Literature DB >> 9461668

Agelastatins C and D, new pentacyclic bromopyrroles from the sponge Cymbastela sp., and potent arthropod toxicity of (-)-agelastatin A.

T W Hong1, D R Jímenez, T F Molinski.   

Abstract

Two new agelastatins, C (3) and D (4), along with the known compound (-)-agelastatin A (1), were isolated from the Indian Ocean sponge Cymbastela sp. The structures were determined by analysis of spectroscopic data and chemical correlation of 4 with a common derivative 5, also prepared from 1. Agelastatin A (1) exhibited potent activity against brine shrimp (LC50 1.7 ppm) in addition to insecticidal activity against larvae of beet army worm, Spodoptera exigua, and corn rootworm, Diabrotica undecimpunctata.

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Year:  1998        PMID： 9461668     DOI： 10.1021/np9703813

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


  20 in total

1.  Asymmetric total synthesis of ent-cyclooroidin.

Authors:  Sabuj Mukherjee; Rasapalli Sivappa; Muhammed Yousufuddin; Carl J Lovely
Journal:  Org Lett       Date:  2010-11-05       Impact factor: 6.005

2.  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

3.  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

4.  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

5.  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

6.  Derivatization of agelastatin A leading to bioactive analogs and a trifunctional probe.

Authors:  Morgan Jouanneau; Brandon McClary; Jeremy Chris P Reyes; Rong Chen; Yuling Chen; William Plunkett; Xin Cheng; Andrew Z Milinichik; Earl F Albone; Jun O Liu; Daniel Romo
Journal:  Bioorg Med Chem Lett       Date:  2016-02-23       Impact factor: 2.823

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.  Synthesis of 7-(15)N-Oroidin and evaluation of utility for biosynthetic studies of pyrrole-imidazole alkaloids by microscale (1)H-(15)N HSQC and FTMS.

Authors:  Yong-Gang Wang; Brandon I Morinaka; Jeremy Chris P Reyes; Jeremy J Wolff; Daniel Romo; Tadeusz F Molinski
Journal:  J Nat Prod       Date:  2010-03-26       Impact factor: 4.050

9.  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

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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