero; Alexander Kornienko; Dennis Ma; Carly Griffin; Siyaram Pandey
Journal:  J Org Chem       Date:  2010-05-07       Impact factor: 4.354

Review 2.  Chemistry, biology, and medicinal potential of narciclasine and its congeners.

Authors:  Alexander Kornienko; Antonio Evidente
Journal:  Chem Rev       Date:  2008-05-20       Impact factor: 60.622

3.  A boron-based synthesis of the natural product (+)-trans-dihydrolycoricidine.

Authors:  Sarah L Poe; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-31       Impact factor: 15.336

Review 4.  Chemical and biological aspects of Narcissus alkaloids.

Authors:  Jaume Bastida; Rodolfo Lavilla; Francesc Viladomat
Journal:  Alkaloids Chem Biol       Date:  2006

5.  Amaryllidaceae isocarbostyril alkaloids and their derivatives as promising antitumor agents.

Authors:  Laurent Ingrassia; Florence Lefranc; Véronique Mathieu; Francis Darro; Robert Kiss
Journal:  Transl Oncol       Date:  2008-03       Impact factor: 4.243

6.  Synthesis of structurally simplified analogues of pancratistatin: truncation of the cyclitol ring.

Authors:  Madhuri Manpadi; Artem S Kireev; Igor V Magedov; Jeff Altig; Paul Tongwa; Mikhail Yu Antipin; Antonio Evidente; Willem A L van Otterlo; Alexander Kornienko
Journal:  J Org Chem       Date:  2009-09-18       Impact factor: 4.354

7.  Antineoplastic agents. 454. Synthesis of the strong cancer cell growth inhibitors trans-dihydronarciclasine and 7-deoxy-trans-dihydronarciclasine (1a).

Authors:  George R Pettit; Sylvie Ducki; Stephen A Eastham; Noeleen Melody
Journal:  J Nat Prod       Date:  2009-07       Impact factor: 4.050

8.  Isoquinolone-4-Carboxylic Acids by Ammonia-Ugi-4CR and Copper-Catalyzed Domino Reaction.

Authors:  Qian Wang; Kumchok C Mgimpatsang; Xin Li; Alexander Dömling
Journal:  J Org Chem       Date:  2021-06-29       Impact factor: 4.354
  8 in total

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