Literature DB >> 18085784

Salarins a and B and tulearin a: new cytotoxic sponge-derived macrolides.

Ashgan Bishara1, Amira Rudi, Maurice Aknin, Drorit Neumann, Nathalie Ben-Califa, Yoel Kashman.   

Abstract

Three novel nitrogenous macrolides designated salarin A and B (1 and 2) and tulearin A (3) were isolated from the Madagascar Fascaplysinopsis sp. sponge. The structures of the compounds were elucidated by interpretation of MS and 1D and 2D NMR spectra. Both salarins carry an acetylcarbamate moiety, and in addition, 1 contains a triacylamine group and 2 a methoxymethylketone lactam. Tulearin A carries the naturally rare carbamate ester. The compounds were found to be toxic to brine shrimp larvae, and salarin A and tulearin A were also cytotoxic to leukemia cells.

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Year:  2007        PMID: 18085784     DOI: 10.1021/ol702221v

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


  9 in total

1.  Isolation, structural elucidation, and absolute stereochemistry of enigmazole A, a cytotoxic phosphomacrolide from the Papua New Guinea marine sponge Cinachyrella enigmatica.

Authors:  Naoya Oku; Kentaro Takada; Richard W Fuller; Jennifer A Wilson; Megan L Peach; Lewis K Pannell; James B McMahon; Kirk R Gustafson
Journal:  J Am Chem Soc       Date:  2010-08-04       Impact factor: 15.419

2.  Salarin C, a member of the salarin superfamily of marine compounds, is a potent inducer of apoptosis.

Authors:  Nathalie Ben-Califa; Ashgan Bishara; Yoel Kashman; Drorit Neumann
Journal:  Invest New Drugs       Date:  2010-08-24       Impact factor: 3.850

Review 3.  Recent N-atom containing compounds from indo-pacific invertebrates.

Authors:  Yoel Kashman; Ashgan Bishara; Maurice Aknin
Journal:  Mar Drugs       Date:  2010-11-10       Impact factor: 5.118

4.  Sterols from the Madagascar sponge Fascaplysinopsis sp.

Authors:  Maurice Aknin; Emmanuelle Gros; Jean Vacelet; Yoel Kashman; Anne Gauvin-Bialecki
Journal:  Mar Drugs       Date:  2010-12-17       Impact factor: 5.118

5.  A versatile route to the tulearin class of macrolactones: synthesis of a stereoisomer of tulearin A.

Authors:  Alexander L Mandel; Véronique Bellosta; Dennis P Curran; Janine Cossy
Journal:  Org Lett       Date:  2009-08-06       Impact factor: 6.005

6.  Aplysinopsin-type and Bromotyrosine-derived Alkaloids from the South China Sea Sponge Fascaplysinopsis reticulata.

Authors:  Qi Wang; Xu-Li Tang; Xiang-Chao Luo; Nicole J de Voog; Ping-Lin Li; Guo-Qiang Li
Journal:  Sci Rep       Date:  2019-02-19       Impact factor: 4.379

7.  Derivatives of salarin A, salarin C and tulearin A--Fascaplysinopsis sp. metabolites.

Authors:  Lee Goren Zur; Ashgan Bishara; Maurice Aknin; Drorit Neumann; Nathalie Ben-Califa; Yoel Kashman
Journal:  Mar Drugs       Date:  2013-11-11       Impact factor: 5.118

8.  Genome Mining of Oxidation Modules in trans-Acyltransferase Polyketide Synthases Reveals a Culturable Source for Lobatamides.

Authors:  Reiko Ueoka; Roy A Meoded; Alejandro Gran-Scheuch; Agneya Bhushan; Marco W Fraaije; Jörn Piel
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-19       Impact factor: 15.336

Review 9.  Marine-Derived Macrolides 1990-2020: An Overview of Chemical and Biological Diversity.

Authors:  Hairong Zhang; Jiabin Zou; Xiaoxue Yan; Junlong Chen; Xiujiao Cao; Jialing Wu; Yinghui Liu; Tingting Wang
Journal:  Mar Drugs       Date:  2021-03-25       Impact factor: 5.118

  9 in total

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