Literature DB >> 18171071

Debromodispacamides B and D: isolation from the marine sponge Agelas mauritiana and stereoselective synthesis using a biomimetic proline route.

Carine Vergne1, Jérôme Appenzeller, Céline Ratinaud, Marie-Thérèse Martin, Cécile Debitus, Anne Zaparucha, Ali Al-Mourabit.   

Abstract

New debromopyrrole-2-aminoimidazolones, debromodispacamide B (1) and debromodispacamide D (2) were isolated from the sponge Agelas mauritiana, collected in the Solomon Islands. A biomimetic one-step reaction from pseudopeptides 5 and 13 in presence of air oxygen and guanidine gave the chiral form of the natural product stereoselectively.

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Year:  2008        PMID： 18171071     DOI： 10.1021/ol702866m

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


  7 in total

1.  Synthetic access to the chlorocyclopentane cores of the proposed original and revised structures of palau'amine.

Authors:  Michael S Bultman; Jun Ma; David Y Gin
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

Review 2.  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

3.  Exploring symmetry-based logic for a synthesis of palau'amine.

Authors:  Qingyi Li; Paul Hurley; Hui Ding; Andrew G Roberts; Radha Akella; Patrick G Harran
Journal:  J Org Chem       Date:  2009-08-21       Impact factor: 4.354

Review 4.  Marine Pyrrole Alkaloids.

Authors:  Kevin Seipp; Leander Geske; Till Opatz
Journal:  Mar Drugs       Date:  2021-09-10       Impact factor: 5.118

5.  A new species of Agelas from the Zanzibar Archipelago, western Indian Ocean (Porifera, Demospongiae).

Authors:  Renata Manconi; Roberto Pronzato; Erica Perino
Journal:  Zookeys       Date:  2016-01-14       Impact factor: 1.546

Review 6.  Secondary metabolites from marine sponges of the genus Agelas: a comprehensive update insight on structural diversity and bioactivity.

Authors:  Mei-Jun Chu; Meng Li; He Ma; Ping-Lin Li; Guo-Qiang Li
Journal:  RSC Adv       Date:  2022-03-09       Impact factor: 3.361

Review 7.  Bioactive Secondary Metabolites from the Marine Sponge Genus Agelas.

Authors:  Huawei Zhang; Menglian Dong; Jianwei Chen; Hong Wang; Karen Tenney; Phillip Crews
Journal:  Mar Drugs       Date:  2017-11-08       Impact factor: 5.118
  7 in total

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