Literature DB >> 11674140

Axinellamines A-D, Novel Imidazo-Azolo-Imidazole Alkaloids from the Australian Marine Sponge Axinella sp.

Sylvia Urban1, Priscila de Almeida Leone, Anthony R. Carroll, Gregory A. Fechner, Jill Smith, John N. A. Hooper, Ronald J. Quinn.   

Abstract

Four imidazo-azolo-imidazole alkaloids, axinellamines A-D, have been isolated from an Australian marine sponge, Axinella sp. (order: Halichondrida: family: Axinellidae). These compounds contain a unique perhydrocyclopenta-imidazo-azolo-imidazole carbon skeleton. Three of these compounds had bactericidal activity against Helicobacter pylori at 1000 &mgr;M.

Entities:  

Year:  1999        PMID： 11674140     DOI： 10.1021/jo981034g

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  24 in total

1.  Synthetic Studies on Palau'amine. Construction of the Cyclopentane Core via an Asymmetric 1,3-Dipolar Cycloaddition.

Authors:  Kosuke Namba; Makto Inai; Uta Sundermeier; Thomas J Greshock; Robert M Williams
Journal:  Tetrahedron Lett       Date:  2010-12-15       Impact factor: 2.415

2.  Synthetic (±)-axinellamines deficient in halogen.

Authors:  Hui Ding; Andrew G Roberts; Patrick G Harran
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-19       Impact factor: 15.336

3.  Syntheses of Cyclic Guanidine-Containing Natural Products.

Authors:  Yuyong Ma; Saptarshi De; Chuo Chen
Journal:  Tetrahedron       Date:  2015-02-25       Impact factor: 2.457

4.  Enantioselective total syntheses of (-)-palau'amine, (-)-axinellamines, and (-)-massadines.

Authors:  Ian B Seiple; Shun Su; Ian S Young; Akifumi Nakamura; Junichiro Yamaguchi; Lars Jørgensen; Rodrigo A Rodriguez; Daniel P O'Malley; Tanja Gaich; Matthias Köck; Phil S Baran
Journal:  J Am Chem Soc       Date:  2011-08-23       Impact factor: 15.419

Review 5.  Is it time for artificial intelligence to predict the function of natural products based on 2D-structure.

Authors:  Miaomiao Liu; Peter Karuso; Yunjiang Feng; Esther Kellenberger; Fei Liu; Can Wang; Ronald J Quinn
Journal:  Medchemcomm       Date:  2019-06-06       Impact factor: 3.597

6.  Preparation and Diels-Alder reactions of 1'-heterosubsituted vinylimidazoles.

Authors:  Abhisek Ray; Sabuj Mukherjee; Jayanta Das; Manoj K Bhandari; Hongwang Du; Muhammed Yousufuddin; Carl J Lovely
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

7.  Total syntheses of (+/-)-massadine and massadine chloride.

Authors:  Shun Su; Ian B Seiple; Ian S Young; Phil S Baran
Journal:  J Am Chem Soc       Date:  2008-12-10       Impact factor: 15.419

8.  Total synthesis of the putative structure of nagelamide D.

Authors:  Manojkumar R Bhandari; Rasapalli Sivappa; Carl J Lovely
Journal:  Org Lett       Date:  2009-04-02       Impact factor: 6.005

9.  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

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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