Literature DB >> 14510613

Determination of the absolute stereochemistry of cyclosmenospongine.

Natalia K Utkina1, Vladimir A Denisenko, Olga V Scholokova, Aleksandra E Makarchenko.   

Abstract

The absolute stereochemistry of the sponge metabolite cyclosmenospongine (1) was determined as 5R, 8S, 9R, 10S by chemical correlation. Substitution of the methoxyl group by an amino group in the cyclic product 3 of acid-catalyzed rearrangement of ilimaquinone (5) afforded cyclosmenospongine 1. Cyclosmenospongine was also obtained by acid-catalyzed cyclization of smenospongine (6).

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Year:  2003        PMID: 14510613     DOI: 10.1021/np030115r

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


  5 in total

Review 1.  The Role of Spongia sp. in the Discovery of Marine Lead Compounds.

Authors:  Patrícia Máximo; Luísa M Ferreira; Paula Branco; Pedro Lima; Ana Lourenço
Journal:  Mar Drugs       Date:  2016-07-23       Impact factor: 5.118

Review 2.  Reactivity and biological activity of the marine sesquiterpene hydroquinone avarol and related compounds from sponges of the order Dictyoceratida.

Authors:  Dusan Sladić; Miroslav J Gasić
Journal:  Molecules       Date:  2006-01-31       Impact factor: 4.411

3.  Purpurogemutantin and purpurogemutantidin, new drimenyl cyclohexenone derivatives produced by a mutant obtained by diethyl sulfate mutagenesis of a marine-derived Penicillium purpurogenum G59.

Authors:  Shi-Ming Fang; Cheng-Bin Cui; Chang-Wei Li; Chang-Jing Wu; Zhi-Jun Zhang; Li Li; Xiao-Jun Huang; Wen-Cai Ye
Journal:  Mar Drugs       Date:  2012-06-04       Impact factor: 6.085

Review 4.  Divergent Strategy in Marine Tetracyclic Meroterpenoids Synthesis.

Authors:  Antonio Rosales Martínez; Ignacio Rodríguez-García; Josefa L López-Martínez
Journal:  Mar Drugs       Date:  2021-05-13       Impact factor: 5.118

Review 5.  Meroterpenes from marine invertebrates: structures, occurrence, and ecological implications.

Authors:  Marialuisa Menna; Concetta Imperatore; Filomena D'Aniello; Anna Aiello
Journal:  Mar Drugs       Date:  2013-05-17       Impact factor: 5.118

  5 in total

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