Literature DB >> 16050696

First stereoselective syntheses of (-)-siphonodiol and (-)-tetrahydrosiphonodiol, bioactive polyacetylenes from marine sponges.

Susana López1, Francisco Fernández-Trillo, Pilar Midón, Luis Castedo, Carlos Saá.   

Abstract

The first stereoselective total syntheses of the bioactive marine polyacetylenes (-)-siphonodiol and (-)-tetrahydrosiphonodiol were achieved using highly convergent approaches based on optimized Cadiot-Chodkiewicz and sequential Sonogashira cross-coupling reactions.

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Year:  2005        PMID: 16050696     DOI: 10.1021/jo050807f

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


  6 in total

1.  Organic chemistry: No double bond left behind.

Authors:  David Sarlah
Journal:  Nature       Date:  2016-03-24       Impact factor: 49.962

2.  A Short Synthesis of (S)-(+)-Siphonodiol.

Authors:  Benjamin W Gung; Derek T Craft; Jessica Truelove
Journal:  Tetrahedron Asymmetry       Date:  2007-06-22

3.  Polyacetylene diols with antiproliferative and driving Th1 polarization effects from the marine sponge Callyspongia sp.

Authors:  Akemi Umeyama; Nanae Matsuoka; Rieko Mine; Akemi Nakata; Eri Arimoto; Miwa Matsui; Noboru Shoji; Shigenobu Arihara; Masao Takei; Toshihiro Hashimoto
Journal:  J Nat Med       Date:  2009-10-03       Impact factor: 2.343

4.  Sponge chemical defenses are a possible mechanism for increasing sponge abundance on reefs in Zanzibar.

Authors:  Stephanie B Helber; Dieuwke J J Hoeijmakers; Christopher A Muhando; Sven Rohde; Peter J Schupp
Journal:  PLoS One       Date:  2018-06-20       Impact factor: 3.240

5.  Direct synthesis of Z-alkenyl halides through catalytic cross-metathesis.

Authors:  Ming Joo Koh; Thach T Nguyen; Hanmo Zhang; Richard R Schrock; Amir H Hoveyda
Journal:  Nature       Date:  2016-03-24       Impact factor: 49.962

Review 6.  Metabolities from Marine Sponges of the Genus Callyspongia: Occurrence, Biological Activity, and NMR Data.

Authors:  Lucas Hilário Nogueira de Sousa; Rusceli Diego de Araújo; Déborah Sousa-Fontoura; Fabrício Gava Menezes; Renata Mendonça Araújo
Journal:  Mar Drugs       Date:  2021-11-26       Impact factor: 5.118

  6 in total

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