Literature DB >> 15839302

Antineoplastic agents 470. Absolute configuration of the marine sponge bromopyrrole agelastatin A.

George R Pettit1, Sylvie Ducki, Delbert L Herald, Dennis L Doubek, Jean M Schmidt, Jean-Charles Chapuis.   

Abstract

Two bromopyrrole marine alkaloids were isolated from the Mexican sponge, Agelas sp.: hymenidin (1) and agelastatin A (2). The structures were elucidated by analysis of their spectroscopic data and found to correspond to those in the literature. The absolute configuration of agelastatin A (2) was elucidated by single-crystal X-ray diffraction methods. Agelastatin A (2) exhibited strong activity against a panel of human cancer cell lines as well as human umbilical vein endothelial cells.

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Year:  2005        PMID: 15839302     DOI: 10.3727/096504005775082075

Source DB:  PubMed          Journal:  Oncol Res        ISSN: 0965-0407            Impact factor:   5.574


  13 in total

1.  A stereoselective synthesis of the bromopyrrole natural product (-)-agelastatin A.

Authors:  Paul M Wehn; J Du Bois
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

2.  Synthesis and Evaluation of Agelastatin Derivatives as Potent Modulators for Cancer Invasion and Metastasis.

Authors:  Alyssa H Antropow; Kun Xu; Rachel J Buchsbaum; Mohammad Movassaghi
Journal:  J Org Chem       Date:  2017-07-25       Impact factor: 4.354

3.  Isolation and structures of axistatins 1-3 from the Republic of Palau marine sponge Agelas axifera Hentschel .

Authors:  George R Pettit; Yuping Tang; Qingwen Zhang; Gregory T Bourne; Christoph A Arm; John E Leet; John C Knight; Robin K Pettit; Jean-Charles Chapuis; Dennis L Doubek; Franklin J Ward; Christine Weber; John N A Hooper
Journal:  J Nat Prod       Date:  2013-02-14       Impact factor: 4.050

4.  Bioinspired total synthesis of agelastatin A.

Authors:  Jeremy Chris P Reyes; Daniel Romo
Journal:  Angew Chem Int Ed Engl       Date:  2012-06-11       Impact factor: 15.336

5.  Synthesis and anticancer activity of all known (-)-agelastatin alkaloids.

Authors:  Sunkyu Han; Dustin S Siegel; Karen C Morrison; Paul J Hergenrother; Mohammad Movassaghi
Journal:  J Org Chem       Date:  2013-11-21       Impact factor: 4.354

Review 6.  Biosynthesis, asymmetric synthesis, and pharmacology, including cellular targets, of the pyrrole-2-aminoimidazole marine alkaloids.

Authors:  Ali Al-Mourabit; Manuel A Zancanella; Supriya Tilvi; Daniel Romo
Journal:  Nat Prod Rep       Date:  2011-05-09       Impact factor: 13.423

7.  A stereodivergent strategy to both product enantiomers from the same enantiomer of a stereoinducing catalyst: agelastatin A.

Authors:  Barry M Trost; Guangbin Dong
Journal:  Chemistry       Date:  2009-07-13       Impact factor: 5.236

8.  Total synthesis of (+/-)-agelastatin A, a potent inhibitor of osteopontin-mediated neoplastic transformations.

Authors:  David P Dickson; Duncan J Wardrop
Journal:  Org Lett       Date:  2009-03-19       Impact factor: 6.005

9.  In vitro and in vivo antineoplastic activity of a novel bromopyrrole and its potential mechanism of action.

Authors:  Sheng Xiong; Hui-dan Pang; Jun Fan; Feng Ge; Xiao-xia Yang; Qiu-ying Liu; Xiao-jian Liao; Shi-hai Xu
Journal:  Br J Pharmacol       Date:  2010-01-08       Impact factor: 8.739

Review 10.  A submarine journey: the pyrrole-imidazole alkaloids.

Authors:  Barbara Forte; Beatrice Malgesini; Claudia Piutti; Francesca Quartieri; Alessandra Scolaro; Gianluca Papeo
Journal:  Mar Drugs       Date:  2009-11-27       Impact factor: 5.118

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